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Key Documents

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:
Molecular Weight:
181.03
Beilstein:
1209484
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (GC)

form

liquid

density

1.399 g/mL at 20 °C (lit.)

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

Signal Word

Warning

Hazard Statements

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)

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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

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

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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