129:
99:
522:, hydroxymethyl phenols will crosslink on heating to around 120 °C to form methylene and methyl ether bridges through the elimination of water molecules. At this point the resin is a 3-dimensional network, which is typical of polymerised phenolic resins. The high crosslinking gives this type of phenolic resin its hardness, good thermal stability, and chemical imperviousness. Resoles are referred to as "one step" resins as they cure without a cross linker unlike novolacs, a "two step" resin.
37:
484:
416:
656:
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due to aerodynamic heating. This reaction absorbs significant thermal energy, insulating the deeper layers of the heat shield. The outgassing of pyrolisis reaction products and the removal of charred material by friction (ablation) also contribute to vehicle insulation, by mechanically carrying away
459:
is a hardener added to crosslink novolac. At a temperature greater than 90 °C, it forms methylene and dimethylene amino bridges. Resoles can also be used as a curing agent (hardener) for novolac resins. In either case, the curing agent is a source of formaldehyde which provides bridges between
491:
Base-catalysed phenol-formaldehyde resins are made with a formaldehyde to phenol ratio of greater than one (usually around 1.5). These resins are called resoles. Phenol, formaldehyde, water and catalyst are mixed in the desired amount, depending on the resin to be formed, and are then heated. The
541:
When the molar ratio of formaldehyde:phenol reaches one, in theory every phenol is linked together via methylene bridges, generating one single molecule, and the system is entirely crosslinked. This is why novolacs (F:P <1) do not harden without the addition of a crosslinking agents, and why
431:
Novolaks (or novolacs) are phenol-formaldehyde resins with a formaldehyde to phenol molar ratio of less than one. In place of phenol itself, they are often produced from cresols (methylphenols). The polymerization is brought to completion using acid-catalysis such as
714:
Tufnol is a laminated plastic available as sheet and rods, which is made from layers of paper or cloth which have been soaked with phenolic resin and pressed under heat. Its high resistance to oils and solvents have made it suitable for many engineering
448:
acids. The phenolic units are mainly linked by methylene and/or ether groups. The molecular weights are in the low thousands, corresponding to about 10–20 phenol units. Obtained polymer is thermoplastic and require a curing agent or hardener to form a
214:
which can be moulded and then cured with the addition of more formaldehyde and heat. There are many variations in both production and input materials that are used to produce a wide variety of resins for special purposes.
566:. The base material choice depends on the intended application of the finished product. Paper phenolics are used in manufacturing electrical components such as punch-through boards, in household laminates, and in
642:
spacecraft use phenol formaldehyde resin as a key component in ablative heat shields (e.g. AVCOAT on the Apollo modules). As the heat shield skin temperature can reach 1000-2000 °C, the resin
4125:
3241:
254:
sites (sites 2, 4 and 6) allowing up to 3 units of formaldehyde to attach to the ring. The initial reaction in all cases involves the formation of a hydroxymethyl phenol:
3186:
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market. Phenolic micro-balloons are used for density control. The binding agent in normal (organic) brake pads, brake shoes, and clutch discs are phenolic resin.
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The hydroxymethyl group is capable of reacting with either another free ortho or para site, or with another hydroxymethyl group. The first reaction gives a
2821:
972:
3621:
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593:(WBP) plywood because phenolic resins have no melting point but only a decomposing point in the temperature zone of 220 °C (428 °F) and above.
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first part of the reaction, at around 70 °C, forms a thick reddish-brown tacky material, which is rich in hydroxymethyl and benzylic ether groups.
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mixed phenol formaldehyde with his oil paints before baking the finished canvas, in order to fake the drying out of the paint over the centuries.
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A. Gardziella, L.A. Pilato, A. Knop, Phenolic Resins: Chemistry, Applications, Standardization, Safety and
Ecology, 2nd edition, Springer, 2000
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179:, PFs were the first commercial synthetic resins. They have been widely used for the production of molded products including
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Floral Foam is "an open-celled phenolic foam that readily absorbs water and is used as a base for flower arrangements."
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Resoles are major polymeric resin materials widely used for gluing and bonding building materials. Exterior plywood,
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578:, made from phenolic resin and paper, is used to make countertops. Another use of phenolic resins is the making of
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Gusse AC; Miller PD; Volk TJ (July 2006). "White-rot fungi demonstrate first biodegradation of phenolic resin".
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Wolfgang Hesse "Phenolic Resins" in
Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim.
563:
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235:-catalysed. Since formaldehyde exists predominantly in solution as a dynamic equilibrium of methylene glycol
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closely matches that of the aluminium used for other parts of a system, as in early computer systems and
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J. G. Ferguson, W. E. Grutzner, D. C. Koehler, R. S. Skinner, M. T. Skubiak, and D. H. Wetherell.
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There are two main production methods. One reacts phenol and formaldehyde directly to produce a
774:
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721:
is a paper-filled phenolic resin with many uses, from tabletops and cutting-boards to guitar
4235:
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1530:
1326:
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1071:
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708:
60:
1116:
1086:
618:
are made from phenolic resins, as opposed to the polyesters used in less expensive sets.
17:
924:
499:, and reaches a maximum at about pH = 10. The reactive species is the phenoxide anion (C
128:
98:
4150:
4060:
3999:
3091:
3001:
2971:
2746:
2601:
2338:
2115:
1985:
1800:
1770:
1470:
1366:
1141:
1003:
604:
142:
483:
401:. Bisphenol-F can further link generating tri- and tetra-and higher phenol oligomers.
4263:
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180:
87:
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1056:
472:
398:
172:
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1700:
1346:
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722:
601:
508:
468:
467:, high temperature resin, binder for carbon bonded refractories, carbon brakes,
437:
394:
3984:
3511:
2861:
950:
711:, although it is being replaced by fiberglass composites in many applications.
668:
559:
555:
554:
are made by impregnating one or more layers of a base material such as paper,
424:
210:, while the other restricts the formaldehyde to produce a prepolymer known as
196:
71:
815:
893:
643:
621:
Sometimes people select fibre reinforced phenolic resin parts because their
589:
Phenolic resins are also used for making exterior plywood commonly known as
579:
464:
236:
940:
415:
1391:
1061:
718:
692:
686:
664:
626:
570:. Glass phenolics are particularly well suited for use in the high speed
551:
184:
176:
187:. They were at one time the primary material used for the production of
1051:
704:
608:
583:
575:
515:, activating sites 2, 4 and 6, which then react with the formaldehyde.
420:
410:
932:
655:
168:
695:
is cotton fibre-reinforced phenolic, using randomly oriented fibres.
141:
Except where otherwise noted, data are given for materials in their
423:, illustrating the predominance of cresol subunits and presence of
167:
or phenoplasts) are synthetic polymers obtained by the reaction of
678:
654:
550:
Phenolic resins are found in myriad industrial products. Phenolic
482:
414:
291:
192:
707:
is a resin bonded paper product long used as a base material for
495:
The rate of the base-catalysed reaction initially increases with
228:
200:
1435:
954:
677:
is a paper-filled phenolic resin designed as a replacement for
460:
novolac chains, eventually completely crosslinking the system.
507:
O) formed by deprotonation of phenol. The negative charge is
112:
496:
734:
Phenol-formaldehyde is degraded by the white rot fungus
223:
Phenol-formaldehyde resins, as a group, are formed by a
397:, which is an important monomer in the production of
4126:
Erlenmeyer–Plöchl azlactone and amino-acid synthesis
828:
Ralph Dammel (1993). "Basic
Chemistry of Novolaks".
