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
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
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.
N-Bromosuccinimide Price
- Product number
- 588466
- Product name
- Methyl α-bromoacrylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $237.5
- Updated
- 2025/07/31
- Product number
- M219780
- Product name
- Methyl2-Bromoacrylate
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- HCH0098802
- Product name
- METHYL ALPHA-BROMOACRYLATE
- Purity
- 98.00%
- Packaging
- 1G
- Price
- $937.46
- Updated
- 2021/12/16
- Product number
- A817668
- Product name
- Methyl2-bromoacrylate
- Purity
- 98%(stabilizedwithMEHQ)
- Packaging
- 250mg
- Price
- $37
- Updated
- 2021/12/16
- Product number
- A817668
- Product name
- Methyl2-bromoacrylate
- Purity
- 98%(stabilizedwithMEHQ)
- Packaging
- 1g
- Price
- $92
- Updated
- 2021/12/16
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
- 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
- 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
- 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