252271

α-Bromoisobutyryl bromide

98%

• Synonym(s): 2-Bromo-2-methylpropionyl bromide, BIBB
• Linear Formula: (CH₃)₂CBrCOBr
• CAS Number: 20769-85-1
• Molecular Weight: 229.90
• Beilstein: 1746128
• EC Number: 244-017-3
• MDL number: MFCD00000122
• UNSPSC Code: 12352100
• PubChem Substance ID: 24855196
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

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

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Eye Dam. 1 - Skin Corr. 1B
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): >230.0 °F
• Flash Point(C): > 110 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves