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796:, Amiet, Louis & Disdier, Camille, "Process for the preparation of trifluoroacetic anhydride", published 1986-06-17, assigned to
289:
851:
Omura, Kanji; Sharma, Ashok K.; Swern, Daniel (1976). "Dimethyl
Sulfoxide-Trifluoroacetic Anhydride. New Reagent for Oxidation of Alcohols to Carbonyls".
114:
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It may be used to introduce the corresponding trifluoroacetyl group, for which it is more convenient than the corresponding
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reactions can also be promoted with trifluoroacetic anhydride, including nitration, sulfonation and nitrosylation.
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619:
460:
152:
689:
818:
Sweeney, Joseph; Perkins, Gemma; DiMauro, Erin F.; Hodous, Brian L. (2005). "Trifluoroacetic
Anhydride".
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Tedder, J. M. (1955). "The Use of
Trifluoroacetic Anhydride and Related Compounds in Organic Synthesis".
488:
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32:
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Trifluoroacetic anhydride was originally prepared by the dehydration of trifluoroacetic acid with
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823:
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688:, trifluoroacetic anhydride can be used as a dehydrating agent and as an activator for the
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614:. The dehydration might also be carried out with excess α-halogenated
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Except where otherwise noted, data are given for materials in their
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It can be used to promote reactions of carboxylic acids, including
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and acylation of other unsaturated compounds. Other
879:Chai, Christina Li Lin; Armarego, W. L. F. (2003).
195:
89:
892:. Oxford: Butterworth-Heinemann. p. 376.
820:Encyclopedia of Reagents for Organic Synthesis
813:
811:
655:Trifluoroacetic anhydride has various uses in
273:InChI=1S/C4F6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10
721:Trifluoroacetic anhydride is the recommended
246:DTXSID40893892 DTXSID90861920, DTXSID40893892
8:
248:
155:
133:
15:
598:. It is the perfluorinated derivative of
215:
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269:
244:
703:, allowing temperatures up to −30 °C.
376:−65 °C (−85 °F; 208 K)
146:
386:40 °C (104 °F; 313 K)
276:Key: QAEDZJGFFMLHHQ-UHFFFAOYSA-N
7:
882:Purification of laboratory chemicals
760:
758:
798:Rhone Poulenc Specialites Chimiques
679:electrophilic aromatic substitution
186:
14:
549:
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545:(at 25 °C , 100 kPa).
62:2,2,2-Trifluoroacetic anhydride
330:
318:
1:
828:10.1002/047084289X.rt237.pub2
297:C(=O)(C(F)(F)F)OC(=O)C(F)(F)F
695:It can be used in place of
940:
752:. Retrieved on 2020-06-08.
725:for trifluoroacetic acid.
17:Trifluoroacetic anhydride
924:Trifluoromethyl compounds
822:. John Wiley & Sons.
750:Trifluoroacetic Anhydride
584:Trifluoroacetic anhydride
539:
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50:Trifluoroacetic anhydride
44:
39:
30:
21:
675:Friedel-Crafts acylation
668:trifluoroacetyl chloride
507:Precautionary statements
620:dichloroacetyl chloride
690:Pummerer rearrangement
919:Carboxylic anhydrides
618:. For example, with
612:phosphorus pentoxide
596:trifluoroacetic acid
46:Preferred IUPAC name
866:10.1021/jo00868a012
780:10.1021/cr50005a001
670:, which is a gas.
393:Solubility in water
348: g·mol
18:
572:Infobox references
366:1.511 g/mL (20°C)
16:
837:978-0-470-84289-8
746:Sigma-Aldrich Co.
657:organic synthesis
580:Chemical compound
578:
577:
528:Safety data sheet
489:Hazard statements
356:colorless liquid
229:CompTox Dashboard
115:Interactive image
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600:acetic anhydride
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701:Swern oxidation
697:oxalyl chloride
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616:acid chlorides
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592:acid anhydride
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517:P305+P351+P338
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710:, it reduces
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708:sodium iodide
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664:acyl chloride
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646:CHCOOH + HCl
634:CHCOCl → (CF
609:
587:
583:
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480:
442:
430:acetonitrile
74:Identifiers
57:Other names
684:Similar to
606:Preparation
534:Oxford MSDS
475:Signal word
408:soluble in
353:Appearance
306:Properties
153:100.006.349
913:Categories
794:US 4595541
768:Chem. Rev.
729:References
712:sulfoxides
454:Pictograms
404:Solubility
341:Molar mass
217:5ENA87IZHT
126:ChemSpider
102:3D model (
81:CAS Number
723:desiccant
630:COOH + Cl
590:) is the
445:labelling
174:206-982-9
166:EC Number
890:excerpt)
716:sulfides
436:Hazards
135:21106178
91:407-25-0
699:in the
565:what is
563: (
410:benzene
398:reacts
362:Density
346:210.031
184:PubChem
896:
834:
803:
642:O + Cl
560:verify
557:
530:(SDS)
481:Danger
290:SMILES
40:Names
706:With
418:ether
265:InChI
104:JSmol
894:ISBN
832:ISBN
651:Uses
626:2 CF
588:TFAA
521:P310
513:P280
499:H332
495:H314
208:UNII
197:9845
65:TFAA
862:doi
824:doi
776:doi
714:to
659:.
638:CO)
602:.
594:of
443:GHS
426:THF
422:DMF
234:EPA
187:CID
915::
858:41
830:.
810:^
772:55
757:^
748:,
736:^
718:.
692:.
666:,
622::
519:,
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497:,
447::
428:,
424:,
420:,
416:,
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902:.
886:(
868:.
864::
840:.
826::
782:.
778::
644:2
640:2
636:3
632:2
628:3
586:(
555:N
334:3
331:O
328:6
325:F
322:4
319:C
236:)
232:(
106:)
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