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Merck

252271

α-Bromoisobutyryl bromide

98%

Synonym(s):

2-Bromo-2-methylpropionyl bromide, BIBB

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About This Item

Linear Formula:
(CH3)2CBrCOBr
CAS Number:
20769-85-1
Molecular Weight:
229.90
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24855196
EC Number:
244-017-3
Beilstein/REAXYS Number:
1746128
MDL number:
MFCD00000122

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Product Name

α-Bromoisobutyryl bromide, 98%

InChI key

YOCIJWAHRAJQFT-UHFFFAOYSA-N

InChI

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

SMILES string

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

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.)

functional group

acyl bromide
bromo

Quality Level

100

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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

General description

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9569
0000308606
SHBL0471
SHBG9238V
STBD8431V

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Sikai Chen et al.
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
Preparation and characterization of hyperbranched polymer grafted mesoporous silica nanoparticles via self-condensing atom transfer radical vinyl polymerization.
Li X, et al.
Polymer, 51(1), 92-99 (2010)
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)
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