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E50000

Sigma-Aldrich

Ethyl trifluoroacetate

99%

Synonym(s):

Trifluoroacetic acid ethyl ester

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25 G
$34.20
100 G
$113.00

About This Item

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

$34.20

Available to ship onApril 15, 2025Details

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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.)

SMILES string

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

InChI

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

InChI key

STSCVKRWJPWALQ-UHFFFAOYSA-N

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Application

Ethyl trifluoroacetate can be used:
  • To synthesize cyclopentenones or furans containing trifluoromethyl group from aromatic ynones.[1]
  • In the selective trifluoroacetylation of anilines catalyzed by 4-dimethylaminopyridine.[2]
  • As a starting material in the two-step electrosynthesis of trifluoroacetyltrimethylsilane (CF3COSiMe3).[3]
  • In the preparation of trifluoromethyl ketones via trifluoroacetic ester/ketone metathesis with alkyl aryl ketones.[4]
  • To synthesize o-fluorinated trifluoro acetophenones from substituted fluorobenzene.[5]

signalword

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_germany

WGK 1

flash_point_f

30.2 °F - closed cup

flash_point_c

-1 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5945
MKCW1296
MKCR8575
MKCP8502
MKCP0953

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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)
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)
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
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Questions

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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