243:
form of formaldehyde depends on temperature and pH.
4033:
3860:
3495:
3010:
2505:
2422:
2302:
2182:
2134:
1444:
856:. The Bell System Technical Journal. 1964. p. 2417.
3187:Divinylcyclopropane-cycloheptadiene rearrangement
797:
795:
59:
3447:Thermal rearrangement of aromatic hydrocarbons
2081:Thermal rearrangement of aromatic hydrocarbons
537:Crosslinking and the formaldehyde/phenol ratio
183:, laboratory countertops, and as coatings and
4176:Lectka enantioselective beta-lactam synthesis
966:
8:
3955:Inverse electron-demand Diels–Alder reaction
1776:Heterogeneous metal catalyzed cross-coupling
755:Para tertiary butylphenol formaldehyde resin
667:was originally made from phenolic resin and
3297:Lobry de Bruyn–Van Ekenstein transformation
3857:
2131:
1432:
973:
959:
951:
127:
97:
28:
3787:Petrenko-Kritschenko piperidone synthesis
3242:Fritsch–Buttenberg–Wiechell rearrangement
542:resoles with the formula F:P >1 will.
3950:Intramolecular Diels–Alder cycloaddition
607:suspension components which are made of
562:(cures) during this process forming the
766:
487:Simplfied general structure of a resole
393:(sometimes called a "dimer") is called
246:Phenol reacts with formaldehyde at the
123:
3970:Metal-centered cycloaddition reactions
3622:Debus–Radziszewski imidazole synthesis
1566:Bodroux–Chichibabin aldehyde synthesis
647:the heat absorbed in those materials.
88:
4116:Diazoalkane 1,3-dipolar cycloaddition
4020:Vinylcyclopropane (5+2) cycloaddition
3925:Diazoalkane 1,3-dipolar cycloaddition
3697:Hurd–Mori 1,2,3-thiadiazole synthesis
3192:Dowd–Beckwith ring-expansion reaction
2359:Hurd–Mori 1,2,3-thiadiazole synthesis
1272:LFER solvent coefficients (data page)
7:
2927:Sharpless asymmetric dihydroxylation
2164:Methoxymethylenetriphenylphosphorane
913:Environmental Science and Technology
463:Novolacs have multiple uses as tire
191:but have been largely replaced with
3052:Allen–Millar–Trippett rearrangement
854:"No. 1 ESS Apparatus and Equipment"
4191:Nitrone-olefin (3+2) cycloaddition
4186:Niementowski quinazoline synthesis
3975:Nitrone-olefin (3+2) cycloaddition
3900:Azide-alkyne Huisgen cycloaddition
3762:Niementowski quinazoline synthesis
3517:Azide-alkyne Huisgen cycloaddition
2822:Meerwein–Ponndorf–Verley reduction
2374:Leimgruber–Batcho indole synthesis
25:
4015:Trimethylenemethane cycloaddition
3717:Johnson–Corey–Chaykovsky reaction
3582:Cadogan–Sundberg indole synthesis
3562:Bohlmann–Rahtz pyridine synthesis
3522:Baeyer–Emmerling indole synthesis
2329:Cadogan–Sundberg indole synthesis
1821:Johnson–Corey–Chaykovsky reaction
832:. Int. Soc. Optical Engineering.
830:Diazonaphthoquinone-based Resists
4280:Semiconductor device fabrication
4111:Cook–Heilbron thiazole synthesis
3940:Hexadehydro Diels–Alder reaction
3767:Niementowski quinoline synthesis
3597:Cook–Heilbron thiazole synthesis
3542:Bischler–Möhlau indole synthesis
3452:Tiffeneau–Demjanov rearrangement
3082:Baker–Venkataraman rearrangement
2240:Horner–Wadsworth–Emmons reaction
1911:Mizoroki-Heck vs. Reductive Heck
1796:Horner–Wadsworth–Emmons reaction
1307:Neighbouring group participation
867:"Smithers Oasis Resource Center"
623:coefficient of thermal expansion
35:
3647:Fiesselmann thiophene synthesis
3477:Westphalen–Lettré rearrangement
3457:Vinylcyclopropane rearrangement
3287:Kornblum–DeLaMare rearrangement
2932:Epoxidation of allylic alcohols
2842:Noyori asymmetric hydrogenation
2777:Kornblum–DeLaMare rearrangement
2452:Gallagher–Hollander degradation
145:(at 25 °C , 100 kPa).
4106:Chichibabin pyridine synthesis
3592:Chichibabin pyridine synthesis
3552:Blum–Ittah aziridine synthesis
3387:Ring expansion and contraction
1656:Cross dehydrogenative coupling
199:cloth, as with fire-resistant
1:
4076:Bischler–Napieralski reaction
4034:Heterocycle forming reactions
3687:Hemetsberger indole synthesis
3547:Bischler–Napieralski reaction
3462:Wagner–Meerwein rearrangement
3432:Sommelet–Hauser rearrangement
3412:Seyferth–Gilbert homologation
3277:Ireland–Claisen rearrangement
3272:Hofmann–Martius rearrangement
3032:2,3-sigmatropic rearrangement
2647:Corey–Winter olefin synthesis
2572:Barton–McCombie deoxygenation
2215:Corey–Winter olefin synthesis
2169:Seyferth–Gilbert homologation
2036:Seyferth–Gilbert homologation
208:thermosetting network polymer
4181:Lehmstedt–Tanasescu reaction
4141:Gabriel–Colman rearrangement
4096:Bucherer carbazole synthesis
4091:Borsche–Drechsel cyclization
4071:Bernthsen acridine synthesis
4056:Bamberger triazine synthesis
4041:Algar–Flynn–Oyamada reaction
3752:Nazarov cyclization reaction
3617:De Kimpe aziridine synthesis
3572:Bucherer carbazole synthesis
3567:Borsche–Drechsel cyclization
3337:Nazarov cyclization reaction
3317:Meyer–Schuster rearrangement
3247:Gabriel–Colman rearrangement
2997:Wolffenstein–Böters reaction
2882:Reduction of nitro compounds
2732:Grundmann aldehyde synthesis
2537:Algar–Flynn–Oyamada reaction
1946:Olefin conversion technology
1941:Nozaki–Hiyama–Kishi reaction
1736:Gabriel–Colman rearrangement
1626:Claisen-Schmidt condensation
1571:Bouveault aldehyde synthesis
596:Phenolic resin is used as a
576:Synthetic resin bonded paper
227:reaction that can be either
4156:Hantzsch pyridine synthesis
3935:Enone–alkene cycloadditions
3757:Nenitzescu indole synthesis
3677:Hantzsch pyridine synthesis
3642:Ferrario–Ackermann reaction
3292:Kowalski ester homologation
3257:Halogen dance rearrangement
3102:Benzilic acid rearrangement
2527:Akabori amino-acid reaction
2487:Von Braun amide degradation
2432:Barbier–Wieland degradation
2384:Nenitzescu indole synthesis
2364:Kharasch–Sosnovsky reaction
2255:Julia–Kocienski olefination
2159:Kowalski ester homologation
1856:Kowalski ester homologation
1831:Julia–Kocienski olefination
1586:Cadiot–Chodkiewicz coupling
1511:Aza-Baylis–Hillman reaction
1456:Acetoacetic ester synthesis
1167:Dynamic binding (chemistry)
1157:Conrotatory and disrotatory
1132:Charge remote fragmentation
737:Phanerochaete chrysosporium
239:, the concentration of the
171:or substituted phenol with
4301:
4270:Phenol formaldehyde resins
4221:Robinson–Gabriel synthesis
4171:Kröhnke pyridine synthesis
4005:Retro-Diels–Alder reaction
3945:Imine Diels–Alder reaction
3732:Kröhnke pyridine synthesis
3347:Newman–Kwart rearrangement
3322:Mislow–Evans rearrangement
3232:Fischer–Hepp rearrangement
3177:Di-Ď€-methane rearrangement
2957:Stephen aldehyde synthesis
2692:Eschweiler–Clarke reaction
2409:Williamson ether synthesis
1726:Fujiwara–Moritani reaction
1631:Combes quinoline synthesis
1596:Carbonyl olefin metathesis
1297:More O'Ferrall–Jencks plot
1222:Grunwald–Winstein equation
1192:Electron-withdrawing group
1127:Catalytic resonance theory
632:The Dutch painting forger
533:are typical applications.
