Ethyl 3-methyl-2-oxobutyrate

Name: Ethyl 3-methyl-2-oxobutyrate
Brand: ALDRICH
Price: 85.6 USD
Availability: InStock

97%

Synonym(s):

Ethyl dimethylpyruvate, Ketovaline ethyl ester

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5 G

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About This Item

Linear Formula:

(CH₃)₂CHCOCOOCH₂CH₃

CAS Number:

20201-24-5

Molecular Weight:

144.17

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24853067

EC Number:

243-587-0

Beilstein/REAXYS Number:

1756668

MDL number:

MFCD00009122

Assay:

97%

Key Documents

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Product Name

Ethyl 3-methyl-2-oxobutyrate, 97%

InChI key

CKTYYUQUWFEUCO-UHFFFAOYSA-N

InChI

1S/C7H12O3/c1-4-10-7(9)6(8)5(2)3/h5H,4H2,1-3H3

SMILES string

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

assay

97%

refractive index

n20/D 1.410 (lit.)

bp

62 °C/11 mmHg (lit.)

density

0.989 g/mL at 25 °C (lit.)

functional group

ester
ketone

storage temp.

2-8°C

Quality Level

100

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Show Differences

1 of 4

This Item	112682	531197	258938
Sigma-Aldrich 218456 Ethyl 3-methyl-2-oxobutyrate	Sigma-Aldrich 112682 Ethyl formate	Sigma-Aldrich 531197 Ethyl 6-chloropyridine-3-carboxylate	Sigma-Aldrich 258938 4-Methyl-4H-1,2,4-triazole-3-thiol
assay 97%	assay 97%	assay 97%	assay 97%
Quality Level 100	Quality Level 200	Quality Level -	Quality Level 100
density 0.989 g/mL at 25 °C (lit.)	density 0.921 g/mL at 20 °C (lit.)	density -	density -
storage temp. 2-8°C	storage temp. -	storage temp. -	storage temp. -
refractive index n20/D 1.410 (lit.)	refractive index n20/D 1.359 (lit.)	refractive index -	refractive index -
bp 62 °C/11 mmHg (lit.)	bp 52-54 °C (lit.)	bp -	bp -

Application

Ethyl 3-methyl-2-oxobutyrate was used in the synthesis of (2SR,4SR)-5(S)-(N-Boc)-amino-6-cyclohexyl-4-hydoxy-2-isopropyl hexanoic acid[1].

General description

Ethyl 3-methyl-2-oxobutyrate reacts with a variety of allyl halides in the presence of indium to afford hydroxy unsaturated carbonyl compounds[2]. Conformational behaviour of ethyl 3-methyl-2-oxobutyrate was investigated using solution FTIR in combination with ab initio calculations[3].

pictograms

GHS02

signalword

Warning

hcodes

H226

pcodes

P210 - P233 - P240 - P241 - P242 - P243

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

109.4 °F - closed cup

flash_point_c

43 °C - closed cup

ppe

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

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Conformational isomerism of a-ketoesters. A FTIR and ab initio study.

Ferri D, et al.

J. Chem. Soc. Perkin Trans. II, 2, 221-227 (2000)

The synthesis of (2S, 4S, 5S)-5-(N-BOC)-amino-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid lactone, an hydroxyethylene dipeptide isostere precusor.

Chakravarty PK, et al.

Tetrahedron Letters, 30(4), 415-418 (1989)

A convenient allylation of 1, n-dicarbonyl compounds using organoindium reagents.

Lee PH, et al.

Bull. Korean Chem. Soc., 22(12), 1380-1384 (2001)

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