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252271

Sigma-Aldrich

α-Bromoisobutyryl bromide

98%

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Synonym(s):
2-Bromo-2-methylpropionyl bromide, BIBB
Linear Formula:
(CH3)2CBrCOBr
CAS Number:
Molecular Weight:
229.90
Beilstein/REAXYS Number:
1746128
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.507 (lit.)

bp

162-164 °C (lit.)

density

1.86 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C4H6Br2O/c1-4(2,6)3(5)7/h1-2H3

InChI key

YOCIJWAHRAJQFT-UHFFFAOYSA-N

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1 of 4

This Item
E14403274372249904
vibrant-m

252271

α-Bromoisobutyryl bromide

vibrant-m

E14403

Ethyl α-bromoisobutyrate

vibrant-m

274372

3,3-Dimethylallyl bromide

vibrant-m

249904

3,3-Dimethylallyl bromide

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

refractive index

n20/D 1.507 (lit.)

refractive index

n20/D 1.444 (lit.)

refractive index

n20/D 1.489 (lit.)

refractive index

n20/D 1.489 (lit.)

form

liquid

form

liquid

form

-

form

liquid

bp

162-164 °C (lit.)

bp

65-67 °C/11 mmHg (lit.)

bp

82-83 °C/150 mmHg (lit.)

bp

82-83 °C/150 mmHg (lit.)

density

1.86 g/mL at 25 °C (lit.)

density

1.329 g/mL at 25 °C (lit.)

density

1.29 g/mL at 20 °C (lit.)

density

1.29 g/mL at 20 °C (lit.)

General description

BIBB is an important reagent in the synthesis of amides, macrocyclic amides, ketenes, and alkynic ketones.

Application

α-Bromoisobutyryl bromide has been used:
  • as atom transfer radical polymerization (ATRP) initiator for functionalization of hydroxyl groups present on the surface of graphene oxide
  • to form an N-protected halodienamide which provided four- and five-membered lactams in the presence of copper (I) and a tertiary amine
  • in preparation of polycaprolactone macroinitiator via reaction with oligomeric caprolactone diol and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F

flash_point_c

> 110 °C

ppe

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


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Sun Hwa Lee et al.
Macromolecular rapid communications, 31(3), 281-288 (2010-02-02)
A method for growing polymers directly from the surface of graphene oxide is demonstrated. The technique involves the covalent attachment of an initiator followed by the polymerization of styrene, methyl methacrylate, or butyl acrylate using atom transfer radical polymerization (ATRP).
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International journal of biological macromolecules, 153, 364-372 (2020-02-29)
Poultry chicken feather keratin was extracted and then modified for the fabrication of keratin-graft-PNIPAM copolymers. The keratin was well extracted from feather fiber and powdered. Subsequently, it underwent the surficial functionalization process with initiator groups. After the study conducted full
Sarah Atzet et al.
Biomacromolecules, 9(12), 3370-3377 (2008-12-09)
Biodegradable poly(2-hydroxyethyl methacrylate)(pHEMA) hydrogels for engineered tissue constructs were developed by the use of atom transfer radical polymerization (ATRP), a degradable cross-linker, and a macroinitiator. Hydrogels are appropriate materials for tissue engineering scaffolds because of their tissue-like mechanical compliance and
Andrew J Clark et al.
The Journal of organic chemistry, 72(15), 5923-5926 (2007-07-03)
Reaction of 2-substituted dienamides with catalytic amounts of copper halide/tripyridylamine (TPA) furnishes either 5-exo or 6-endo products with the outcome dependent upon the radical initiating unit. Reaction of 3-substituted dienamides produces beta-lactams via a 4-exo cyclization with termination of the
2-Bromo-2-methylpropionyl Bromide
Winter CH
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)

Protocols

We presents an article about ARGET ATRP, and its procedure for PMMA polymer brush growth. Surface preparation before polymer brush growth consists of two steps: surface cleaning and initiator monolayer deposition.

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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