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Merck
CN

E50000

Ethyl trifluoroacetate

99%

Synonym(s):

Trifluoroacetic acid ethyl ester

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About This Item

Linear Formula:
CF3COOC2H5
CAS Number:
383-63-1
Molecular Weight:
142.08
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894596
EC Number:
206-851-6
Beilstein/REAXYS Number:
1761411
MDL number:
MFCD00000419
Assay:
99%
Form:
liquid

Key Documents

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Product Name

Ethyl trifluoroacetate, 99%

InChI key

STSCVKRWJPWALQ-UHFFFAOYSA-N

InChI

1S/C4H5F3O2/c1-2-9-3(8)4(5,6)7/h2H2,1H3

SMILES string

CCOC(=O)C(F)(F)F

assay

99%

form

liquid

refractive index

n20/D 1.307 (lit.)

bp

60-62 °C (lit.)

density

1.194 g/mL at 25 °C (lit.)

Quality Level

200

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Application

Ethyl trifluoroacetate can be used:
  • To synthesize cyclopentenones or furans containing trifluoromethyl group from aromatic ynones.
  • In the selective trifluoroacetylation of anilines catalyzed by 4-dimethylaminopyridine.
  • As a starting material in the two-step electrosynthesis of trifluoroacetyltrimethylsilane (CF3COSiMe3).
  • In the preparation of trifluoromethyl ketones via trifluoroacetic ester/ketone metathesis with alkyl aryl ketones.
  • To synthesize o-fluorinated trifluoro acetophenones from substituted fluorobenzene.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 1

flash_point_f

30.2 °F - closed cup

flash_point_c

-1 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6523
MKCZ1390
MKCX5945
MKCW1296
MKCR8575

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Synthesis of 4-(Trifluoromethyl) cyclopentenones and 2-(Trifluoromethyl) furans by Reductive Trifluoroacetylation of Ynones
Zhang T and Maekawa H
Organic Letters, 19(24), 6602-6605 (2017)
Non-defluorinative electrochemical silylation of ethyl trifluoroacetate: a practical synthesis of trifluoroacetyltrimethylsilane via its ethyltrimethylsilyl ketal
Bordeau M, et al.
Tetrahedron Letters, 44(19), 3741-3744 (2003)
Synthesis of substituted 3-trifluoromethylbenzo[b]thiophenes
Owton WM
Tetrahedron Letters, 44(38), 7147-7149 (2003)
Xiaoyan Li et al.
Preparative biochemistry & biotechnology, 47(9), 852-859 (2016-05-26)
Uridine 5'-diphosphate N-acetylglucosamine (UDP-GlcNAc) is a natural UDP-monosaccharide donor for bacterial glycosyltransferases, while uridine 5'-diphosphate N-trifluoacetyl glucosamine (UDP-GlcNTFA) is its synthetic mimic. The chemoenzymatic synthesis of UDP-GlcNAc and UDP-GlcNTFA was attempted by three recombinant enzymes. Recombinant N-acetylhexosamine 1-kinase was used
A new, convenient and selective 4-dimethylaminopyridine-catalyzed trifluoroacetylation of anilines with ethyl trifluoroacetate
Prashad M, et al.
Tetrahedron Letters, 41(51), 9957-9961 (2000)
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