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Benzyl alcohol

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preservative at low concentration in intravenous medications, cosmetics, and topical drugs. Some caution is necessary if a high percent of benzyl alcohol is used as benzaldehyde arises from benzyl alcohol when used as preservative in an injectable formulation solution.
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Benzyl alcohol is an ingredient used in the manufacture of soaps, topical creams, skin lotions, shampoos, and facial cleansers and is popular due to its anti-bacterial and anti-fungal properties. It is a common ingredient in a variety of household products.
1708:"Rapid and sensitive determination of benzaldehyde arising from benzyl alcohol used as preservative in an injectable formulation solution using dispersive liquid–liquid microextraction followed by gas chromatography" 1947: 978:), thus benzyl alcohol is denoted as BnOH. Benzyl alcohol is a colorless liquid with a mild pleasant aromatic odor. It is useful as a solvent for its polarity, low toxicity, and low 878: 922: 1507: 765: 426: 1453:"Characterization of an Acyltransferase Capable of Synthesizing Benzylbenzoate and Other Volatile Esters in Flowers and Damaged Leaves of Clarkia breweri" 1614: 787: 1352:. Very high concentrations can result in toxic effects including respiratory failure, vasodilation, hypotension, convulsions, and paralysis. 1747:
N. N. Sudareva; E. V. Chubarova (2006). "Time-dependent conversion of benzyl alcohol to benzaldehyde and benzoic acid in aqueous solutions".
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Carl R. Baum (2008), "Examples of mass exposures involving the pediatric population", in Jerrold B. Leikin; Frank P. Paloucek (eds.),
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Benzyl alcohol is used effectively for treating lice infestations as the active ingredient in lotion shampoo with 5% benzyl alcohol.
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Benzyl alcohol is produced naturally by many plants and is commonly found in fruits and teas. It is also found in a variety of
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Benzyl alcohol is not considered to be a carcinogen, and no data are available regarding teratogenic or reproductive effects.
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of benzaldehyde also give benzyl alcohol. The latter also gives benzoic acid, an example of an organic
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coatings. Thus it can be used in paint strippers, especially when combined with compatible
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Juan Gershanik; et al. (1982), "The gasping syndrome and benzyl alcohol poisoning",
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Wilson, L.; Martin, S. (May 1999). "Benzyl alcohol as an alternative local anesthetic".
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H. A. Mashayekhi; M. Rezaee; Sh. S. Garmaroudi; N. Montazeri; S. J. Ahmadi (2011).
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group is often abbreviated "Bn" (not to be confused with "Bz" which is used for
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As a dye solvent, it enhances the process of dying wool, nylon, and leather.
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Sensitization to benzyl alcohol occurs very rarely, mainly in patients with
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The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals
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Except where otherwise noted, data are given for materials in their
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of 1.2 g/kg in rats. It oxidizes rapidly in healthy individuals to
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It can be used as a local anesthetic, especially with epinephrine.
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in people 6 months of age and older. It affects the louse's
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enhancers to encourage the mixture to cling to painted surfaces.
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Friedrich Brühne; Elaine Wright (2007). "Benzyl Alcohol".
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Furuta, Kyoji; Gao, Qing-Zhi; Yamamoto, Hisashi (1995).