471:and as a curing agent for
408:
290:, and the second forms an
225:step-growth polymerization
161:Phenol formaldehyde resins
30:Phenol formaldehyde resin
4231:Urech hydantoin synthesis
4211:Pomeranz–Fritsch reaction
4136:Fischer oxazole synthesis
3870:1,3-Dipolar cycloaddition
3842:Urech hydantoin synthesis
3812:Reissert indole synthesis
3797:Pomeranz–Fritsch reaction
3727:Knorr quinoline synthesis
3657:Fischer oxazole synthesis
3587:Camps quinoline synthesis
3507:1,3-Dipolar cycloaddition
3407:Semipinacol rearrangement
3382:Ramberg–Bäcklund reaction
3367:Piancatelli rearrangement
3307:McFadyen–Stevens reaction
3062:Alpha-ketol rearrangement
2817:McFadyen–Stevens reaction
2762:Kiliani–Fischer synthesis
2682:Elbs persulfate oxidation
2607:Bouveault–Blanc reduction
2567:Baeyer–Villiger oxidation
2399:Schotten–Baumann reaction
2275:Ramberg–Bäcklund reaction
2154:Kiliani–Fischer synthesis
1996:Ramberg–Bäcklund reaction
1981:Pinacol coupling reaction
1976:Piancatelli rearrangement
1871:Liebeskind–Srogl coupling
1721:Fujimoto–Belleau reaction
1438:List of organic reactions
1302:Negative hyperconjugation
1047:
989:
892:Godwin, R. (April 2015).
203:circuit board materials.
139:
43:
34:
18:Phenol-formaldehyde resin
4206:Pictet–Spengler reaction
4121:Einhorn–Brunner reaction
4086:Boger pyridine synthesis
3980:Oxo-Diels–Alder reaction
3895:Aza-Diels–Alder reaction
3792:Pictet–Spengler reaction
3692:Hofmann–Löffler reaction
3682:Hegedus indole synthesis
3652:Fischer indole synthesis
3527:Bartoli indole synthesis
3482:Willgerodt rearrangement
3312:McLafferty rearrangement
3222:Ferrier carbocyclization
3037:2,3-Wittig rearrangement
3027:1,2-Wittig rearrangement
2867:Parikh–Doering oxidation
2857:Oxygen rebound mechanism
2522:Adkins–Peterson reaction
2414:Yamaguchi esterification
2354:Hegedus indole synthesis
2319:Bartoli indole synthesis
2190:Bamford–Stevens reaction
2106:Weinreb ketone synthesis
2066:Stork enamine alkylation
1841:Knoevenagel condensation
1711:Ferrier carbocyclization
1601:Castro–Stephens coupling
1227:Hammett acidity function
1217:Free-energy relationship
1162:Curtin–Hammett principle
1147:Conformational isomerism
816:10.1002/14356007.a19_371
564:thermoset polymer matrix
175:. Used as the basis for
4166:Knorr pyrrole synthesis
4101:Bucherer–Bergs reaction
4046:Allan–Robinson reaction
4025:Wagner-Jauregg reaction
3817:Ring-closing metathesis
3742:Larock indole synthesis
3722:Knorr pyrrole synthesis
3577:Bucherer–Bergs reaction
3442:Stieglitz rearrangement
3422:Skattebøl rearrangement
3392:Ring-closing metathesis
3252:Group transfer reaction
3217:Favorskii rearrangement
3157:Cornforth rearrangement
3087:Bamberger rearrangement
2992:Wolff–Kishner reduction
2812:Markó–Lam deoxygenation
2707:Fleming–Tamao oxidation
2702:Fischer–Tropsch process
2389:Oxymercuration reaction
2369:Knorr pyrrole synthesis
2195:Barton–Kellogg reaction
2101:Wagner-Jauregg reaction
2021:Ring-closing metathesis
2011:Reimer–Tiemann reaction
2001:Rauhut–Currier reaction
1916:Nef isocyanide reaction
1876:Malonic ester synthesis
1846:Knorr pyrrole synthesis
1781:High dilution principle
1716:Friedel–Crafts reaction
1651:Cross-coupling reaction
1576:Bucherer–Bergs reaction
1561:Blanc chloromethylation
1551:Blaise ketone synthesis
1526:Baylis–Hillman reaction
1521:Barton–Kellogg reaction
1496:Allan–Robinson reaction
1402:Woodward–Hoffmann rules
1137:Charge-transfer complex
659:Tufnol (Novotext) plate
219:Formation and structure
4285:Thermosetting plastics
4131:Feist–Benary synthesis
3905:Bradsher cycloaddition
3875:4+4 Photocycloaddition
3832:Simmons–Smith reaction
3777:Paternò–Büchi reaction
3637:Feist–Benary synthesis
3627:Dieckmann condensation
3377:Pummerer rearrangement
3357:Oxy-Cope rearrangement
3332:Myers allene synthesis
3282:Jacobsen rearrangement
3197:Electrocyclic reaction
3172:Demjanov rearrangement
3127:Buchner ring expansion
3097:Beckmann rearrangement
3077:Aza-Cope rearrangement
3072:Arndt–Eistert reaction
3047:Alkyne zipper reaction
2967:Transfer hydrogenation
2942:Sharpless oxyamination
2917:Selenoxide elimination
2802:Lombardo methylenation
2727:Griesbaum coozonolysis
2637:Corey–Itsuno reduction
2612:Boyland–Sims oxidation
2552:Angeli–Rimini reaction
2200:Boord olefin synthesis
2144:Arndt–Eistert reaction
2136:Homologation reactions
1936:Nitro-Mannich reaction
1851:Kolbe–Schmitt reaction
1661:Cross-coupling partner
1581:Buchner ring expansion
1501:Arndt–Eistert reaction
1267:Kinetic isotope effect
1014:Rearrangement reaction
709:printed circuit boards
660:
591:weather and boil proof
568:paper composite panels
531:high-pressure laminate
527:oriented strand boards
488:
457:Hexamethylenetetramine
428:
3990:Pauson–Khand reaction
3827:Sharpless epoxidation
3782:Pechmann condensation
3662:Friedländer synthesis
3612:Davis–Beirut reaction
3467:Wallach rearrangement
3437:Stevens rearrangement
