METHYL ALPHA-BROMOACRYLATE 95

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Products Intro: Product Name:METHYL ALPHA-BROMOACRYLATE 95
CAS:4519-46-4
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CAS:4519-46-4
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METHYL ALPHA-BROMOACRYLATE 95 manufacturers

METHYL ALPHA-BROMOACRYLATE 95 Basic information
Product Name:METHYL ALPHA-BROMOACRYLATE 95
Synonyms: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
CAS:4519-46-4
MF:C4H5BrO2
MW:164.99
EINECS:200-258-5
Product Categories:AcrylateCarbonyl Compounds;Acrylic Monomers;C2 to C5;Esters;Monomers
Mol File:4519-46-4.mol
METHYL ALPHA-BROMOACRYLATE  95 Structure
METHYL ALPHA-BROMOACRYLATE 95 Chemical Properties
Boiling point 70-75 °C48 mm Hg(lit.)
density 1.556 g/mL at 25 °C(lit.)
Fp 134 °F
storage temp. -20°C
AppearanceColorless to light yellow Liquid
InChIInChI=1S/C4H5BrO2/c1-3(5)4(6)7-2/h1H2,2H3
InChIKeyHVJXPDPGPORYKY-UHFFFAOYSA-N
SMILESC(OC)(=O)C(Br)=C
CAS DataBase Reference4519-46-4
Safety Information
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
Storage Class3 - Flammable liquids
Hazard ClassificationsEye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
MSDS Information
METHYL ALPHA-BROMOACRYLATE 95 Usage And Synthesis
UsesMethyl 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
acrylic acid methyl ester

292638-85-8

METHYL ALPHA-BROMOACRYLATE  95

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 materialsacrylic acid methyl ester-->Dichloromethane
Tag:METHYL ALPHA-BROMOACRYLATE 95(4519-46-4) Related Product Information
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