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d'Auria, John C.; Chen, Feng; Pichersky, Eran (2002).
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Benzyl esters also occur naturally. 306: 761: 118: 1508:Ullmann's Encyclopedia of Industrial Chemistry 1337:Benzyl alcohol has low acute toxicity with an 1098:, a by-product of the oxidation of toluene to 1917: 1050:Benzyl alcohol is produced industrially from 400:InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2 8: 535:205.3 °C (401.5 °F; 478.4 K) 410:InChI=1/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2 3598: 3362: 2958: 2081: 1943: 1924: 1910: 1902: 1292:Benzyl alcohol, sold under the brand name 525:−15.2 °C (4.6 °F; 257.9 K) 375: 231: 209: 35: 1723: 1476: 342: 1430:. Cornell University Press. p. 43. 3996: 1897:International Chemical Safety Card 0833 1682:. Synapse Info Resources. p. 292. 1372: 1094:Another route entails hydrogenation of 986:in water (4 g/100 mL) and is 431: 396: 371: 818:436 °C (817 °F; 709 K) 222: 1500: 1498: 1496: 804:93 °C (199 °F; 366 K) 403:Key: WVDDGKGOMKODPV-UHFFFAOYSA-N 189: 169: 7: 3071:Polyhydric alcohols (sugar alcohols) 1844:(4th ed.), Informa, p. 726 1619:, chemicalland21.com, archived from 1219:Benzyl alcohol is used as a general 1153:because they can be removed by mild 888: 1223:for inks, waxes, shellacs, paints, 1141:Like most alcohols, it reacts with 413:Key: WVDDGKGOMKODPV-UHFFFAOYAH 297: 281: 1238:It is a precursor to a variety of 14: 3727:2-Methyl-2-propyl-1,3-propanediol 1842:Poisoning and Toxicology Handbook 1424:Dietland Muller-Schwarze (2003). 1246:, used in the soap, perfume, and 1002:of the alcohol group is known as 3999: 3974: 3973: 1790:"Ulesfia- benzyl alcohol lotion" 907: 466: 51: 42: 3956:Nucleophilic conjugate addition 1676:Michael Ash; Irene Ash (2004). 1427:The Beaver: Its Life and Impact 903:(at 25 °C , 100 kPa). 1403:(11th ed.), Merck, 1989, 982:. Benzyl alcohol has moderate 472: 460: 1: 3927:Fischer–Speier esterification 2859:Propylene glycol methyl ether 1816:"Registration Dossier - ECHA" 1655:10.1016/s0196-0644(99)70335-5 1643:Annals of Emergency Medicine 1298:Food and Drug Administration 1284:Benzyl alcohol is used as a 2094:4-Methylcyclohexanemethanol 1872:10.1056/nejm198211253072206 1577:Parris, Chester L. (1962). 1359:and is associated with the 1355:Benzyl alcohol is toxic to 1296:, was approved by the U.S. 1171:. This is an example of a 1160:Benzyl alcohol reacts with 836:or concentration (LD, LC): 606:0.18 kPa (60 °C) 549:4.29 g/100 mL (25 °C) 547:3.50 g/100 mL (20 °C) 4073: 3932:Williamson ether synthesis 3231:2,4-Dichlorobenzyl alcohol 2162:2-(2-Methoxyethoxy)ethanol 2157:2-(2-Methoxyethoxy)ethanol 1761:10.1016/j.jpba.2006.02.028 1565:, vol. 9, p. 722 89:alpha-Hydroxyphenylmethane 18: 3969: 3951:Friedel-Crafts alkylation 3942:Nucleophilic substitution 3922:Nucleophilic substitution 2152:2-(2-Ethoxyethoxy)ethanol 1679:Handbook of Preservatives 1602:, vol. 5, p. 73 897: 871: 832: 739: 683: 447: 422: 387: 102: 78: 64: 59: 50: 41: 3173:2,2-Dimethylpropan-1-ol 2229:-Diisopropylaminoethanol 1517:10.1002/14356007.a04_001 19:Not to be confused with 3807:1,3-Difluoro-2-propanol 1511:. Weinheim: Wiley-VCH. 1111:phenylmagnesium bromide 1058:, which is hydrolyzed: 854:1250 mg/kg (rat, oral) 631:Magnetic susceptibility 3812:2,2,2-Trifluoroethanol 2197:Aminoethylethanolamine 2147:2,2,2-Trifluoroethanol 2142:2,2,2-Trichloroethanol 1749:J. Pharm. Biomed. Anal 1725:10.2116/analsci.27.865 1268:benzyl butyl phthalate 1034:. It is also found in 768: 267:(additional chemicals) 72:(Hydroxymethyl)benzene 3236:3-Nitrobenzyl alcohol 767: 3937:Elimination reaction 2639:1-Heptatetracontanol 2629:1-Pentatetracontanol 2624:1-Tetratetracontanol 2531:(melissyl / myricyl) 2498:(cluytyl / montanyl) 2207:Dimethylethanolamine 1105:For laboratory use, 750:(fire diamond) 66:Preferred IUPAC name 4037:Perfume ingredients 3961:Transesterification 3338:Palmitoleyl alcohol 3313:3-Methyl-3-pentanol 3256:Cetostearyl alcohol 3193:3-Methylbutan-2-ol 3188:3-Methylbutan-1-ol 3183:2-Methylbutan-2-ol 3178:2-Methylbutan-1-ol 2962:Monohydric alcohols 2891:3-Methyl-3-pentanol 2881:2-Methylheptan-2-ol 2876:2-Methyl-2-pentanol 2649:1-Nonatetracontanol 2644:1-Octatetracontanol 2634:1-Hexatetracontanol 2567:1-Heptatriacontanol 2557:1-Pentatriacontanol 