3372:Pinacol rearrangement
3352:Overman rearrangement
3267:Hofmann rearrangement
3262:Hayashi rearrangement
3227:Ferrier rearrangement
3182:Dimroth rearrangement
3167:Curtius rearrangement
3162:Criegee rearrangement
3142:Claisen rearrangement
3132:Carroll rearrangement
3067:Amadori rearrangement
3057:Allylic rearrangement
2937:Sharpless epoxidation
2672:Dess–Martin oxidation
2597:Bohn–Schmidt reaction
2457:Hofmann rearrangement
2260:Kauffmann olefination
2183:Olefination reactions
2121:Wurtz–Fittig reaction
1956:Palladium–NHC complex
1836:Kauffmann olefination
1791:Homologation reaction
1641:Corey–House synthesis
1621:Claisen rearrangement
1417:Yukawa–Tsuno equation
1377:Swain–Lupton equation
1357:Spherical aromaticity
1292:Möbius–Hückel concept
1077:Aromatic ring current
1039:Substitution reaction
658:
486:
418:
4196:Paal–Knorr synthesis
4066:Barton–Zard reaction
4010:Staudinger synthesis
3960:Ketene cycloaddition
3930:Diels–Alder reaction
3910:Cheletropic reaction
3890:Alkyne trimerisation
3772:Paal–Knorr synthesis
3737:Kulinkovich reaction
3712:Jacobsen epoxidation
3632:Diels–Alder reaction
3427:Smiles rearrangement
3417:Sigmatropic reaction
3302:Lossen rearrangement
3152:Corey–Fuchs reaction
3117:Boekelheide reaction
3112:Bergmann degradation
3042:Achmatowicz reaction
2827:Methionine sulfoxide
2627:Clemmensen reduction
2587:Bergmann degradation
2517:Acyloin condensation
2482:Strecker degradation
2437:Bergmann degradation
2404:Ullmann condensation
2270:Peterson olefination
2245:Hydrazone iodination
2225:Elimination reaction
2126:Zincke–Suhl reaction
2046:Sonogashira coupling
2006:Reformatsky reaction
1966:Peterson olefination
1931:Nierenstein reaction
1861:Kulinkovich reaction
1676:Diels–Alder reaction
1636:Corey–Fuchs reaction
1616:Claisen condensation
1486:Alkyne trimerisation
1461:Acyloin condensation
1427:ÎŁ-bishomoaromaticity
1387:Thorpe–Ingold effect
999:Elimination reaction
898:ahistoryoftufnol.org
640:Atmospheric re-entry
4216:Prilezhaev reaction
4201:Pellizzari reaction
3880:(4+3) cycloaddition
3847:Van Leusen reaction
3822:Robinson annulation
3807:Pschorr cyclization
3802:Prilezhaev reaction
3532:Bergman cyclization
3487:Wolff rearrangement
3472:Weerman degradation
3362:Pericyclic reaction
3342:Neber rearrangement
3237:Fries rearrangement
3122:Brook rearrangement
3107:Bergman cyclization
2952:Staudinger reaction
2897:Rosenmund reduction
2887:Reductive amination
2852:Oppenauer oxidation
2642:Corey–Kim oxidation
2617:Cannizzaro reaction
2492:Weerman degradation
2467:Isosaccharinic acid
2379:Mukaiyama hydration
2235:Hofmann elimination
2220:Dehydrohalogenation
2205:Chugaev elimination
2026:Robinson annulation
1971:Pfitzinger reaction
1741:Gattermann reaction
1686:Wulff–Dötz reaction
1666:Dakin–West reaction
1591:Carbonyl allylation
1536:Bergman cyclization
1322:Kennedy J. P. Orton
1242:Hammond's postulate
1212:Flippin–Lodge angle
1182:Electromeric effect
1107:Beta-silicon effect
1092:Baker–Nathan effect
925:2006EnST...40.4196G
779:polymerdatabase.com
582:, famously used in
31:
3965:McCormack reaction
3915:Conia-ene reaction
3747:Madelung synthesis
3537:Biginelli reaction
3327:Mumm rearrangement
3212:Favorskii reaction
3147:Cope rearrangement
3137:Chan rearrangement
2902:Rubottom oxidation
2832:Miyaura borylation
2797:Lipid peroxidation
2792:Lindgren oxidation
2772:Kornblum oxidation
2767:Kolbe electrolysis
2712:Fukuyama reduction
2622:Carbonyl reduction
2472:Marker degradation
2334:Diazonium compound
2324:Boudouard reaction
2303:Carbon-heteroatom
2230:Grieco elimination
2016:Rieche formylation
1961:Passerini reaction
1891:Meerwein arylation
1811:Hydroxymethylation
1706:Favorskii reaction
1606:Chan rearrangement
1541:Biginelli reaction
1466:Aldol condensation
1312:2-Norbornyl cation
1287:Möbius aromaticity
1282:Markovnikov's rule
1177:Effective molarity
1122:Bürgi–Dunitz angle
1112:Bicycloaromaticity
661:
529:(OSB), engineered
489:
429:
149:Infobox references
29:
4257:
4256:
4253:
4252:
4249:
4248:
4241:Wohl–Aue reaction
3885:6+4 Cycloaddition
3702:Iodolactonization
3022:1,2-rearrangement
2987:Wohl–Aue reaction
2907:Sabatier reaction
2872:Pinnick oxidation
2837:Mozingo reduction
2782:Leuckart reaction
2737:Haloform reaction
2652:Criegee oxidation
2632:Collins oxidation
2582:Benkeser reaction
2577:Bechamp reduction
2547:Andrussow process
2532:Alcohol oxidation
2442:Edman degradation
2349:Haloform reaction
2298:
2297:
2285:Takai olefination
2250:Julia olefination
2076:Takai olefination
1951:Olefin metathesis
1826:Julia olefination
1751:Grignard reaction
1731:Fukuyama coupling
1646:Coupling reaction
1611:Chan–Lam coupling
1481:Alkyne metathesis
1476:Alkane metathesis
1332:Phosphaethynolate
1237:George S. Hammond
1197:Electronic effect
1152:Conjugated system
1034:Stereospecificity
1029:Stereoselectivity
994:Addition reaction
983:organic reactions
933:10.1021/es060408h
894:"What is Tufnol?"
750:Urea-formaldehyde
442:hydrochloric acid
377:The diphenol (HOC
157:Chemical compound
155:
154:
108:CompTox Dashboard
16:(Redirected from
4292:
4275:Synthetic resins
4236:Wenker synthesis
4226:Stollé synthesis
4081:Bobbitt reaction
4051:Auwers synthesis
3995:Povarov reaction
3920:Cyclopropanation
3858:
3852:Wenker synthesis
3607:Darzens reaction
3557:Bobbitt reaction
3402:Schmidt reaction
3207:Enyne metathesis
2982:Whiting reaction
2977:Wharton reaction
2922:Shapiro reaction
2912:Sarett oxidation
2877:Prévost reaction
2687:Emde degradation
2497:Wohl degradation
2477:Ruff degradation
2447:Emde degradation
2344:Grignard reagent
2280:Shapiro reaction
2265:McMurry reaction
2132:
2096:Ullmann reaction
2061:Stollé synthesis
2051:Stetter reaction
2041:Shapiro reaction
2031:Sakurai reaction
1926:Negishi coupling
1906:Minisci reaction
1901:Michael reaction
1886:McMurry reaction
1881:Mannich reaction
1761:Hammick reaction
1756:Grignard reagent
1696:Enyne metathesis
1681:Doebner reaction
1671:Darzens reaction
1516:Barbier reaction
1506:Auwers synthesis
1433:
1407:Woodward's rules
1372:Superaromaticity
1362:Spiroaromaticity
1262:Inductive effect
1257:Hyperconjugation
1232:Hammett equation
1172:Edwards equation
1024:Regioselectivity
975:
968:
961:
952:
945:
944:
908:
902:
901:
889:
883:
882:
880:
878:
869:. Archived from
863:
857:
850:
844:
843:
825:
819:
808:
802:
799:
790:
789:
787:
785:
771:
634:Han van Meegeren
288:methylene bridge
132:
131:
116:
114:
101:
90:
63:
39:
32:
21:
4300:
4299:
4295:
4294:
4293:
4291:
4290:
4289:
4260:
4259:
4258:
4245:
4146:Gewald reaction
4029:
3856:
3837:Skraup reaction
3672:Graham reaction
3667:Gewald reaction
3498:
3491:
3013:
3006:
2962:Swern oxidation
2947:Stahl oxidation
2892:Riley oxidation
2847:Omega oxidation
2807:Luche reduction
2757:Jones oxidation
2722:Glycol cleavage
2717:Ganem oxidation
2662:Davis oxidation
2657:Dakin oxidation
2592:Birch reduction
2542:Amide reduction
2508:
2501:
2462:Hooker reaction
2424:
2418:
2306:
2304:
2294:
2290:Wittig reaction
2178:
2174:Wittig reaction
2149:Hooker reaction
2130:
2111:Wittig reaction
2086:Thorpe reaction
2071:Suzuki reaction
2056:Stille reaction
1991:Quelet reaction
1866:Kumada coupling
1816:Ivanov reaction
1806:Hydrovinylation
1786:Hiyama coupling
1746:Glaser coupling
1556:Blaise reaction
1546:Bingel reaction
1531:Benary reaction
1448:
1446:
1440:
1431:
1327:Passive binding
1247:Homoaromaticity
1097:Baldwin's rules
1072:Antiaromaticity
1067:Anomeric effect
1043:
985:
979:
949:
948:
910:
909:
905:
891:
890:
886:
876:
874:
873:on 7 April 2008
865:
864:
860:
851:
847:
840:
827:
826:
822:
809:
805:
800:
793:
783:
781:
773:
772:
768:
763:
746:
732:
653:
548:
539:
506:
502:
481:
413:
407:
392:
388:
384:
380:
372:
368:
364:
360:
356:
352:
348:
344:
337:
333:
329:
325:
321:
317:
313:
309:
305:
301:
281:
277:
273:
269:
265:
261:
221:
165:phenolic resins
158:
151:
146:
135:
117:
110:
82:
66:
53:
23:
22:
15:
12:
11:
5:
4298:
4296:
4288:
4287:
4282:
4277:
4272:
4262:
4261:
4255:
4254:
4251:
4250:
4247:
4246:
4244:
4243:
4238:
4233:
4228:
4223:
4218:
4213:
4208:
4203:
4198:
4193:
4188:
4183:
4178:
4173:
4168:
4163:
4158:
4153:
4151:Hantzsch ester
4148:
4143:
4138:
4133:
4128:
4123:
4118:
4113:
4108:
4103:
4098:
4093:
4088:
4083:
4078:
4073:
4068:
4063:
4061:Banert cascade
4058:
4053:
4048:
4043:
4037:
4035:
4031:
4030:
4028:
4027:
4022:
4017:
4012:
4007:
4002:
4000:Prato reaction
3997:
3992:
3987:
3982:
3977:
3972:
3967:
3962:
3957:
3952:
3947:
3942:
3937:
3932:
3927:
3922:
3917:
3912:
3907:
3902:
3897:
3892:
3887:
3882:
3877:
3872:
3866:
3864:
3855:
3854:
3849:
3844:
3839:
3834:
3829:
3824:
3819:
3814:
3809:
3804:
3799:
3794:
3789:
3784:
3779:
3774:
3769:
3764:
3759:
3754:
3749:
3744:
3739:
3734:
3729:
3724:
3719:
3714:
3709:
3704:
3699:
3694:
3689:
3684:
3679:
3674:
3669:
3664:
3659:
3654:
3649:
3644:
3639:
3634:
3629:
3624:
3619:
3614:
3609:
3604:
3599:
3594:
3589:
3584:
3579:
3574:
3569:
3564:
3559:
3554:
3549:
3544:
3539:
3534:
3529:
3524:
3519:
3514:
3509:
3503:
3501:
3493:
3492:
3490:
3489:
3484:
3479:
3474:
3469:
3464:
3459:
3454:
3449:
3444:
3439:
3434:
3429:
3424:
3419:
3414:
3409:
3404:
3399:
3394:
3389:
3384:
3379:
3374:
3369:
3364:
3359:
3354:
3349:
3344:
3339:
3334:
3329:
3324:
3319:
3314:
3309:
3304:
3299:
3294:
3289:
3284:
3279:
3274:
3269:
3264:
3259:
3254:
3249:
3244:
3239:
3234:
3229:
3224:
3219:
3214:
3209:
3204:
3199:
3194:
3189:
3184:
3179:
3174:
3169:
3164:
3159:
3154:
3149:
3144:
3139:
3134:
3129:
3124:
3119:
3114:
3109:
3104:
3099:
3094:
3092:Banert cascade
3089:
3084:
3079:
3074:
3069:
3064:
3059:
3054:
3049:
3044:
3039:
3034:
3029:
3024:
3018:
3016:
3012:Rearrangement
3008:
3007:
3005:
3004:
3002:Zinin reaction
2999:
2994:
2989:
2984:
2979:
2974:
2972:Wacker process
2969:
2964:
2959:
2954:
2949:
2944:
2939:
2934:
2929:
2924:
2919:
2914:
2909:
2904:
2899:
2894:
2889:
2884:
2879:
2874:
2869:
2864:
2859:
2854:
2849:
2844:
2839:
2834:
2829:
2824:
2819:
2814:
2809:
2804:
2799:
2794:
2789:
2784:
2779:
2774:
2769:
2764:
2759:
2754:
2749:
2747:Hydrogenolysis
2744:
2739:
2734:
2729:
2724:
2719:
2714:
2709:
2704:
2699:
2697:Étard reaction
2694:
2689:
2684:
2679:
2674:
2669:
2664:
2659:
