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Sigma-Aldrich

tert-Butyl α-bromoisobutyrate

≥98.0%

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Synonym(s):
tert-Butyl 2-bromo-2-methylpropionate
Linear Formula:
(CH3)2CBrCOOC(CH3)3
CAS Number:
23877-12-5
Molecular Weight:
223.11
Beilstein:
1905654
EC Number:
245-924-7
MDL number:
MFCD00051908
PubChem Substance ID:
57647651
NACRES:
NA.22

Quality Level

100

Assay

≥98.0%

refractive index

n20/D 1.436

density

1.196 g/mL at 20 °C (lit.)

SMILES string

CC(C)(C)OC(=O)C(C)(C)Br

InChI

1S/C8H15BrO2/c1-7(2,3)11-6(10)8(4,5)9/h1-5H3

InChI key

IGVNJALYNQVQIT-UHFFFAOYSA-N

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Application

tert-Butyl α-bromoisobutyrate was used as an initiator in the atom transfer radical polymerisation (ATRP) of 2-(acetoacetoxy)ethyl methacrylate (AEMA).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Theodora Krasia et al.
Chemical communications (Cambridge, England), (4)(4), 538-539 (2003-03-18)
Reversible addition-fragmentation chain transfer (RAFT) radical polymerisation enables to synthesise well-defined homopolymers and block copolymers based on 2-(acetoacetoxy)ethyl methacrylate, which are capable to strongly coordinate to metals and metal ions.
Shin-Nosuke Nishimura et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(60), 15050-15058 (2017-08-11)
Precisely incorporating a wide range of structural and functional multiblocks along a polymer backbone is a significant challenge in polymer chemistry and offers promising opportunities to design highly ordered materials, including controlled polymer folding. Herein, a facile and versatile strategy

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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