2551:1-Tetratriacontanol 2237:-Methylethanolamine 2202:Diethylethanolamine 2114:Methylazoxymethanol 2031:Methanol poisoning 1127:Cannizzaro reaction 1014:Natural occurrences 542:Solubility in water 487: g·mol 38: 4052:E-number additives 3856:Carbonyl reduction 3732:Diethylpropanediol 3348:tert-Butyl alcohol 3054:Trihydric alcohols 2896:3-Methyloctan-3-ol 2886:2-Methylhexan-2-ol 2799:3-Methyl-2-butanol 2619:1-Tritetracontanol 2609:1-Hentetracontanol 2577:1-Nonatriacontanol 2572:1-Octatriacontanol 2562:1-Hexatriacontanol 2410:(cetyl / palmityl) 2265:2-Methyl-1-butanol 2104:Cyclohexylmethanol 1963:2-Methyl-1-butanol 1583:-benzylacrylamide" 1280:Use in health care 1131:disproportionation 958:with the formula C 930:Infobox references 769: 557:in other solvents 505:Slightly aromatic 36: 4042:Aromatic solvents 3987: 3986: 3910:Alcohol oxidation 3831:Trifluoromethanol 3705: 3704: 3590: 3589: 3343:tert-Amyl alcohol 3323:Linolenyl alcohol 3218:Aromatic alcohols 3159: 3158: 3033:Dihydric alcohols 2946:Triphenylmethanol 2901:Diacetone alcohol 2849:Pinacolyl alcohol 2774:2-Deoxyerythritol 2747:Veratrole alcohol 2727:Propargyl alcohol 2717:Phenethyl alcohol 2707:Nicotinyl alcohol 2702:Neopentyl alcohol 2657: 2656: 2614:1-Dotetracontanol 2546:1-Tritriacontanol 2535:1-Hentriacontanol 2187:2-Mercaptoethanol 2119:Trifluoromethanol 2068: 2067: 2055:Isopropyl alcohol 1983:Phenethyl alcohol 1948:Alcohols found in 1689:978-1-890595-66-1 1600:Collected Volumes 1588:Organic Syntheses 1563:Collected Volumes 1551:Organic Syntheses 1469:10.1104/pp.006460 1437:978-0-8014-5010-5 1329:stasis dermatitis 1256:benzyl salicylate 1248:flavor industries 1169:-benzylacrylamide 1151:protecting groups 1107:Grignard reaction 938:Chemical compound 936: 935: 860:Safety data sheet 637:−71.83·10 cm/mol 495:Colorless liquid 356:CompTox Dashboard 151:Interactive image 144:Interactive image 4064: 4047:Benzyl compounds 4032:Alcohol solvents 4027:Primary alcohols 4004: 4003: 4002: 3995: 3977: 3976: 3599: 3595:Terpene alcohols 3380:Methylene glycol 3363: 3328:Linoleyl alcohol 3271:Myristyl alcohol 3098:Propylene glycol 3045:Propylene glycol 2959: 2941:Triphenylethanol 2854:Pirkle's alcohol 2839:Diphenylmethanol 2742:Vanillyl alcohol 2712:Perillyl alcohol 2692:Furfuryl alcohol 2682:Cinnamyl alcohol 2540:1-Dotriacontanol 2192:2-Methoxyethanol 2082: 1950:alcoholic drinks 1944: 1926: 1919: 1912: 1903: 1884: 1882: 1853: 1847: 1845: 1837: 1831: 1830: 1828: 1826: 1812: 1806: 1805: 1803: 1801: 1786: 1773: 1772: 1755:(4): 1380–1385. 1744: 1738: 1737: 1727: 1703: 1694: 1693: 1673: 1667: 1666: 1638: 1632: 1631: 1630: 1628: 1623:on 21 April 2009 1611: 1605: 1603: 1596: 1574: 1568: 1566: 1559: 1537: 1531: 1530: 1502: 1491: 1490: 1480: 1457:Plant Physiology 1448: 1442: 1441: 1421: 1415: 1413: 1395: 1389: 1388: 1387:on 26 July 2009. 1383:. Archived from 1381:"Benzyl alcohol" 1377: 1361:gasping syndrome 1260:benzyl cinnamate 1143:carboxylic acids 990:in alcohols and 920: 914: 911: 910: 892: 824:Explosive limits 789: 782: 775: 760: 731: 708:217.8 J/(K·mol) 704: 684:Thermochemistry 644:Refractive index 486: 474: 468: 462: 455:Chemical formula 380: 379: 364: 362: 346: 310: 299: 285: 261: 243: 235: 224: 213: 193: 173: 153: 146: 122: 95:Benzyl hydroxide 87:α-Hydroxytoluene 55: 46: 39: 16:Aromatic alcohol 4072: 4071: 4067: 4066: 4065: 4063: 4062: 4061: 4012: 4011: 4010: 4000: 3998: 3990: 3988: 3983: 3965: 3915:Glycol cleavage 3888: 3884:Ziegler process 3835: 3817:2-Fluoroethanol 3793: 3757: 3741: 3737:Ethylene glycol 3722:1,5-Pentanediol 3701: 3689: 3683: 3656: 3650: 3603: 3586: 3550:Glycylglycitols 3545: 3533: 3527: 3515: 3509: 3505: 3495: 3485: 3475: 3465: 3455: 3445: 3435: 3425: 3415: 3405: 3395: 3390:Ethylene glycol 3385: 3373: 3369: 3352: 3303: 3301: 3295: 3246: 3240: 3212: 3155: 3151: 3141: 3127: 3117: 3103: 3089: 3084:Ethylene glycol 3079:Pentaerythritol 3065: 3049: 3040:Ethylene glycol 3028: 3024: 3014: 3004: 2994: 2984: 2974: 2955:Hydric alcohols 2950: 2868: 2862: 2764:1-Phenylethanol 2757: 2751: 2732:Salicyl alcohol 2697:Isoamyl alcohol 2653: 2604:1-Tetracontanol 2597: 2593: 2589: 2587: 2581: 2522: 2518: 2514: 2512: 2506: 2445: 2441: 2437: 2435: 2429: 2367: 2363: 2359: 2357: 2351: 2298: 2294: 2290: 2288: 2282: 2251: 2247:Tribromoethanol 2182:2-Fluoroethanol 2177:2-Ethoxyethanol 2172:2-Chloroethanol 2167:2-Butoxyethanol 