Key Documents

View All Documentation

E50205

Ethyl 4,4,4-trifluoroacetoacetate

Name: Ethyl 4,4,4-trifluoroacetoacetate
Brand: ALDRICH

99%

Synonym(s):

ETFAA, Ethyl 3-oxo-4,4,4-trifluorobutyrate

Select a Size

Change View

About This Item

Linear Formula:

CF₃COCH₂CO₂C₂H₅

CAS Number:

372-31-6

Molecular Weight:

184.11

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24894598

EC Number:

206-750-7

Beilstein/REAXYS Number:

608353

MDL number:

MFCD00000424

Assay:

99%

Form:

liquid

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

100

assay

99%

form

liquid

refractive index

n20/D 1.375 (lit.)

bp

129-130 °C (lit.)

density

1.259 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C6H7F3O3/c1-2-12-5(11)3-4(10)6(7,8)9/h2-3H2,1H3

InChI key

OCJKUQIPRNZDTK-UHFFFAOYSA-N

Description

Application

Ethyl 4,4,4-trifluoroacetoacetate (ETFAA) is a general reagent to synthesize enantiopure trifluoromethyl-functionalized products. Applications include:

Synthesis of (S)- and (R)-α-trifluoromethyl-aspartic acid and α- trifluoromethyl-serine from chiral CF₃-oxazolidines, which is derived from ETFAA.
Enantiopure synthesis of trifluoromethyl-β-amino acid derivatives.
Synthesis of (2R)-2-trifluoromethyl-2-carboxyazetidine, (R)- and (S)-trifluoromethylhomoserines from oxazolidine intermediate obtained by condensing (R)-phenylglycinol with ETFAA.

Still not finding the right product?

Explore all of our products under Ethyl 4,4,4-trifluoroacetoacetate

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H302,H412

pcodes

P210 - P273 - P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

100.4 °F - closed cup

flash_point_c

38 °C - closed cup

ppe

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

Regulatory Information

危险化学品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Straightforward Synthesis of Novel Enantiopure α-Trifluoromethylated Azetidine 2-Carboxylic Acid and Homoserines.

Lensen N, et al.

Organic Letters, 17(2), 342-345 (2015)

Concise synthesis of enantiopure (S)-and (R)-α-trifluoromethyl aspartic acid and α-trifluoromethyl serine from chiral trifluoromethyl oxazolidines (Fox) via a Strecker-type reaction.

Simon J, et al.

Tetrahedron Asymmetry, 22(3), 309-314 (2011)

Ethyl-4, 4, 4-trifluoroacetoacetate (ETFAA), a powerful building block for enantiopure chirons in trifluoromethyl-β-amino acid series.

Michaut V, et al.

Journal of Fluorine Chemistry, 128(8), 889-895 (2007)

Global Trade Item Number

SKU	GTIN
E50205-25G	04061837380587
E50205-100G	04061838354211
E50205-5G	04061837380594