METHYL ALPHA-BROMOACRYLATE 95

Base Information

• Chemical Name: METHYL ALPHA-BROMOACRYLATE 95
• CAS No.: 4519-46-4
• Molecular Formula: C4H5BrO2
• Molecular Weight: 164.986
• Hs Code.: 2916190090
• Mol file: 4519-46-4.mol

Synonyms:methyl 2-bromoacrylate;methyl 2-bromopropenoate;2-Brom-acrylsaeure-methylester;2-Propenoic acid,2-bromo-,methyl ester;2-bromo-acrylic acid methyl ester;Methyl |A-bromoacrylate;Methyl-(2-brom-acrylat);Methylalpha-bromoacrylate;monobromo methyl acrylate;

Chemical Property of METHYL ALPHA-BROMOACRYLATE 95

Chemical Property:

• Vapor Pressure: 2.88mmHg at 25°C
• Boiling Point: 139.7°Cat760mmHg
• Flash Point: 38.3°C
• PSA: 26.30000
• Density: 1.554g/cm³
• LogP: 1.06800
• Storage Temp.: ?20°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl2-Bromoacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of METHYL ALPHA-BROMOACRYLATE 95

There total 4 articles about METHYL ALPHA-BROMOACRYLATE 95 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

(5S,6S)-6-Bromo-1,6-diaza-bicyclo[3.1.0]hexane-5-carboxylic acid methyl ester (108332-89-4,113085-28-2) → ethene (74-85-1) + methyl 2-bromoacrylate (4519-46-4)

Guidance literature:

In dichloromethane; at 80 ℃; for 10h;

DOI:10.1007/BF00953418

Reference yield: 23.3%

methyl α-bromo-α-fluoropropionate → methyl 2-bromoacrylate (4519-46-4) + 2-bromo-2-fluoropropionic acid (132629-22-2)

Guidance literature:

With hydrogen fluoride; antimonypentachloride; at 40 - 80 ℃; for 6h; under 750.075 Torr;

Reference yield:

exo-6-Bromo-5-carbomethoxy-1,6-diazabicyclo<3.1.0>hexane (108332-89-4,113085-28-2) → ethene (74-85-1) + methyl 2-bromoacrylate (4519-46-4)

Guidance literature:

In chloroform-d1; at 60 ℃; for 6h; Product distribution;

DOI:10.1007/BF00473481

upstream raw materials:

exo-6-Bromo-5-carbomethoxy-1,6-diazabicyclo<3.1.0>hexane

(5S,6S)-6-Bromo-1,6-diaza-bicyclo[3.1.0]hexane-5-carboxylic acid methyl ester

Downstream raw materials:

2,3-dianilino-propionic acid

N-benzyl-2-bromo-β-alanine methyl ester; hydrobromide

1-bromo-2,2-diphenylcyclopropanecarboxylic acid

2-(1-Hydroxy-cyclohex-2-enyl)-acrylic acid methyl ester

Refernces

• 1、 Shustov, G. V.,Denisenko, S. N.,Shibaev, A. Yu.,Puzanov, Yu. V.,Mal'donado, I. K. A. Romero,Kostyanovskii, R. G.. "GEMINAL SYSTEMS. 40. REARRANGEMENT OF THE CYCLOPROPYL-ALLYLIC TYPE IN THE THERMOLYSIS OF BICYCLIC N-HALODIAZIRIDINES". . p. 2123 - 2127. Retrieved 2007/10/02.