2123: 2109:Methoxymethanol 2075: 2064: 2041: 2014:Medical alcohol 2008: 1973:Isoamyl alcohol 1949: 1935: 1930: 1893: 1888: 1887: 1855: 1854: 1850: 1839: 1838: 1834: 1824: 1822: 1814: 1813: 1809: 1799: 1797: 1788: 1787: 1776: 1746: 1745: 1741: 1705: 1704: 1697: 1690: 1675: 1674: 1670: 1640: 1639: 1635: 1626: 1624: 1613: 1612: 1608: 1598: 1576: 1575: 1571: 1561: 1539: 1538: 1534: 1527: 1504: 1503: 1494: 1450: 1449: 1445: 1438: 1423: 1422: 1418: 1411: 1397: 1396: 1392: 1379: 1378: 1374: 1369: 1342: 1325: 1282: 1252:benzyl benzoate 1217: 1210: 1206: 1202: 1198: 1194: 1190: 1186: 1182: 1173:Ritter reaction 1139: 1120: 1116: 1089: 1085: 1081: 1077: 1073: 1069: 1065: 1056:benzyl chloride 1048: 1016: 969: 965: 961: 944:(also known as 939: 932: 927: 926: 925:  ?) 916: 912: 908: 904: 881: 851: 845: 815: 812: 794: 793: 792: 791: 784: 777: 770: 766: 758: 732: 729: 723: 719: 716: 715:Std enthalpy of 705: 702: 695: 692: 676: 654: 652: 634: 620: 548: 544: 484: 471: 465: 457: 443: 440: 435: 430: 429: 418: 415: 414: 411: 405: 404: 401: 395: 394: 383: 365: 358: 349: 329: 313: 300: 288: 253: 216: 196: 176: 156: 136: 125: 112: 98: 96: 94: 93:Benzenemethanol 92: 90: 88: 86: 84: 82: 74: 73: 71: 37:Benzyl alcohol 32: 17: 12: 11: 5: 4070: 4068: 4060: 4059: 4057:Antimicrobials 4054: 4049: 4044: 4039: 4034: 4029: 4024: 4014: 4013: 4009: 4008: 3985: 3984: 3982: 3981: 3970: 3967: 3966: 3964: 3963: 3958: 3953: 3948: 3946:carbonyl group 3939: 3934: 3929: 3924: 3919: 3918: 3917: 3907: 3902: 3896: 3894: 3890: 3889: 3887: 3886: 3881: 3872: 3863: 3861:Ether cleavage 3858: 3853: 3843: 3841: 3837: 3836: 3834: 3833: 3828: 3826:-butyl alcohol 3819: 3814: 3809: 3803: 3801: 3799:Fluoroalcohols 3795: 3794: 3792: 3791: 3786: 3781: 3776: 3771: 3765: 3763: 3759: 3758: 3756: 3755: 3749: 3747: 3743: 3742: 3740: 3739: 3734: 3729: 3724: 3719: 3717:1,4-Butanediol 3713: 3711: 3707: 3706: 3703: 3702: 3700: 3699: 3693: 3691: 3685: 3684: 3682: 3681: 3676: 3671: 3666: 3660: 3658: 3652: 3651: 3649: 3648: 3643: 3638: 3633: 3628: 3623: 3618: 3613: 3607: 3605: 3596: 3592: 3591: 3588: 3587: 3585: 3584: 3579: 3577:Maltotetraitol 3574: 3569: 3564: 3559: 3553: 3551: 3547: 3546: 3544: 3543: 3537: 3535: 3529: 3528: 3526: 3525: 3519: 3517: 3511: 3510: 3508: 3507: 3503: 3497: 3493: 3487: 3483: 3477: 3473: 3467: 3463: 3457: 3453: 3447: 3443: 3437: 3433: 3427: 3423: 3417: 3413: 3407: 3403: 3397: 3393: 3387: 3383: 3376: 3374: 3371: 3367: 3360: 3358:Sugar alcohols 3354: 3353: 3351: 3350: 3345: 3340: 3335: 3330: 3325: 3320: 3318:Erucyl alcohol 3315: 3309: 3307: 3305:fatty alcohols 3297: 3296: 3294: 3293: 3288: 3283: 3278: 3273: 3268: 3266:Lauryl alcohol 3263: 3258: 3252: 3250: 3248:fatty alcohols 3242: 3241: 3239: 3238: 3233: 3228: 3226:Benzyl alcohol 3222: 3220: 3214: 3213: 3211: 3210: 3205: 3200: 3195: 3190: 3185: 3180: 3175: 3169: 3167: 3161: 3160: 3157: 3156: 3154: 3153: 3149: 3143: 3139: 3129: 3125: 3119: 3115: 3105: 3101: 3091: 3087: 3081: 3075: 3073: 3067: 3066: 3064: 3063: 3057: 3055: 3051: 3050: 3048: 3047: 3042: 3036: 3034: 3030: 3029: 3027: 3026: 3022: 3016: 3012: 3006: 3002: 2996: 2992: 2986: 2982: 2976: 2972: 2965: 2963: 2956: 2952: 2951: 2949: 2948: 2943: 2938: 2936:-Butyl alcohol 2930: 2922: 2920:-butyl alcohol 2913: 2911:Methylpentynol 2908: 2903: 2898: 2893: 2888: 2883: 2878: 2872: 2870: 2864: 2863: 2861: 2856: 2851: 2846: 2841: 2836: 2831: 2826: 2821: 2816: 2811: 2806: 2801: 2796: 2791: 2786: 2781: 2776: 2771: 2766: 2761: 2759: 2753: 2752: 2750: 2749: 2744: 2739: 2734: 2729: 2724: 2719: 2714: 2709: 2704: 2699: 2694: 2689: 2687:Crotyl alcohol 2684: 2679: 2677:Benzyl alcohol 2674: 2672:Anisyl alcohol 2669: 2664: 2662:2-Ethylhexanol 2658: 2655: 2654: 2652: 2651: 2646: 2641: 2636: 2631: 2626: 2621: 2616: 2611: 2606: 2600: 2598: 2595: 2591: 2586:Straight-chain 2583: 2582: 2580: 2579: 2574: 2569: 2564: 2559: 2554: 2548: 2543: 2537: 2532: 2529:1-Triacontanol 2525: 2523: 2520: 2516: 2511:Straight-chain 2508: 2507: 2505: 2504: 2499: 2493: 2491:1-Heptacosanol 2488: 2482: 2480:1-Pentacosanol 2477: 2474:1-Tetracosanol 2471: 2466: 2460: 2458:1-Heneicosanol 2455: 2448: 2446: 2443: 2439: 2434:Straight-chain 2431: 2430: 2428: 2427: 2422: 2416: 2414:1-Heptadecanol 2411: 2405: 2403:1-Pentadecanol 2400: 2397:1-Tetradecanol 2394: 2389: 2383: 2377: 2370: 2368: 2365: 2361: 2356:Straight-chain 2353: 2352: 2350: 2349: 2343: 2337: 2332: 2327: 2322: 2317: 2312: 2307: 2301: 2299: 2296: 2292: 2287:Straight-chain 2284: 2283: 2281: 2280: 2272: 2267: 2261: 2259: 2253: 2252: 2250: 2249: 2244: 2242:Phenoxyethanol 2239: 2231: 2219: 2214: 2209: 2204: 2199: 2194: 2189: 2184: 2179: 2174: 2169: 2164: 2159: 2154: 2149: 2144: 2139: 2137:1-Aminoethanol 2133: 2131: 2125: 2124: 2122: 2121: 2116: 2111: 2106: 2101: 2096: 2090: 2088: 2079: 2070: 2069: 2066: 2065: 2063: 2062: 2057: 2051: 2049: 2047:Toxic alcohols 2043: 2042: 2040: 2039: 2038: 2037: 2029: 2027:Methylpentynol 2024: 2018: 2016: 2010: 2009: 2007: 2006: 2001: 1999:-Butyl alcohol 1993: 1985: 1980: 1975: 1970: 1965: 1960: 1954: 1952: 1941: 1940:By consumption 1937: 1936: 1931: 1929: 1928: 1921: 1914: 1906: 1900: 1899: 1892: 1891:External links 1889: 1886: 1885: 1866:(22): 1384–8, 1848: 1832: 1820:echa.europa.eu 1807: 1796:. 8 April 2019 1774: 1739: 1718:(8): 865–868. 1695: 1688: 1668: 1649:(5): 495–499. 1633: 1616:Benzyl alcohol 1606: 1569: 1532: 1526:978-3527306732 1525: 1492: 1463:(1): 466–476. 1443: 1436: 1416: 1409: 1390: 1371: 1370: 1368: 1365: 1340: 1324: 1321: 1286:bacteriostatic 1281: 1278: 1264:dibenzyl ether 1216: 1213: 1212: 1211: 1208: 1204: 1200: 1196: 1192: 1188: 1184: 1180: 1155:hydrogenolysis 1138: 1135: 1118: 1114: 1092: 1091: 1087: 1083: 1079: 1075: 1071: 1067: 1063: 1047: 1044: 1020:essential oils 1015: 1012: 980:vapor pressure 967: 963: 959: 942:Benzyl alcohol 937: 934: 933: 928: 906: 905: 901:standard state 898: 895: 894: 882: 877: 874: 873: 869: 868: 863: 856: 855: 852: 843: 841: 838: 837: 830: 829: 826: 820: 819: 816: 809: 806: 805: 802: 796: 795: 785: 778: 771: 756: 755: 754: 753: 751: 742: 741: 737: 736: 733: 727: 721: 713: 710: 709: 706: 700: 689: 686: 685: 681: 680: 677: 672: 669: 668: 665: 659: 658: 655: 650: 642: 639: 638: 635: 629: 626: 625: 622: 618: 608: 607: 604: 602:Vapor pressure 598: 597: 594: 585: 584: 560:Miscible with 558: 551: 550: 545: 540: 537: 536: 533: 527: 526: 523: 517: 516: 513: 507: 506: 503: 497: 496: 493: 489: 488: 482: 476: 475: 469: 463: 458: 453: 450: 449: 445: 444: 442: 441: 438: 436: 433: 425: 424: 423: 420: 419: 417: 416: 412: 409: 408: 406: 402: 399: 398: 390: 389: 388: 385: 384: 382: 381: 368: 366: 354: 351: 350: 348: 347: 339: 337: 331: 330: 328: 327: 323: 321: 315: 314: 312: 311: 303: 301: 293: 290: 289: 287: 286: 278: 276: 270: 269: 263: 255: 254: 252: 251: 247: 245: 237: 236: 226: 218: 217: 215: 214: 206: 204: 198: 197: 195: 194: 186: 184: 178: 177: 175: 174: 166: 164: 158: 157: 155: 154: 147: 139: 137: 130: 127: 126: 124: 123: 115: 113: 108: 105: 104: 100: 99: 91:Phenylcarbinol 81:Benzyl alcohol 80: 76: 75: 70:Phenylmethanol 69: 68: 62: 61: 57: 56: 48: 47: 15: 13: 10: 9: 6: 4: 3: 2: 4069: 4058: 4055: 4053: 4050: 4048: 4045: 4043: 4040: 4038: 4035: 4033: 4030: 4028: 4025: 4023: 4020: 4019: 4017: 4007: 3997: 3993: 3980: 3972: 3971: 3968: 3962: 3959: 3957: 3954: 3952: 3949: 3947: 3943: 3940: 3938: 3935: 3933: 3930: 3928: 3925: 3923: 3920: 3916: 3913: 3912: 3911: 3908: 3906: 3903: 3901: 3900:Deprotonation 3898: 3897: 3895: 3891: 3885: 3882: 3880: 3876: 3873: 3871: 3867: 3864: 3862: 3859: 3857: 3854: 3852: 3848: 3845: 3844: 3842: 3838: 3832: 3829: 3827: 3825: 3820: 3818: 3815: 3813: 3810: 3808: 3805: 3804: 3802: 3800: 3796: 3790: 3787: 3785: 3782: 3780: 3777: 3775: 3772: 3770: 3767: 3766: 3764: 3760: 3754: 3751: 3750: 3748: 3744: 3738: 3735: 3733: 3730: 3728: 3725: 3723: 3720: 3718: 3715: 3714: 3712: 3708: 3698: 3695: 3694: 3692: 3686: 3680: 3677: 3675: 3672: 3670: 3667: 3665: 3662: 3661: 3659: 3655:Sesquiterpene 3653: 3647: 3644: 3642: 3639: 3637: 3634: 3632: 3629: 3627: 3624: 3622: 3619: 3617: 3614: 3612: 3609: 3608: 3606: 3600: 3597: 3593: 3583: 3580: 3578: 3575: 3573: 3570: 3568: 3565: 3563: 3560: 3558: 3555: 3554: 3552: 3548: 3542: 3539: 3538: 3536: 3530: 3524: 3521: 3520: 3518: 3512: 3501: 3498: 3491: 3488: 3481: 3478: 3471: 3468: 3461: 3458: 3451: 3448: 3441: 3438: 3431: 3428: 3421: 3418: 3411: 3408: 3401: 3398: 3391: 3388: 3381: 3378: 3377: 3375: 3364: 3361: 3359: 3355: 3349: 3346: 3344: 3341: 3339: 3336: 3334: 3333:Oleyl alcohol 3331: 3329: 3326: 3324: 3321: 3319: 3316: 3314: 3311: 3310: 3308: 3306: 3298: 3292: 3289: 3287: 3284: 3282: 3279: 3277: 3274: 3272: 3269: 3267: 3264: 3262: 3259: 3257: 3254: 3253: 3251: 3249: 3243: 3237: 3234: 3232: 3229: 3227: 3224: 3223: 3221: 3219: 3215: 3209: 3206: 3204: 3201: 3199: 3196: 3194: 3191: 3189: 3186: 3184: 3181: 3179: 3176: 3174: 3171: 3170: 3168: 3166: 3165:Amyl alcohols 3162: 3147: 3144: 3137: 3133: 3130: 3123: 3120: 3113: 3109: 3106: 3099: 3095: 3092: 3085: 3082: 3080: 3077: 3076: 3074: 3072: 3068: 3062: 3059: 3058: 3056: 3052: 3046: 3043: 3041: 3038: 3037: 3035: 3031: 3020: 3019:Cetyl alcohol 3017: 3010: 3007: 3000: 2997: 2990: 2987: 2980: 2977: 2970: 2967: 2966: 2964: 2960: 2957: 2953: 2947: 2944: 2942: 2939: 2937: 2935: 2931: 2929: 2928:-Amyl alcohol 2927: 2923: 2921: 2919: 2914: 2912: 2909: 2907: 2906:Ethchlorvynol 2904: 2902: 2899: 2897: 2894: 2892: 2889: 2887: 2884: 2882: 2879: 2877: 2874: 2873: 2871: 2869:alcohols (3°) 2865: 2860: 2857: 2855: 2852: 2850: 2847: 2845: 2842: 2840: 2837: 2835: 2834:Cyclopropanol 2832: 2830: 2829:Cyclopentanol 2827: 2825: 2822: 2820: 2817: 2815: 2812: 2810: 2807: 2805: 2802: 2800: 2797: 2795: 2792: 2790: 2787: 2785: 2782: 2780: 2777: 2775: 2772: 2770: 2767: 2765: 2762: 2760: 2758:alcohols (2°) 2754: 2748: 2745: 2743: 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: 2675: 2673: 2670: 2668: 2667:Allyl alcohol 2665: 2663: 2660: 2659: 2650: 2647: 2645: 2642: 2640: 2637: 2635: 2632: 2630: 2627: 2625: 2622: 2620: 2617: 2615: 2612: 2610: 2607: 2605: 2602: 2601: 2599: 2584: 2578: 2575: 2573: 2570: 2568: 2565: 2563: 2560: 2558: 2555: 2552: 2549: 2547: 2544: 2541: 2538: 2536: 2533: 2530: 2527: 2526: 2524: 2509: 2503: 2502:1-Nonacosanol 2500: 2497: 2496:1-Octacosanol 2494: 2492: 2489: 2486: 2485:1-Hexacosanol 2483: 2481: 2478: 2475: 2472: 2470: 2467: 2464: 2461: 2459: 2456: 2453: 2450: 2449: 2447: 2432: 2426: 2425:1-Nonadecanol 2423: 2420: 2419:1-Octadecanol 2417: 2415: 2412: 2409: 2408:1-Hexadecanol 2406: 2404: 2401: 2398: 2395: 2393: 2390: 2387: 2384: 2381: 2378: 2375: 2372: 2371: 2369: 2354: 2347: 2344: 2341: 2338: 2336: 2333: 2331: 2328: 2326: 2323: 2321: 2318: 2316: 2313: 2311: 2308: 2306: 2303: 2302: 2300: 2285: 2279: 2277: 2273: 2271: 2268: 2266: 2263: 2262: 2260: 2258: 2254: 2248: 2245: 2243: 2240: 2238: 2236: 2232: 2230: 2228: 2224: 2220: 2218: 2215: 2213: 2210: 2208: 2205: 2203: 2200: 2198: 2195: 2193: 2190: 2188: 2185: 2183: 2180: 2178: 2175: 2173: 2170: 2168: 2165: 2163: 2160: 2158: 2155: 2153: 2150: 2148: 2145: 2143: 2140: 2138: 2135: 2134: 2132: 2130: 2126: 2120: 2117: 2115: 2112: 2110: 2107: 2105: 2102: 2100: 2099:Aminomethanol 2097: 2095: 2092: 2091: 2089: 2087: 2083: 2080: 2077: 2071: 2061: 2058: 2056: 2053: 2052: 2050: 2048: 2044: 2036: 2033: 2032: 2030: 2028: 2025: 2023: 2022:Ethchlorvynol 2020: 2019: 2017: 2015: 2011: 2005: 2002: 2000: 1998: 1994: 1992: 1991:-Amyl alcohol 1990: 1986: 1984: 1981: 1979: 1976: 1974: 1971: 1969: 1966: 1964: 1961: 1959: 1956: 1955: 1953: 1951: 1945: 1942: 1938: 1934: 1927: 1922: 1920: 1915: 1913: 1908: 1907: 1904: 1898: 1895: 1894: 1890: 1881: 1877: 1873: 1869: 1865: 1861: 1860: 1852: 1849: 1843: 1836: 1833: 1821: 1817: 1811: 1808: 1795: 1791: 1785: 1783: 1781: 1779: 1775: 1770: 1766: 1762: 1758: 1754: 1750: 1743: 1740: 1735: 1731: 1726: 1721: 1717: 1713: 1709: 1702: 1700: 1696: 1691: 1685: 1681: 1680: 1672: 1669: 1664: 1660: 1656: 1652: 1648: 1644: 1637: 1634: 1622: 1618: 1617: 1610: 1607: 1601: 1594: 1590: 1589: 1584: 1582: 1573: 1570: 1564: 1557: 1553: 1552: 1547: 1545: 1536: 1533: 1528: 1522: 1518: 1514: 1510: 1509: 1501: 1499: 1497: 1493: 1488: 1484: 1479: 1474: 1470: 1466: 1462: 1458: 1454: 1447: 1444: 1439: 1433: 1429: 1428: 1420: 1417: 1412: 1406: 1402: 1401: 1394: 1391: 1386: 1382: 1376: 1373: 1366: 1364: 1362: 1358: 1353: 1351: 1350:hippuric acid 1347: 1343: 1335: 1332: 1330: 1322: 1320: 1316: 1313: 1311: 1307: 1303: 1299: 1295: 1290: 1287: 1279: 1277: 1274: 1271: 1269: 1265: 1261: 1257: 1253: 1249: 1245: 1241: 1236: 1234: 1230: 1226: 1222: 1214: 1178: 1177: 1176: 1174: 1170: 1168: 1163: 1162:acrylonitrile 1158: 1156: 1152: 1148: 1144: 1136: 1134: 1132: 1128: 1124: 1112: 1108: 1103: 1101: 1097: 1061: 1060: 1059: 1057: 1053: 1045: 1043: 1041: 1037: 1033: 1029: 1025: 1021: 1013: 1011: 1009: 1005: 1001: 1000:deprotonation 997: 993: 992:diethyl ether 989: 985: 981: 977: 973: 957: 954: 950: 949: 943: 931: 924: 919: 902: 896: 891: 886: 883: 880: 876: 875: 872:Pharmacology 870: 867: 866:External MSDS 864: 861: 858: 857: 853: 849: 840: 839: 835: 831: 827: 825: 822: 821: 817: 814: 808: 807: 803: 801: 798: 797: 790: 783: 