Trifluoroacetic anhydride

HCID 9845CAS 407-25-0
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C(OC(=O)C(F)(F)F)C(F)(F)F
InChIKey
QAEDZJGFFMLHHQ-UHFFFAOYSA-N
Molecular formula
C4F6O3
Average molar mass
210.03 g/mol
Monoisotopic mass
209.97516318

Names & identifiers

Preferred name
Trifluoroacetic anhydride
IUPAC
(2,2,2-trifluoroacetyl) 2,2,2-trifluoroacetate
English name
Trifluoroacetic anhydride
Molecular formula
C4F6O3
Molecular weight
210.03

Names & synonyms

TRIFLUOROACETIC ANHYDRIDE407-25-0Trifluoroacetic acid anhydrideBis(trifluoroacetic) anhydridePerfluoroacetic anhydrideTrifluoroacetyl anhydrideHexafluoroacetic anhydrideAnhydrid kyseliny trifluoroctove5ENA87IZHTNSC-96965DTXSID90861920RefChem:899576
Show more names
trifluoroaceticTRIFLUORACETIC ANHYDRIDETIFLUOROACETIC ANHYDRIDETrifluoroacetic anhyTrifluoroacetic anhydride 10g [407-25-0]uoroacetic anhydridetrimethylamine (TMA)
DTXCID90810771206-982-9TFAA2,2,2-trifluoroacetic anhydrideAcetic acid, trifluoro-, anhydridetrifluoro acetic anhydride(2,2,2-trifluoroacetyl) 2,2,2-trifluoroacetate2,2,2-trifluoroacetyl 2,2,2-trifluoroacetate

Database identifiers

CAS
407-25-0
PubChem CID
9845
DTXSID
DTXSID90861920
UNII
5ENA87IZHT
EC Number
206-982-9
Nikkaji
J5.723A

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
9
Rotatable bonds
2
Heavy atoms
13

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Acid Anhydrides, Other
PFAS · 2 items

PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

PFAS -> Suspected persistent, mobile, toxic (PMT) PFAS or PFAS-like compounds

SpringerMaterials PropertiesSchoenflies notation
Density1.49 @25 °C
Boiling Point39.5 °C @760 [mm Hg]
Vapor Pressure41.2 [mmHg]

Physicochemical properties

Melting point
-65 °C · -65 °C (lit.)
Boiling point
39.5 · 39.5-40 °C (lit.)
Density
1.511 g/mL · 1.511 g/mL at 20 °C (lit.)
vapor pressure
6.28 psi · 6.28 psi ( 20 °C)
refractive index
20 · n20/D 1.3(lit.)
Flash point
-26 °C · -26 °C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P203, P260, P261, P264, P264+P265, P271, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 114 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Acetic acid, trifluoro-, anhydride

Acetic acid, 2,2,2-trifluoro-, 1,1'-anhydride is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 2,2,2-trifluoro-, 1,1'-anhydride are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 29-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/10848

Trifluoroacetic anhydride: HSNO Approval: HSR004742 Approved with controls

Hazards SummaryCorrosive to skin; [eChemPortal: ERMA] Reacts with water; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline]
Hazard Classes and CategoriesSkin Corr. 1A (100%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

0.60 [mg/m3]

6.6 [mg/m3]

40 [mg/m3]

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
3-10
PPE
Faceshields, Gloves, Goggles
wgk
2
tsca
TSCA listed
rtecs
AJ9800000
ridadr
UN 3265 8/PG 1

Chemistry & industry

Uses & manufacturing

U.S. Production2023: <50,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 items

Miscellaneous Manufacturing

Acetic acid, 2,2,2-trifluoro-, 1,1'-anhydride: ACTIVE

Applications · 3 items

DescriptionTrifluoroacetic acid anhydride (TFAA), a perfluoroacylated acylation reagent, forms stable, volatile derivatives with alcohols, amines, and phenols.

UsesUsed as analytical reagents, solvents, catalysts, dehydration condensing agent, protection agent of trifluoroacetylation of carboxyl and amino; used as Intermediate of fluorine fine chemicals, pharmaceutical, agrochemical.

UsesTrifluoroacetic anhydride is used for the introduction of trifluoroacetyl group in organic synthesis. It is involved in the preparation of N- and O-trifluoroacetyl derivatives of a wide range of biologically active compounds for gas chromatography analysis. It plays an important role as desiccant for trifluoroacetic acid. It is also used in the oxidation of aldehydes to acids, esters, amides as well as in the protection of alcohols and amines. In addition, it is used as analytical reagents, solvents and dehydration condensing agent. It serves as an intermediate of fluorine fine chemicals, pharmaceuticals and agrochemicals.

Preparation methods

PreparationTrifluoroacetic anhydride is prepared by reaction of trifluoroacetyl chloride with an alkali metal or alkaline-earth metal salt of trifluoroacetic acid at approximately 50° C.

Upstream & downstream products

Downstream products

1-[4-(Trifluoromethyl)pyrimid-2-yl]piperazine2-Cyano-4-pyridine carboxylic acid2-Hydroxy-4-(trifluoromethyl)pyrimidine5-Bromo-2-hydroxymethylpyridine2-(4-Methylpiperazin-1-yl)-6-(trifluoromethyl)pyrimidine-4-carbonitrile2-Chloro-4-(trifluoromethyl)pyrimidine[Bis(trifluoroacetoxy)iodo]pentafluorobenzene6-Aminobenzothiazole2-Hydroxy-6-(trifluoromethyl)nicotinic acid2-(4-Methylpiperazin-1-yl)-6-(trifluoromethyl)pyrimidine-4-carboxamide(2-(4-Methylpiperazin-1-yl)-6-(trifluoromethyl)pyrimidin-4-yl)methanamine2,6-Dichloro-4-isocyanatopyridine

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南中蓝化工有限公司15169176553; 15169176553 · [email protected]
济南氟泽新材料有限公司00-15169181 15169181281 · [email protected]

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