Synthesis
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trans-Methyl crotonate

Synthesis
Product Name
trans-Methyl crotonate
CAS No.
623-43-8
Chemical Name
trans-Methyl crotonate
Synonyms
METHYICROTONATE;METHYL CROTONATE;Methyl-2-Crotonate;Methyl E-crotonate;MethylCrotonate>METHYL BUT-2-ENOATE;Methylcrotonate,98%;Methyl-α-crotonate;Crotonic acid methyl;Methyl crotonate 98%
CBNumber
CB9745331
Molecular Formula
C5H8O2
Formula Weight
100.12
MOL File
623-43-8.mol
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trans-Methyl crotonate Property

Melting point:
-42°C
Boiling point:
118-120 °C (lit.)
Density 
0.944 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.423(lit.)
Flash point:
40 °F
storage temp. 
Flammables area
form 
Liquid
color 
Clear colorless
Odor
at 1.00 % in dipropylene glycol. sharp green fruity
Odor Type
green
Water Solubility 
IMMISCIBLE
Merck 
14,2597
BRN 
1720292
InChI
InChI=1S/C5H8O2/c1-3-4-5(6)7-2/h3-4H,1-2H3/b4-3+
InChIKey
MCVVUJPXSBQTRZ-ONEGZZNKSA-N
SMILES
C(OC)(=O)/C=C/C
LogP
1.316 (est)
CAS DataBase Reference
623-43-8(CAS DataBase Reference)
NIST Chemistry Reference
2-Butenoic acid, methyl ester, (E)-(623-43-8)
EPA Substance Registry System
Methyl trans-crotonate (623-43-8)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
16-26-36-9-33
RIDADR 
UN 3272 3/PG 2
WGK Germany 
2
RTECS 
GQ5710000
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29161980
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
139459
Product name
Methyl crotonate
Purity
98%
Packaging
5ml
Price
$31
Updated
2024/03/01
Sigma-Aldrich
Product number
139459
Product name
Methyl crotonate
Purity
98%
Packaging
100ml
Price
$83.9
Updated
2024/03/01
TCI Chemical
Product number
C0419
Product name
Methyl Crotonate
Purity
>98.0%(GC)
Packaging
25mL
Price
$21
Updated
2024/03/01
TCI Chemical
Product number
C0419
Product name
Methyl Crotonate
Purity
>98.0%(GC)
Packaging
100mL
Price
$43
Updated
2024/03/01
Alfa Aesar
Product number
A15363
Product name
Methyl crotonate, 98%
Packaging
100g
Price
$35.65
Updated
2024/03/01
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trans-Methyl crotonate Chemical Properties,Usage,Production

Synthesis

Trans-Methyl crotonate is obtained by esterification of crotonic acid and methanol. The reaction solution prepared by 800g of crotonic acid, 1L of methanol, 130g of sulfuric acid and 300ml of carbon tetrachloride was heated on a water bath, and carbon tetrachloride was recovered after dehydration and esterification to obtain a crude product of methyl crotonate. Then, the unreacted crotonic acid in the crude product is washed with water, washed with 5% sodium carbonate, and purified by vacuum distillation to obtain the finished product.

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

Methyl crotonate was used to investigate chemo selectivity in the reaction between methyl crotonate and benzyl amine catalyzed by lipase B from Candida Antarctica using solvent engineering. It was used as starting reagent during the total synthesis of phytotoxins solanapyrones D(1) and E(2).

Synthesis Reference(s)

Tetrahedron Letters, 14, p. 2967, 1973 DOI: 10.1016/S0040-4039(01)96294-X

General Description

Methyl crotonate undergoes vinylogous aldol reaction with enolizable aldehydes in the presence of aluminum tris(2,6-di-2-naphthylphenoxide).

trans-Methyl crotonate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from trans-Methyl crotonate manufacturers

Qingdao RENAS Polymer Material Co., Ltd.
Product
trans-Methyl crotonate(E) 623-43-8
Price
US $0.00/kg
Min. Order
20kg
Purity
99%
Supply Ability
20 tons
Release date
2024-09-24
Career Henan Chemical Co
Product
trans-Methyl crotonate 623-43-8
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-21

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