776: 752: 749: 748: 744: 743: 738: 734: 726: 718: 712: 711: 707: 699: 694: 688: 687: 682: 678: 675: 674:Dipole moment 671: 670: 666: 664: 661: 660: 656: 649: 645: 641: 640: 636: 632: 628: 627: 623: 617: 613: 610: 609: 605: 603: 600: 599: 595: 593: 592: 587: 586: 583: 579: 575: 571: 567: 563: 559: 556: 553: 552: 546: 543: 539: 538: 534: 532: 531:Boiling point 529: 528: 524: 522: 521:Melting point 519: 518: 514: 512: 509: 508: 504: 502: 499: 498: 494: 491: 490: 483: 481: 478: 477: 459: 456: 452: 451: 446: 437: 432: 428: 421: 407: 397: 393: 386: 378: 374: 373:DTXSID5020152 370: 369: 367: 357: 353: 352: 345: 341: 340: 338: 336: 333: 332: 325: 324: 322: 320: 317: 316: 309: 305: 304: 302: 296: 292: 291: 284: 280: 279: 277: 275: 272: 271: 268: 264: 262: 257: 256: 249: 248: 246: 244: 239: 238: 234: 230: 227: 225: 223:ECHA InfoCard 220: 219: 212: 208: 207: 205: 203: 200: 199: 192: 188: 187: 185: 183: 180: 179: 172: 168: 167: 165: 163: 160: 159: 152: 148: 145: 141: 140: 138: 134: 129: 128: 121: 117: 116: 114: 111: 107: 106: 101: 97:Benzylic acid 77: 67: 63: 58: 54: 49: 45: 40: 34: 30: 26: 22: 3847:Substitution 3840:Preparations 3823: 3789:Stigmasterol 3784:β-Sitosterol 3582:Polyglycitol 3572:Maltotriitol 3532:Cyclic sugar 3300:Branched and 3225: 3208:Pentan-3-ol 3203:Pentan-2-ol 3198:Pentan-1-ol 2933: 2925: 2917: 2824:Cyclohexanol 2676: 2476:(lignoceryl) 2469:1-Tricosanol 2392:1-Tridecanol 2348:(pelargonic) 2275: 2234: 2226: 2222: 2217:Ethanolamine 1996: 1988: 1863: 1859:N Engl J Med 1857: 1851: 1841: 1835: 1823:. Retrieved 1819: 1810: 1798:. Retrieved 1793: 1752: 1748: 1742: 1715: 1711: 1678: 1671: 1646: 1642: 1636: 1625:, retrieved 1621:the original 1615: 1609: 1599: 1592: 1586: 1580: 1572: 1562: 1555: 1549: 1543: 1535: 1506: 1460: 1456: 1446: 1426: 1419: 1398: 1393: 1385:the original 1375: 1354: 1346:benzoic acid 1336: 1333: 1326: 1317: 1314: 1310:asphyxiation 1293: 1291: 1283: 1275: 1272: 1237: 1218: 1215:Applications 1207:N(H)C(O)CHCH 1166: 1159: 1140: 1123:formaldehyde 1104: 1100:benzoic acid 1096:benzaldehyde 1093: 1049: 1017: 1007: 1003: 998:produced by 945: 941: 940: 833: 811:Autoignition 746: 735:−352 kJ/mol 724: 697: 647: 615: 590: 439:c1ccc(cc1)CO 434:c1ccc(cc1)CO 319:RTECS number 103:Identifiers 79:Other names 33: 21:benzoic acid 3905:Protonation 3822:Nonafluoro- 3769:Cholesterol 3746:Trialcohols 3616:Citronellol 3602:Monoterpene 3514:Deoxy sugar 3302:unsaturated 2989:Isopropanol 2916:Nonafluoro- 2844:Isopropanol 2463:1-Docosanol 2454:(arachidyl) 2386:1-Dodecanol 2380:1-Undecanol 1229:epoxy resin 1191:OH + NCCHCH 1121:MgBr) with 1046:Preparation 1040:castor sacs 1032:ylang-ylang 1008:benzyloxide 848:median dose 834:Lethal dose 813:temperature 800:Flash point 515:1.044 g/cm 492:Appearance 448:Properties 229:100.002.600 171:CHEBI:17987 4016:Categories 3866:Hydrolysis 3851:haloalkane 3779:Lanosterol 3774:Ergosterol 3710:Dialcohols 3679:Patchoulol 3480:Galactitol 3410:Erythritol 3286:Tridecanol 3108:Erythritol 3009:1-Pentanol 2819:3-Pentanol 2814:2-Pentanol 2784:3-Heptanol 2779:2-Heptanol 2737:Tryptophol 2542:(lacceryl) 2452:1-Icosanol 2399:(myristyl) 2382:(hendecyl) 2335:1-Heptanol 2325:1-Pentanol 2315:1-Propanol 2270:Isobutanol 2004:Tryptophol 1978:Isobutanol 1958:1-Propanol 1414:, 1138 1410:091191028X 1367:References 1133:reaction. 1022:including 984:solubility 570:chloroform 555:Solubility 480:Molar mass 344:LKG8494WBH 202:ChemSpider 131:3D model ( 110:CAS Number 85:α-Toluenol 3893:Reactions 3875:Hydration 3688:Diterpene 3674:Nerolidol 3664:Bisabolol 3646:Terpineol 3500:Volemitol 3291:Undecanol 3245:Saturated 3146:Volemitol 2999:1-Butanol 2809:2-Octanol 2804:2-Nonanol 2794:3-Hexanol 2789:2-Hexanol 2769:2-Butanol 2756:Secondary 2588:saturated 2513:saturated 2465:(behenyl) 2436:saturated 2421:(stearyl) 2374:1-Decanol 2358:saturated 2346:1-Nonanol 2340:1-Octanol 2330:1-Hexanol 2320:1-Butanol 2289:saturated 1712:Anal. Sci 1306:spiracles 1302:head lice 1233:viscosity 1137:Reactions 1038:from the 1036:castoreum 1004:benzylate 717:formation 691:Std molar 667:5.474 cP 663:Viscosity 326:DN3150000 250:202-859-9 242:EC Number 191:ChEMBL720 4006:Medicine 3979:Category 3753:Glycerol 3690:alcohols 3669:Farnesol 3657:alcohols 3641:Rhodinol 3626:Linalool 3621:Geraniol 3604:alcohols 3562:Lactitol 3557:Maltitol 3541:Inositol 3534:alcohols 3516:alcohols 3470:Sorbitol 3460:Mannitol 3430:Arabitol 3420:Threitol 3400:Glycerol 3136:Sorbitol 3132:Mannitol 3112:Threitol 3094:Glycerol 3061:Glycerol 2969:Methanol 2867:Tertiary 2553:(geddyl) 2388:(lauryl) 2376:(capric) 2342:(capryl) 2305:Methanol 2278:-Butanol 2086:Methanol 2076:alcohols 2060:Methanol 1933:Alcohols 1825:20 April 1800:27 April 1794:DailyMed 1769:16564153 1734:21828928 1663:10216324 1487:12226525 1357:neonates 1225:lacquers 1164:to give 1145:to form 1125:and the 1090:OH + HCl 1028:hyacinth 988:miscible 970:OH. The 953:aromatic 951:) is an 893:) 879:ATC code 828:1.3–13% 747:NFPA 704 740:Hazards 633:(χ) 566:methanol 260:E number 211:13860335 120:100-51-6 83:α-Cresol 4022:Flavors 3870:epoxide 3762:Sterols 3631:Menthol 3611:Borneol 3567:Isomalt 3523:Fucitol 3450:Xylitol 3440:Ribitol 3281:Octanol 3276:Nonanol 3261:Decanol 3122:Xylitol 2979:Ethanol 2487:(ceryl) 2310:Ethanol 2257:Butanol 2212:Ethanol 2129:Ethanol 2074:Primary 2035:Ethanol 1968:Ethanol 1880:7133084 1294:Ulesfia 1250:. E.g. 1221:solvent 1052:toluene 1024:jasmine 976:benzoyl 956:alcohol 923:what is 921: ( 887: ( 885:P03AX06 693:entropy 679:1.67 D 657:1.5396 612:Acidity 582:acetone 574:ethanol 562:benzene 511:Density 485:108.140 295:PubChem 3992:Portal 3879:alkene 3697:Phytol 3490:Iditol 2722:Prenol 1878:  1767:  1732:  1686:  1661:  1627:14 May 1523:  1485:  1478:166578 1475:  1434:  1407:  1323:Safety 1244:ethers 1240:esters 1227:, and 1147:esters 1074:Cl + H 994:. The 972:benzyl 948:cresol 918:verify 915:  862:(SDS) 624:15.40 427:SMILES 283:D00077 265:E1519 182:ChEMBL 60:Names 29:phenol 25:cresol 3636:Nerol 1078:O → C 996:anion 596:1.10 578:ether 392:InChI 162:ChEBI 133:JSmol 27:, or 3824:tert 2934:tert 2926:tert 2918:tert 2078:(1°) 1997:tert 1989:tert 1876:PMID 1827:2023 1802:2020 1765:PMID 1730:PMID 1684:ISBN 1659:PMID 1629:2006 1595:: 16 1558:: 86 1521:ISBN 1483:PMID 1432:ISBN 1405:ISBN 1242:and 1054:via 1030:and 589:log 501:Odor 335:UNII 274:KEGG 3944:of 3877:of 3868:of 3849:of 3370:— C 2594:— C 2519:— C 2442:— C 2364:— C 2295:— C 1868:doi 1864:307 1757:doi 1720:doi 1651:doi 1513:doi 1473:PMC 1465:doi 1461:130 1195:→ C 1109:of 1006:or 890:WHO 728:298 701:298 361:EPA 308:244 298:CID 4018:: 3502:(C 3492:(C 3482:(C 3472:(C 3462:(C 3452:(C 3442:(C 3432:(C 3422:(C 3412:(C 3402:(C 3392:(C 3382:(C 3148:(C 3138:(C 3134:, 3124:(C 3114:(C 3110:, 3100:(C 3096:, 3086:(C 3023:16 3021:(C 3011:(C 3001:(C 2991:(C 2981:(C 2971:(C 2596:49 2592:40 2521:39 2517:30 2444:29 2440:20 2366:19 2362:10 1874:, 1862:, 1818:. 1792:. 1777:^ 1763:. 1753:41 1751:. 1728:. 1716:27 1714:. 1710:. 1698:^ 1657:. 1647:33 1645:. 1597:; 1593:42 1591:. 1585:. 1560:; 1556:72 1554:. 1548:. 1519:. 1495:^ 1481:. 1471:. 1459:. 1455:. 1363:. 1341:50 1339:LD 1331:. 1312:. 1270:. 1266:, 1262:, 1258:, 1254:, 1203:CH 1187:CH 1175:: 1157:. 1113:(C 1102:. 1086:CH 1070:CH 1026:, 1010:. 966:CH 946:α- 844:50 842:LD 720:(Δ 621:) 614:(p 580:, 576:, 572:, 568:, 564:, 23:, 3994:: 3506:) 3504:7 3496:) 3494:6 3486:) 3484:6 3476:) 3474:6 3466:) 3464:6 3456:) 3454:5 3446:) 3444:5 3436:) 3434:5 3426:) 3424:4 3416:) 3414:4 3406:) 3404:3 3396:) 3394:2 3386:) 3384:1 3372:7 3368:1 3366:C 3152:) 3150:7 3142:) 3140:6 3128:) 3126:5 3118:) 3116:4 3104:) 3102:3 3090:) 3088:2 3025:) 3015:) 3013:5 3005:) 3003:4 2995:) 2993:3 2985:) 2983:2 2975:) 2973:1 2590:C 2515:C 2438:C 2360:C 2297:9 2293:1 2291:C 2276:n 2235:N 2227:N 2225:, 2223:N 1925:e 1918:t 1911:v 1883:. 1870:: 1846:. 1829:. 1804:. 1771:. 1759:: 1736:. 1722:: 1692:. 1665:. 1653:: 1604:. 1581:N 1579:" 1567:. 1544:R 1529:. 1515:: 1489:. 1467:: 1440:. 1209:2 1205:2 1201:5 1199:H 1197:6 1193:2 1189:2 1185:5 1183:H 1181:6 1179:C 1167:N 1119:5 1117:H 1115:6 1088:2 1084:5 1082:H 1080:6 1076:2 1072:2 1068:5 1066:H 1064:6 1062:C 968:2 964:5 962:H 960:6 913:N 850:) 846:( 788:0 781:1 774:1 730:) 725:H 722:f 703:) 698:S 696:( 653:) 651:D 648:n 646:( 619:a 616:K 591:P 473:O 470:8 467:H 464:7 461:C 363:) 359:( 135:) 31:.

Index

benzoic acid
cresol
phenol
Benzyl alcohol
Benzyl alcohol
Preferred IUPAC name
CAS Number
100-51-6
JSmol
Interactive image
Interactive image
ChEBI
CHEBI:17987
ChEMBL
ChEMBL720
ChemSpider
13860335
ECHA InfoCard
100.002.600
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EC Number
E number
(additional chemicals)
KEGG
D00077
PubChem
244
RTECS number
UNII
LKG8494WBH

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