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Sigma-Aldrich

Methyl α-bromoisobutyrate

≥99.0% (GC)

Synonym(s):

Methyl 2-bromo-2-methylpropionate

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About This Item

Linear Formula:
(CH3)2CBrCOOCH3
CAS Number:
23426-63-3
Molecular Weight:
181.03
Beilstein:
1209484
EC Number:
245-657-6
MDL number:
MFCD00017854
UNSPSC Code:
12352100
PubChem Substance ID:
57647652
NACRES:
NA.22

Quality Level

100

Assay

≥99.0% (GC)

form

liquid

density

1.399 g/mL at 20 °C (lit.)

functional group

bromo
ester

SMILES string

COC(=O)C(C)(C)Br

InChI

1S/C5H9BrO2/c1-5(2,6)4(7)8-3/h1-3H3

InChI key

PQUSVJVVRXWKDG-UHFFFAOYSA-N

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Application

Atom Transfer Radical Polymerization (ATRP) initiator that will generate a polymer with a methyl end group
Methyl α-bromoisobutyrate was used in Reformatsky reaction to prepare 1,4-disubstituted 3,3-dimethylazetidin-2-ones.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

120.2 °F - closed cup

Flash Point(C)

49 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBC3017
BCBC3017V
BCBB4156
1117273
343742/1

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Reformatsky reaction of methyl ?-bromoisobutyrate with Schiff bases derived from salicylaldehyde and 2-hydroxynaphthalene-1-carbaldehyde.
Russ. J. Org. Chem., 40(6), 834-836 (2004)

Articles

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands

We presents an article about Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands, and the emergence of living radical polymerization mediated by transition metal catalysts in 1995, which was a seminal piece of work in the field of synthetic polymer chemistry.

Protocols

Typical Procedures for Polymerizing via ATRP

Sigma-Aldrich presents an article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

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