2654:
2649:
2644:
2639:
2634:
2629:
2624:
2619:
2614:
2609:
2604:
2602:Bosch reaction
2599:
2594:
2589:
2584:
2579:
2574:
2569:
2564:
2559:
2554:
2549:
2544:
2539:
2534:
2529:
2524:
2519:
2513:
2511:
2507:Organic redox
2503:
2502:
2500:
2499:
2494:
2489:
2484:
2479:
2474:
2469:
2464:
2459:
2454:
2449:
2444:
2439:
2434:
2428:
2426:
2420:
2419:
2417:
2416:
2411:
2406:
2401:
2396:
2391:
2386:
2381:
2376:
2371:
2366:
2361:
2356:
2351:
2346:
2341:
2339:Esterification
2336:
2331:
2326:
2321:
2316:
2310:
2308:
2300:
2299:
2296:
2295:
2293:
2292:
2287:
2282:
2277:
2272:
2267:
2262:
2257:
2252:
2247:
2242:
2237:
2232:
2227:
2222:
2217:
2212:
2207:
2202:
2197:
2192:
2186:
2184:
2180:
2179:
2177:
2176:
2171:
2166:
2161:
2156:
2151:
2146:
2140:
2138:
2129:
2128:
2123:
2118:
2116:Wurtz reaction
2113:
2108:
2103:
2098:
2093:
2088:
2083:
2078:
2073:
2068:
2063:
2058:
2053:
2048:
2043:
2038:
2033:
2028:
2023:
2018:
2013:
2008:
2003:
1998:
1993:
1988:
1986:Prins reaction
1983:
1978:
1973:
1968:
1963:
1958:
1953:
1948:
1943:
1938:
1933:
1928:
1923:
1918:
1913:
1908:
1903:
1898:
1893:
1888:
1883:
1878:
1873:
1868:
1863:
1858:
1853:
1848:
1843:
1838:
1833:
1828:
1823:
1818:
1813:
1808:
1803:
1801:Hydrocyanation
1798:
1793:
1788:
1783:
1778:
1773:
1771:Henry reaction
1768:
1763:
1758:
1753:
1748:
1743:
1738:
1733:
1728:
1723:
1718:
1713:
1708:
1703:
1698:
1693:
1688:
1683:
1678:
1673:
1668:
1663:
1658:
1653:
1648:
1643:
1638:
1633:
1628:
1623:
1618:
1613:
1608:
1603:
1598:
1593:
1588:
1583:
1578:
1573:
1568:
1563:
1558:
1553:
1548:
1543:
1538:
1533:
1528:
1523:
1518:
1513:
1508:
1503:
1498:
1493:
1488:
1483:
1478:
1473:
1471:Aldol reaction
1468:
1463:
1458:
1452:
1450:
1445:Carbon-carbon
1442:
1441:
1436:
1430:
1429:
1424:
1422:Zaitsev's rule
1419:
1414:
1409:
1404:
1399:
1394:
1389:
1384:
1379:
1374:
1369:
1367:Steric effects
1364:
1359:
1354:
1349:
1344:
1339:
1334:
1329:
1324:
1319:
1314:
1309:
1304:
1299:
1294:
1289:
1284:
1279:
1274:
1269:
1264:
1259:
1254:
1249:
1244:
1239:
1234:
1229:
1224:
1219:
1214:
1209:
1204:
1199:
1194:
1189:
1184:
1179:
1174:
1169:
1164:
1159:
1154:
1149:
1144:
1139:
1134:
1129:
1124:
1119:
1114:
1109:
1104:
1099:
1094:
1089:
1084:
1079:
1074:
1069:
1064:
1059:
1054:
1048:
1045:
1044:
1042:
1041:
1036:
1031:
1026:
1021:
1019:Redox reaction
1016:
1011:
1006:
1004:Polymerization
1001:
996:
990:
987:
986:
980:
978:
977:
970:
963:
955:
947:
946:
919:(13): 4196–9.
903:
884:
858:
845:
838:
820:
803:
791:
765:
764:
762:
759:
758:
757:
752:
745:
742:
731:
730:Biodegradation
728:
727:
726:
716:
712:
702:
696:
690:
672:
652:
649:
616:billiard balls
547:
544:
538:
535:
504:
500:
480:
477:
409:Main article:
406:
403:
390:
386:
382:
378:
375:
374:
370:
366:
362:
358:
354:
350:
346:
342:
339:
335:
331:
327:
323:
319:
315:
311:
307:
303:
299:
284:
283:
279:
275:
271:
267:
263:
259:
220:
217:
189:circuit boards
181:billiard balls
156:
153:
152:
147:
143:standard state
140:
137:
136:
134:
133:
120:
118:
106:
103:
102:
92:
84:
83:
81:
80:
76:
74:
68:
67:
65:
64:
56:
54:
49:
46:
45:
41:
40:
24:
14:
13:
10:
9:
6:
4:
3:
2:
4297:
4286:
4283:
4281:
4278:
4276:
4273:
4271:
4268:
4267:
4265:
4242:
4239:
4237:
4234:
4232:
4229:
4227:
4224:
4222:
4219:
4217:
4214:
4212:
4209:
4207:
4204:
4202:
4199:
4197:
4194:
4192:
4189:
4187:
4184:
4182:
4179:
4177:
4174:
4172:
4169:
4167:
4164:
4162:
4161:Herz reaction
4159:
4157:
4154:
4152:
4149:
4147:
4144:
4142:
4139:
4137:
4134:
4132:
4129:
4127:
4124:
4122:
4119:
4117:
4114:
4112:
4109:
4107:
4104:
4102:
4099:
4097:
4094:
4092:
4089:
4087:
4084:
4082:
4079:
4077:
4074:
4072:
4069:
4067:
4064:
4062:
4059:
4057:
4054:
4052:
4049:
4047:
4044:
4042:
4039:
4038:
4036:
4032:
4026:
4023:
4021:
4018:
4016:
4013:
4011:
4008:
4006:
4003:
4001:
3998:
3996:
3993:
3991:
3988:
3986:
3983:
3981:
3978:
3976:
3973:
3971:
3968:
3966:
3963:
3961:
3958:
3956:
3953:
3951:
3948:
3946:
3943:
3941:
3938:
3936:
3933:
3931:
3928:
3926:
3923:
3921:
3918:
3916:
3913:
3911:
3908:
3906:
3903:
3901:
3898:
3896:
3893:
3891:
3888:
3886:
3883:
3881:
3878:
3876:
3873:
3871:
3868:
3867:
3865:
3863:
3862:Cycloaddition
3859:
3853:
3850:
3848:
3845:
3843:
3840:
3838:
3835:
3833:
3830:
3828:
3825:
3823:
3820:
3818:
3815:
3813:
3810:
3808:
3805:
3803:
3800:
3798:
3795:
3793:
3790:
3788:
3785:
3783:
3780:
3778:
3775:
3773:
3770:
3768:
3765:
3763:
3760:
3758:
3755:
3753:
3750:
3748:
3745:
3743:
3740:
3738:
3735:
3733:
3730:
3728:
3725:
3723:
3720:
3718:
3715:
3713:
3710:
3708:
3707:Isay reaction
3705:
3703:
3700:
3698:
3695:
3693:
3690:
3688:
3685:
3683:
3680:
3678:
3675:
3673:
3670:
3668:
3665:
3663:
3660:
3658:
3655:
3653:
3650:
3648:
3645:
3643:
3640:
3638:
3635:
3633:
3630:
3628:
3625:
3623:
3620:
3618:
3615:
3613:
3610:
3608:
3605:
3603:
3602:Cycloaddition
3600:
3598:
3595:
3593:
3590:
3588:
3585:
3583:
3580:
3578:
3575:
3573:
3570:
3568:
3565:
3563:
3560:
3558:
3555:
3553:
3550:
3548:
3545:
3543:
3540:
3538:
3535:
3533:
3530:
3528:
3525:
3523:
3520:
3518:
3515:
3513:
3510:
3508:
3505:
3504:
3502:
3500:
3497:Ring forming
3494:
3488:
3485:
3483:
3480:
3478:
3475:
3473:
3470:
3468:
3465:
3463:
3460:
3458:
3455:
3453:
3450:
3448:
3445:
3443:
3440:
3438:
3435:
3433:
3430:
3428:
3425:
