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17457

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

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
343742/1
1117273

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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)

Protocols

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

Polymerizing via ATRP

Polymerization via ATRP procedures demonstrated by Prof. Dave Haddleton's research group at the University of Warwick.

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