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Ethyl 4,4,4-trifluorocrotonate

Name: Ethyl 4,4,4-trifluorocrotonate
Brand: ALDRICH
Price: 84.8 USD
Availability: InStock

98%

Synonym(s):

Ethyl 4,4,4-trifluoro-2-butenoate

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Pack Size	SKU	Availability	Price
5 g		Estimated to ship onMarch 23, 2026fromMILWAUKEE	$84.80

About This Item

Linear Formula:

CF₃CH=CHCO₂C₂H₅

CAS Number:

406-10-0

Molecular Weight:

168.11

NACRES:

NA.22

PubChem Substance ID:

24856340

UNSPSC Code:

12352100

MDL number:

MFCD00009903

Assay:

98%

Form:

liquid

$84.80

Estimated to ship onMarch 23, 2026Details

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Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.3601 (lit.)

bp

114-115 °C (lit.)

density

1.125 g/mL at 25 °C (lit.)

functional group

ester, fluoro

SMILES string

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

InChI

1S/C6H7F3O2/c1-2-11-5(10)3-4-6(7,8)9/h3-4H,2H2,1H3/b4-3+

InChI key

ZKRJCMKLCDWROR-ONEGZZNKSA-N

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This Item	443700	E50205	401455
Sigma-Aldrich 269697 Ethyl 4,4,4-trifluorocrotonate	Sigma-Aldrich 443700 Ethyl 4,4,4-trifluorobutyrate	Sigma-Aldrich E50205 Ethyl 4,4,4-trifluoroacetoacetate	Sigma-Aldrich 401455 Ethyl 4,4,4-trifluoro-2-butynoate
assay 98%	assay ≥98%	assay 99%	assay 97%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
form liquid	form liquid	form liquid	form liquid
bp 114-115 °C (lit.)	bp 127 °C (lit.)	bp 129-130 °C (lit.)	bp 96-98 °C (lit.)
density 1.125 g/mL at 25 °C (lit.)	density 1.16 g/mL at 25 °C (lit.)	density 1.259 g/mL at 25 °C (lit.)	density 1.162 g/mL at 25 °C (lit.)
refractive index n20/D 1.3601 (lit.)	refractive index n20/D 1.3516 (lit.)	refractive index n20/D 1.375 (lit.)	refractive index n20/D 1.350 (lit.)

General description

The Michael reaction between ethyl 4,4,4-trifluorocrotonate and a Ni(II) complex of the Schiff base of glycine with (S)-o-[N-(N-benzylprolyl)amino]benzophenone was studied.

Application

Ethyl 4,4,4-trifluorocrotonate was used in the synthesis of (2S,3S)-3-methyl- and (2S,3S)-3-trifluoromethylpyroglutamic acid. It undergoes diastereoselective Michael addition reaction with ethyl crotonate.

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H319,H335

pcodes

P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

78.8 °F - closed cup

flash_point_c

26 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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An efficient asymmetric synthesis of (2S,3S)-3-trifluoromethylpyroglutamic acid.

Tetrahedron Letters, 38(27), 4903-4904 (1997)

Stereochemically defined C-substituted glutamic acids and their derivatives. 1. An efficient asymmetric synthesis of (2S, 3S)-3-methyl-and-3-trifluoromethylpyroglutamic acids.

Soloshonok VA, et al.

Tetrahedron, 55(41), 12031-12044 (1999)

Global Trade Item Number

SKU	GTIN
269697-5G	04061836683726

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