Methyl 2-bromo-2-methylpropionate

Methyl 2-bromo-2-methylpropionate
  • CAS No.:23426-63-3

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  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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Methyl 2-bromo-2-methylpropionate Basic information
Synthesis
Product Name:Methyl 2-bromo-2-methylpropionate
Synonyms:Methyl Alpha-Bromobutyrate;METHYL ALPHA-BROMOISOBUTYRATE;methyl a-bromobutyrate;METHYL A-BROMOISOBUTYRATE;METHYL 2-BROMOISOBUTYRATE;METHYL-2-BROMO-ISOBUTYRIC ACID;METHYL 2-BROMO-2-METHYLPROPIONATE;alpha-Bromoisobutyric acid methyl ester
CAS:23426-63-3
MF:C5H9BrO2
MW:181.03
EINECS:245-657-6
Product Categories:ATRP;ATRP Initiators;Building Blocks;C2 to C5;Carbonyl Compounds;Chemical Synthesis;Acids and Derivatives;Esters;Materials Science;Organic Building Blocks;Polymer Science;Reagents for Controlled Radical Polymerization;Reagents for Polymerization;bc0001
Mol File:23426-63-3.mol
Methyl 2-bromo-2-methylpropionate Chemical Properties
Boiling point 52 °C(Press: 19 Torr)
density 1.399 g/mL at 20 °C(lit.)
refractive index n20/D 1.451
Fp 49 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
BRN 1209484
InChIKeyPQUSVJVVRXWKDG-UHFFFAOYSA-N
CAS DataBase Reference23426-63-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 26-36
RIDADR UN 2929 6.1/PG 2
WGK Germany 3
F 19
HS Code 29159000
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl 2-bromo-2-methylpropionate Usage And Synthesis
SynthesisBromoisobutyric acid (4.17 g, 25 mmol) was dissolved in a solution of concentrated sulfuric acid (0.75 mL) and methanol (50 mL) and stirred under reflux for 2 h. The solution was then cooled to room temperature and concentrated under vacuum. The residue was dissolved in diethyl ether and washed with 10% aqueous sodium bicarbonate, washed with brine, dried under magnesium sulfate, and concentrated again under vacuum. A colorless oil was obtained (4.2 g, 23 mmol, 93% yield) 1H NMR (300 MHz, CDCl3) δ(ppm): 3.78 (s, 3H), 1.93 (s, 6H) 
UsesAtom Transfer Radical Polymerization (ATRP) initiator that will generate a polymer with a methyl end group
ApplicationMethyl 2-bromo-2-methylpropionate can be used as a free radical initiator to participate in polymerization reactions.
Synthesis Reference(s)The Journal of Organic Chemistry, 43, p. 3684, 1978 DOI: 10.1021/jo00413a009

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