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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/REAXYS Number:
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

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

120.2 °F - closed cup

flash_point_c

49 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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.

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