Methyl alpha-bromophenylacetate

Base Information

• Chemical Name: Methyl alpha-bromophenylacetate
• CAS No.: 3042-81-7
• Molecular Formula: C₉H₉BrO₂
• Molecular Weight: 229.073
• Hs Code.: 29163990
• European Community (EC) Number: 608-480-9
• NSC Number: 243708
• DSSTox Substance ID: DTXSID501268424
• Nikkaji Number: J104.744B
• Mol file: 3042-81-7.mol

Synonyms:Methyl alpha-bromophenylacetate;3042-81-7;methyl 2-bromo-2-phenylacetate;Methyl Bromo(phenyl)acetate;Methyl bromophenylacetate;Methylalpha-bromophenylacetate;37167-62-7;Methyl .alpha.-bromophenylacetate;Benzeneacetic acid, alpha-bromo-, methyl ester;MFCD00013535;Methyl .alpha.-bromobenzeneacetate;Benzeneacetic acid, .alpha.-bromo-, methyl ester;(+/-)-methyl alpha-bromophenylacetate;Acetic acid, bromophenyl-, methyl ester;alpha-Bromophenylacetic Acid Methyl Ester;Methyl .alpha.-bromo-.alpha.-phenylacetate;BENZENEACETIC ACID, A-BROMO-, METHYL ESTER;Benzeneacetic acid, a-bromo-, methyl ester, (A+/-)-;(R)-METHYL 2-BROMO-2-PHENYLACETATE;Methyl bromophenyl acetate;methyl a-bromophenylacetate;Methyl Bromo-Phenylacetate;SCHEMBL68152;methyl-alpha-bromophenylacetate;methyl 2-phenyl-2-bromoacetate;methyl alpha-bromophenyl-acetate;Phenyl-bromessigsaure-methylester;bromophenylacetic acid methyl ester;DTXSID501268424;37167-63-8;CS-M0641;bromo-phenyl-acetic acid methyl ester;NSC243708;Methyl alpha-bromo-alpha-phenylacetate;Methyl alpha-bromophenylacetate, 97%;(RS) Methyl 2-bromo-2-phenylacetate;AKOS005206777;AB70356;NSC 243708;NSC-243708;s12168;NS-02930;alpha-Bromo-benzeneacetic acid methyl ester;alpha-bromo-phenyl-acetic acid methyl ester;FT-0628699;FT-0628853;M2038;racemic a-bromophenylacetic acid methyl ester;EN300-75320;A18605;racemic alpha-bromophenylacetic acid methyl ester;J-017953;ACETICACID1,6,6-TRIACETOXY-HEXA-2,4-DIYNYLESTER

Chemical Property of Methyl alpha-bromophenylacetate

Chemical Property:

• Vapor Pressure: 0.00579mmHg at 25°C
• Refractive Index: n20/D 1.554
• Boiling Point: 273.277 °C at 760 mmHg
• Flash Point: 105.443 °C
• PSA: 26.30000
• Density: 1.467 g/cm³
• LogP: 2.29560
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.97859
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

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

Methyl α-bromophenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 36/37/38-34
• Safety Statements: 26-36/39-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C(C1=CC=CC=C1)Br
• Uses: Methyl α-bromophenylacetate may be used as initiator during ESR study of atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and ethylene glycol dimethacrylate (EGDMA). It may be used as reagent in the homopolymerization of MMA in supercritical carbon dioxide.

Technology Process of Methyl alpha-bromophenylacetate

There total 48 articles about Methyl alpha-bromophenylacetate 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: 96.0%

methanol (67-56-1) + 2-bromophenylacetic acid (4870-65-9,31302-84-8) → bromo-phenyl-acetic acid methyl ester (37167-62-7,3042-81-7,61139-20-6)

Guidance literature:

With sulfuric acid; for 1h; Reflux;

DOI:10.1021/acs.macromol.0c01697

Reference yield: 93.27%

methanol (67-56-1) + phenylacetic acid (103-82-2) → bromo-phenyl-acetic acid methyl ester (37167-62-7,3042-81-7,61139-20-6)

Guidance literature:

phenylacetic acid; With thionyl chloride; at 35 - 40 ℃; for 4.5h;

With bromine; iodine; at 85 - 90 ℃; for 6.5h;

methanol; at 60 ℃; for 1h;

DOI:10.1016/j.bioorg.2019.102930

Reference yield: 90.0%

benzeneacetic acid methyl ester (101-41-7) → bromo-phenyl-acetic acid methyl ester (37167-62-7,3042-81-7,61139-20-6)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In chloroform; Reflux;

DOI:10.1016/j.bmcl.2014.10.031

upstream raw materials:

methanol

bromo(phenyl)acetyl chloride

phenylacetic acid

1,1-dimethoxy-2-phenylethene

Downstream raw materials:

(2,5-dimethyl-4-oxo-piperidino)-phenyl-acetic acid methyl ester

(2-methoxycarbonyl-ethylsulfanyl)-phenyl-acetic acid methyl ester

4-methyl-3-phenylmorpholin-2-one

(Ξ)-((1R)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-phenyl-acetic acid methyl ester

Refernces

• 1、 -. "NEGATIVE ALLOSTERIC MODULATION OF GLUN3-CONTAINING N-METHYL-D-ASPARTATE RECEPTORS". Page/Page column 65. . Retrieved 2021/08/06.
• 2、 -. "MALIC ENZYME INHIBITORS". Page/Page column 119. . Retrieved 2021/04/23.