Methyl 2-(bromomethyl)acrylate

Base Information

• Chemical Name: Methyl 2-(bromomethyl)acrylate
• CAS No.: 4224-69-5
• Molecular Formula: C5H7BrO2
• Molecular Weight: 179.013
• Hs Code.: 29161900
• European Community (EC) Number: 627-431-2
• DSSTox Substance ID: DTXSID4075243
• Nikkaji Number: J450.250G
• Wikidata: Q72488632
• ChEMBL ID: CHEMBL1255721
• Mol file: 4224-69-5.mol

Synonyms:Methyl 2-(bromomethyl)acrylate;4224-69-5;methyl 2-(bromomethyl)prop-2-enoate;2-(Bromomethyl)acrylic Acid Methyl Ester;Methyl 2-(bromomethyl)-2-propenoate;2-Propenoic acid, 2-(bromomethyl)-, methyl ester;Methyl alpha-(bromomethyl)acrylate;MFCD00011697;BRN 1852481;Acrylic acid, 2-(bromomethyl)-, methyl ester;2-BROMOMETHYL METHYL ACRYLATE;Methyl Bromomethyl Acrylate;methyl 2-bromomethylacrylate;methyl-2-bromomethylacrylate;Methyl2-(Bromomethyl)acrylate;SCHEMBL346377;CHEMBL1255721;DTXSID4075243;methyl 2-bromomethyl-2-propenoate;AKOS015918760;Methyl 2-(bromomethyl)acrylate, 97%;CS-W017298;GS-3844;2-Bromomethyl-acrylic acid methyl ester;BP-13204;SY009735;2-(bromomethyl)-acrylic acid methyl ester;AM20120603;FT-0635182;M2067;2-(bromomethyl)-2-propenoic acid methyl ester;EN300-142442;A825819;Z1255364717;Methyl 2-(bromomethyl)acrylate stabilized with 0.3% hydroquinone

Chemical Property of Methyl 2-(bromomethyl)acrylate

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Vapor Pressure: 0.641mmHg at 25°C
• Refractive Index: n20/D 1.490(lit.)
• Boiling Point: 187.1 °C at 760 mmHg
• Flash Point: 59.9 °C
• PSA: 26.30000
• Density: 1.459 g/cm³
• LogP: 1.11050
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 177.96294
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

98% ^*data from raw suppliers

Methyl 2-(bromomethyl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 26-36-37/39-36/37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(=C)CBr

Technology Process of Methyl 2-(bromomethyl)acrylate

There total 7 articles about Methyl 2-(bromomethyl)acrylate 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: 94.0%

methyl 3-bromo-2-(bromomethyl)propionate (22262-60-8) → methyl 2-(bromomethyl)propenoate (4224-69-5)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In tetrachloromethane; at 0 ℃; for 1h;

Reference yield: 89.0%

methyl 2-hydroxymethylacrylate (15484-46-5) → methyl 2-(bromomethyl)propenoate (4224-69-5)

Guidance literature:

With phosphorus tribromide; In diethyl ether; Inert atmosphere;

DOI:10.1016/j.tetasy.2013.02.011

Reference yield: 89.0%

dimethylsulfide (75-18-3) + methyl 2-hydroxymethylacrylate (15484-46-5) → methyl 2-(bromomethyl)propenoate (4224-69-5)

Guidance literature:

With N-Bromosuccinimide; sodium chloride; In diethyl ether; dichloromethane;

upstream raw materials:

methyl 3-bromo-2-(bromomethyl)propionate

methyl 2-hydroxymethylacrylate

dimethyl 2,2′-[oxybis(methylene)]diacrylate

methacrylic acid methyl ester

Downstream raw materials:

5-(4-Methyl-cyclohex-3-enyl)-2-methylene-5-oxo-pentanoic acid methyl ester

methyl α-methoxymethylacrylate

(2-(methoxycarbonyl)allyl)triphenylphosphonium bromide

dimethyl 2,5-dimethylenehexanedioate