ChemicalBook > CAS DataBase List > METHYL ALPHA-BROMOACRYLATE 95

METHYL ALPHA-BROMOACRYLATE 95

Product Name
METHYL ALPHA-BROMOACRYLATE 95
CAS No.
4519-46-4
Chemical Name
METHYL ALPHA-BROMOACRYLATE 95
Synonyms
methyl α-bromoacrylate;Methyl α-bromoacrylate;Methyl 2-bromoprop-2-enoate;METHYL ALPHA-BROMOACRYLATE 95;Methyl alpha-bromoacrylate 95%;2-Bromopropenoic acid methyl ester;Methyl α-bromoacrylate, CAS 4519-46-4;2-Propenoic acid, 2-broMo-, Methyl ester
CBNumber
CB1505148
Molecular Formula
C4H5BrO2
Formula Weight
164.99
MOL File
4519-46-4.mol
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METHYL ALPHA-BROMOACRYLATE 95 Property

Boiling point:
70-75 °C48 mm Hg(lit.)
Density 
1.556 g/mL at 25 °C(lit.)
Flash point:
134 °F
storage temp. 
-20°C
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C4H5BrO2/c1-3(5)4(6)7-2/h1H2,2H3
InChIKey
HVJXPDPGPORYKY-UHFFFAOYSA-N
SMILES
C(OC)(=O)C(Br)=C
CAS DataBase Reference
4519-46-4
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
HazardClass 
3
PackingGroup 
HS Code 
2916199590
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
588466
Product name
Methyl α-bromoacrylate
Purity
95%
Packaging
1g
Price
$237.5
Updated
2025/07/31
TRC
Product number
M219780
Product name
Methyl2-Bromoacrylate
Packaging
100mg
Price
$60
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0098802
Product name
METHYL ALPHA-BROMOACRYLATE
Purity
98.00%
Packaging
1G
Price
$937.46
Updated
2021/12/16
Ambeed
Product number
A817668
Product name
Methyl2-bromoacrylate
Purity
98%(stabilizedwithMEHQ)
Packaging
25g
Price
$950
Updated
2021/12/16
Ambeed
Product number
A817668
Product name
Methyl2-bromoacrylate
Purity
98%(stabilizedwithMEHQ)
Packaging
250mg
Price
$37
Updated
2021/12/16
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METHYL ALPHA-BROMOACRYLATE 95 Chemical Properties,Usage,Production

Uses

Methyl α-bromoacrylate can undergo radical copolymerization with vinyl triacetoxysilane (VTAS) in the presence of azobisisobutyronitrile as the initiator. Dibromocyclopropanation of methyl α-bromoacrylate can yield methyl 1,1,2-tribromocyclopropanecarboxylate. It may be reduced with zinc dust and deuterium oxide to synthesize. Methyl acrylate-α-d with a high isotopic purity. These may undergo conjugate addition with methoxide, thiolates, oxime anions, hydrazones and EtZnCl to afford ester enolates.

Synthesis

292638-85-8

4519-46-4

Example-1 Preparation of α-bromo methyl acrylate: methyl acrylate (100 g) was mixed with dichloromethane (300 mL) and cooled to 0-5°C. Bromine (60 mL) was slowly added dropwise at 0-5°C and the dropwise process lasted for 1 hour. After completion of the reaction, the reaction mixture was stirred at 25-30 °C for 4-5 hours. Subsequently, 10% NaHCO3 solution (100 mL) was added, stirred for 30 minutes and left to stratify. Sodium carbonate (250 g) and triethylamine (160 mL) were added to the dichloromethane layer and stirred at 25-30 °C for 1 hour. The mixture was kept at the same temperature for 2 hours and then filtered. To the filtrate, 20% HCl solution (100 mL) was added, stirred for 30 minutes and left to stratify. The organic layer was washed with 20% HCl solution (100 mL). Finally, the solvent was removed by distillation under reduced pressure at less than 30 °C to give α-bromoacrylic acid methyl ester. Yield: 140 g.

References

[1] Journal of Organic Chemistry, 2004, vol. 69, # 24, p. 8561 - 8563
[2] Patent: WO2012/25936, 2012, A2. Location in patent: Page/Page column 8-9
[3] Patent: US2013/184469, 2013, A1. Location in patent: Paragraph 0027
[4] Patent: US2016/287726, 2016, A1. Location in patent: Paragraph 0079; 0080

METHYL ALPHA-BROMOACRYLATE 95 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from METHYL ALPHA-BROMOACRYLATE 95 manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
Methyl 2-bromoacrylate 4519-46-4
Price
US $22.00-88.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20kg
Release date
2025-06-25
Shaanxi Dideu Medichem Co. Ltd
Product
METHYL ALPHA-BROMOACRYLATE 95 4519-46-4
Price
US $25.00-11.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2024-08-12
Career Henan Chemical Co
Product
Methyl 2-bromoacrylate 4519-46-4
Price
US $1.00/g
Min. Order
1g
Purity
95--99%
Supply Ability
1ton
Release date
2020-01-09

4519-46-4, METHYL ALPHA-BROMOACRYLATE 95Related Search:


  • methyl α-bromoacrylate
  • 2-Bromopropenoic acid methyl ester
  • Methyl 2-bromoprop-2-enoate
  • 2-Propenoic acid, 2-broMo-, Methyl ester
  • Methyl alpha-bromoacrylate 95%
  • METHYL ALPHA-BROMOACRYLATE 95
  • Methyl α-bromoacrylate, CAS 4519-46-4
  • Methyl α-bromoacrylate
  • 4519-46-4
  • AcrylateCarbonyl Compounds
  • Acrylic Monomers
  • C2 to C5
  • Esters
  • Monomers