3423:
3420:
3418:
3415:
3413:
3410:
3408:
3405:
3403:
3400:
3398:
3397:Rupe reaction
3395:
3393:
3390:
3388:
3385:
3383:
3380:
3378:
3375:
3373:
3370:
3368:
3365:
3363:
3360:
3358:
3355:
3353:
3350:
3348:
3345:
3343:
3340:
3338:
3335:
3333:
3330:
3328:
3325:
3323:
3320:
3318:
3315:
3313:
3310:
3308:
3305:
3303:
3300:
3298:
3295:
3293:
3290:
3288:
3285:
3283:
3280:
3278:
3275:
3273:
3270:
3268:
3265:
3263:
3260:
3258:
3255:
3253:
3250:
3248:
3245:
3243:
3240:
3238:
3235:
3233:
3230:
3228:
3225:
3223:
3220:
3218:
3215:
3213:
3210:
3208:
3205:
3203:
3200:
3198:
3195:
3193:
3190:
3188:
3185:
3183:
3180:
3178:
3175:
3173:
3170:
3168:
3165:
3163:
3160:
3158:
3155:
3153:
3150:
3148:
3145:
3143:
3140:
3138:
3135:
3133:
3130:
3128:
3125:
3123:
3120:
3118:
3115:
3113:
3110:
3108:
3105:
3103:
3100:
3098:
3095:
3093:
3090:
3088:
3085:
3083:
3080:
3078:
3075:
3073:
3070:
3068:
3065:
3063:
3060:
3058:
3055:
3053:
3050:
3048:
3045:
3043:
3040:
3038:
3035:
3033:
3030:
3028:
3025:
3023:
3020:
3019:
3017:
3015:
3009:
3003:
3000:
2998:
2995:
2993:
2990:
2988:
2985:
2983:
2980:
2978:
2975:
2973:
2970:
2968:
2965:
2963:
2960:
2958:
2955:
2953:
2950:
2948:
2945:
2943:
2940:
2938:
2935:
2933:
2930:
2928:
2925:
2923:
2920:
2918:
2915:
2913:
2910:
2908:
2905:
2903:
2900:
2898:
2895:
2893:
2890:
2888:
2885:
2883:
2880:
2878:
2875:
2873:
2870:
2868:
2865:
2863:
2860:
2858:
2855:
2853:
2850:
2848:
2845:
2843:
2840:
2838:
2835:
2833:
2830:
2828:
2825:
2823:
2820:
2818:
2815:
2813:
2810:
2808:
2805:
2803:
2800:
2798:
2795:
2793:
2790:
2788:
2787:Ley oxidation
2785:
2783:
2780:
2778:
2775:
2773:
2770:
2768:
2765:
2763:
2760:
2758:
2755:
2753:
2752:Hydroxylation
2750:
2748:
2745:
2743:
2742:Hydrogenation
2740:
2738:
2735:
2733:
2730:
2728:
2725:
2723:
2720:
2718:
2715:
2713:
2710:
2708:
2705:
2703:
2700:
2698:
2695:
2693:
2690:
2688:
2685:
2683:
2680:
2678:
2677:DNA oxidation
2675:
2673:
2670:
2668:
2667:Deoxygenation
2665:
2663:
2660:
2658:
2655:
2653:
2650:
2648:
2645:
2643:
2640:
2638:
2635:
2633:
2630:
2628:
2625:
2623:
2620:
2618:
2615:
2613:
2610:
2608:
2605:
2603:
2600:
2598:
2595:
2593:
2590:
2588:
2585:
2583:
2580:
2578:
2575:
2573:
2570:
2568:
2565:
2563:
2560:
2558:
2557:Aromatization
2555:
2553:
2550:
2548:
2545:
2543:
2540:
2538:
2535:
2533:
2530:
2528:
2525:
2523:
2520:
2518:
2515:
2514:
2512:
2510:
2504:
2498:
2495:
2493:
2490:
2488:
2485:
2483:
2480:
2478:
2475:
2473:
2470:
2468:
2465:
2463:
2460:
2458:
2455:
2453:
2450:
2448:
2445:
2443:
2440:
2438:
2435:
2433:
2430:
2429:
2427:
2421:
2415:
2412:
2410:
2407:
2405:
2402:
2400:
2397:
2395:
2394:Reed reaction
2392:
2390:
2387:
2385:
2382:
2380:
2377:
2375:
2372:
2370:
2367:
2365:
2362:
2360:
2357:
2355:
2352:
2350:
2347:
2345:
2342:
2340:
2337:
2335:
2332:
2330:
2327:
2325:
2322:
2320:
2317:
2315:
2312:
2311:
2309:
2305:bond forming
2301:
2291:
2288:
2286:
2283:
2281:
2278:
2276:
2273:
2271:
2268:
2266:
2263:
2261:
2258:
2256:
2253:
2251:
2248:
2246:
2243:
2241:
2238:
2236:
2233:
2231:
2228:
2226:
2223:
2221:
2218:
2216:
2213:
2211:
2210:Cope reaction
2208:
2206:
2203:
2201:
2198:
2196:
2193:
2191:
2188:
2187:
2185:
2181:
2175:
2172:
2170:
2167:
2165:
2162:
2160:
2157:
2155:
2152:
2150:
2147:
2145:
2142:
2141:
2139:
2137:
2133:
2127:
2124:
2122:
2119:
2117:
2114:
2112:
2109:
2107:
2104:
2102:
2099:
2097:
2094:
2092:
2089:
2087:
2084:
2082:
2079:
2077:
2074:
2072:
2069:
2067:
2064:
2062:
2059:
2057:
2054:
2052:
2049:
2047:
2044:
2042:
2039:
2037:
2034:
2032:
2029:
2027:
2024:
2022:
2019:
2017:
2014:
2012:
2009:
2007:
2004:
2002:
1999:
1997:
1994:
1992:
1989:
1987:
1984:
1982:
1979:
1977:
1974:
1972:
1969:
1967:
1964:
1962:
1959:
1957:
1954:
1952:
1949:
1947:
1944:
1942:
1939:
1937:
1934:
1932:
1929:
1927:
1924:
1922:
1921:Nef synthesis
1919:
1917:
1914:
1912:
1909:
1907:
1904:
1902:
1899:
1897:
1896:Methylenation
1894:
1892:
1889:
1887:
1884:
1882:
1879:
1877:
1874:
1872:
1869:
1867:
1864:
1862:
1859:
1857:
1854:
1852:
1849:
1847:
1844:
1842:
1839:
1837:
1834:
1832:
1829:
1827:
1824:
1822:
1819:
1817:
1814:
1812:
1809:
1807:
1804:
1802:
1799:
1797:
1794:
1792:
1789:
1787:
1784:
1782:
1779:
1777:
1774:
1772:
1769:
1767:
1766:Heck reaction
1764:
1762:
1759:
1757:
1754:
1752:
1749:
1747:
1744:
1742:
1739:
1737:
1734:
1732:
1729:
1727:
1724:
1722:
1719:
1717:
1714:
1712:
1709:
1707:
1704:
1702:
1699:
1697:
1694:
1692:
1689:
1687:
1684:
1682:
1679:
1677:
1674:
1672:
1669:
1667:
1664:
1662:
1659:
1657:
1654:
1652:
1649:
1647:
1644:
1642:
1639:
1637:
1634:
1632:
1629:
1627:
1624:
1622:
1619:
1617:
1614:
1612:
1609:
1607:
1604:
1602:
1599:
1597:
1594:
1592:
1589:
1587:
1584:
1582:
1579:
1577:
1574:
1572:
1569:
1567:
1564:
1562:
1559:
1557:
1554:
1552:
1549:
1547:
1544:
1542:
1539:
1537:
1534:
1532:
1529:
1527:
1524:
1522:
1519:
1517:
1514:
1512:
1509:
1507:
1504:
1502:
1499:
1497:
1494:
1492:
1489:
1487:
1484:
1482:
1479:
1477:
1474:
1472:
1469:
1467:
1464:
1462:
1459:
1457:
1454:
1453:
1451:
1447:bond forming
1443:
1439:
1434:
1428:
1425:
1423:
1420:
1418:
1415:
1413:
1412:Y-aromaticity
1410:
1408:
1405:
1403:
1400:
1398:
1397:Walsh diagram
1395:
1393:
1390:
1388:
1385:
1383:
1382:Taft equation
1380:
1378:
1375:
1373:
1370:
1368:
1365:
1363:
1360:
1358:
1355:
1353:
1352:ÎŁ-aromaticity
1350:
1348:
1345:
1343:
1340:
1338:
1335:
1333:
1330:
1328:
1325:
1323:
1320:
1318:
1315:
1313:
1310:
1308:
1305:
1303:
1300:
1298:
1295:
1293:
1290:
1288:
1285:
1283:
1280:
1278:
1277:Marcus theory
1275:
1273:
1270:
1268:
1265:
1263:
1260:
1258:
1255:
1253:
1252:HĂĽckel's rule
1250:
1248:
1245:
1243:
1240:
1238:
1235:
1233:
1230:
1228:
1225:
1223:
1220:
1218:
1215:
1213:
1210:
1208:
1207:Evelyn effect
1205:
1203:
1200:
1198:
1195:
1193:
1190:
1188:
1187:Electron-rich
1185:
1183:
1180:
1178:
1175:
1173:
1170:
1168:
1165:
1163:
1160:
1158:
1155:
1153:
1150:
1148:
1145:
1143:
1140:
1138:
1135:
1133:
1130:
1128:
1125:
1123:
1120:
1118:
1115:
1113:
1110:
1108:
1105:
1103:
1102:Bema Hapothle
1100:
1098:
1095:
1093:
1090:
1088:
1085:
1083:
1080:
1078:
1075:
1073:
1070:
1068:
1065:
1063:
1060:
1058:
1055:
1053:
1050:
1049:
1046:
1040:
1037:
1035:
1032:
1030:
1027:
1025:
1022:
1020:
1017:
1015:
1012:
1010:
1007:
1005:
1002:
1000:
997:
995:
992:
991:
988:
984:
976:
971:
969:
964:
962:
957:
956:
953:
942:
938:
934:
930:
926:
922:
918:
914:
907:
904:
899:
895:
888:
885:
872:
868:
862:
859:
855:
849:
846:
841:
839:9780819410191
835:
831:
824:
821:
817:
813:
807:
804:
798:
796:
792:
780:
776:
775:"Phenoplasts"
770:
767:
760:
756:
753:
751:
748:
747:
743:
741:
739:
738:
729:
724:
720:
717:
715:applications.
713:
710:
706:
703:
700:
697:
694:
691:
688:
684:
680:
676:
673:
670:
666:
663:
662:
657:
650:
648:
645:
641:
637:
635:
630:
628:
624:
619:
617:
612:
610:
606:
603:
599:
594:
592:
587:
586:automobiles.
585:
581:
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513:aromatic ring
510:
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466:
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447:
443:
439:
435:
434:sulfuric acid
426:
422:
419:Segment of a
417:
412:
404:
402:
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396:
353:OH → (HOC
340:
297:
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257:
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125:DTXSID2049713
122:
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105:
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96:
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89:ECHA InfoCard
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58:
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48:
47:
42:
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27:
19:
3202:Ene reaction
2562:Autoxidation
2423:Degradation
2314:Azo coupling
2091:Ugi reaction
1691:Ene reaction
1491:Alkynylation
1342:Polyfluorene
1337:Polar effect
1202:Electrophile
1117:Bredt's rule
1087:Baird's rule
1057:Alpha effect
916:
912:
906:
897:
887:
875:. Retrieved
871:the original
861:
848:
829:
823:
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782:. Retrieved
778:
769:
735:
733:
723:fingerboards
689:instruments.
638:
631:
620:
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588:
549:
546:Applications
540:
524:
517:
494:
490:
473:epoxy resins
469:photoresists
462:
455:
444:and rarely,
430:
425:crosslinking
399:epoxy resins
376:
285:
245:
240:
222:
211:
205:
193:epoxy resins
173:formaldehyde
164:
160:
159:
44:Identifiers
26:
1701:Ethenolysis
1347:Ring strain
1317:Nucleophile
1142:Clar's rule
1082:Aromaticity
651:Trade names
614:Higher end
602:loudspeaker
560:polymerizes
509:delocalised
438:oxalic acid
395:bisphenol F
270:O → HOC
95:100.105.516
4264:Categories
3985:Ozonolysis
3512:Annulation
2862:Ozonolysis
981:Topics in
877:21 October
761:References
669:wood flour
556:fiberglass
520:thermosets
310:OH + HOC
197:fiberglass
72:ChemSpider
51:CAS Number
3499:reactions
3014:reactions
2509:reactions
2425:reactions
2307:reactions
1449:reactions
644:pyrolizes
580:duroplast
552:laminates
511:over the
465:tackifier
451:thermoset
237:oligomers
185:adhesives
61:9003-35-4
1392:Vinylogy
1062:Annulene
1009:Reagents
941:16856735
744:See also
719:Richlite
693:Novotext
687:woodwind
683:stringed
681:wood in
665:Bakelite
627:Duramold
446:sulfonic
405:Novolaks
318:→ (HOC
294:bridge:
241:reactive
177:Bakelite
1052:A value
921:Bibcode
784:13 June
705:Paxolin
584:Trabant
572:bearing
479:Resoles
421:novolak
411:Novolak
369:O + H
212:novolac
939:
836:
675:Ebonol
605:driver
598:binder
518:Being
169:phenol
163:(PF) (
699:Oasis
679:ebony
609:cloth
341:2 HOC
292:ether
266:+ CH
248:ortho
231:- or
937:PMID
879:2010
834:ISBN
786:2021
685:and
334:+ H
252:para
250:and
233:base
229:acid
201:FR-4
195:and
79:none
929:doi
812:doi
600:in
298:HOC
258:HOC
113:EPA
4266::
935:.
927:.
917:40
915:.
896:.
794:^
777:.
740:.
629:.
611:.
497:pH
475:.
453:.
440:,
436:,
389:CH
361:CH
349:CH
330:CH
306:CH
282:OH
278:CH
974:e
967:t
960:v
943:.
931::
923::
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881:.
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818:.
814::
788:.
725:.
671:.
505:5
503:H
501:6
427:.
391:2
387:2
385:)
383:4
381:H
379:6
373:O
371:2
367:2
365:)
363:2
359:4
357:H
355:6
351:2
347:4
345:H
343:6
338:O
336:2
332:2
328:2
326:)
324:4
322:H
320:6
316:5
314:H
312:6
308:2
304:4
302:H
300:6
280:2
276:4
274:H
272:6
268:2
264:5
262:H
260:6
115:)
111:(
20:)
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