252271
α-Bromoisobutyryl bromide
98%
Sinónimos:
2-Bromo-2-methylpropionyl bromide, BIBB
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Acerca de este artículo
Fórmula lineal:
(CH3)2CBrCOBr
Número CAS:
Peso molecular:
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
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Permítanos ayudarleInChI 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
Quality Level
bp
162-164 °C (lit.)
density
1.86 g/mL at 25 °C (lit.)
functional group
acyl bromide, bromo
Categorías relacionadas
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
Clase de almacenamiento
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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Ya'nan Deng et al.
Mikrochimica acta, 185(8), 370-370 (2018-07-11)
Poly(2-naphthyl acrylate) was first grafted onto silica-coated magnetic nanoparticles by surface-initiated atom transfer radical polymerization to prepare a reversed-phase magnetic adsorbent. The resulting polymer brush displays enhanced extraction efficiency by offering active sites on the surfaces of adsorbent. It was
2-Bromo-2-methylpropionyl Bromide
Winter CH
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
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
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).
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
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