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:
Molecular Weight:
229.90
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
244-017-3
Beilstein/REAXYS Number:
1746128
MDL number:
Assay:
98%
Form:
liquid
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
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
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
signalword
Danger
hcodes
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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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
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
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