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Merck
CN

167940

Ethyl crotonate

99%

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About This Item

Linear Formula:
CH3CH=CHCOOC2H5
Molecular Weight:
114.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-808-7
Beilstein/REAXYS Number:
635834
MDL number:
Assay:
99%
Form:
liquid
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vapor density

3.9 (vs air)

assay

99%

form

liquid

refractive index

n20/D 1.424 (lit.)

bp

142-143 °C (lit.)

density

0.918 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CCOC(=O)\C=C\C

InChI

1S/C6H10O2/c1-3-5-6(7)8-4-2/h3,5H,4H2,1-2H3/b5-3+

InChI key

ZFDIRQKJPRINOQ-HWKANZROSA-N

General description

Ethyl crotonate on hydroboration yields 2-tritiated 3-hydroxybutyric acid.

Application

Ethyl crotonate was used in the total synthesis of (+/-)-daurichromenic acid. It was also used in the synthesis of ethyl 3-methyl-4-oxooctanoate.


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pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

35.6 °F - closed cup

flash_point_c

2 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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P Willadsen et al.
European journal of biochemistry, 54(1), 247-252 (1975-05-01)
1. A specimen of stereospecifically 2-tritiated 3-hydroxybutyric acid was prepared by hydroboration of ethyl crotonate. It was assumed that the hydroboration reaction took a syn course and hence that (2R,3S) plus (2S,3R)-3-hydroxy[2 minus 3H1]butyric acid was formed after oxidation and
Synthesis of all stereoisomers of cognac lactones via microbial reduction and enzymatic resolution strategies.
Benedetti F, et al.
Tetrahedron Asymmetry, 12(3), 505-511 (2001)
Hongjuan Hu et al.
The Journal of organic chemistry, 69(11), 3782-3786 (2004-05-22)
A modular and concise total synthesis of (+/-)-daurichromenic acid has been accomplished in four steps from ethyl acetoacetate, ethyl crotonate, and trans,trans-farnesal. A series of analogues of this natural product, which has potent anti-HIV activity, were also prepared from ethyl



Global Trade Item Number

SKUGTIN
G9416-.5MG04061833650233
167940-50ML04061836691325