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252271 Sigma-Aldrich

α-Bromoisobutyryl bromide

98%

Synonym: 2-Bromo-2-methylpropionyl bromide, BIBB

  • CAS Number 20769-85-1

  • Linear Formula (CH3)2CBrCOBr

  • Molecular Weight 229.90

  •  Beilstein/REAXYS Number 1746128

  •  EC Number 244-017-3

  •  MDL number MFCD00000122

  •  PubChem Substance ID 24855196

  •  NACRES NA.22

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Properties

Related Categories ATRP, ATRP Initiators, Acid Halides, Building Blocks, Carbonyl Compounds,
assay   98%
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

Description

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

Packaging

100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
RIDADR 
UN 3265 8 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
230.0 °F
Flash Point(C) 
> 110 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

ARGET ATRP: Procedure for PMMA Polymer Brush Growth

Surface preparation before polymer brush growth consists of two steps: surface cleaning and initiator monolayer deposition.
Keywords: Deposition, Nucleic acid annealing, Polymerization reactions, Solvents

Applying ARGET ATRP to the Growth of Polymer Brush Thin Films by Surface-initiated Polymerization

In 2006, Matyjaszewski and co-workers first described controlled radical polymerization by Activators ReGenerated by Electron Transfer Atom Transfer Radical Polymerization (ARGET ATRP),1-3 a developm...
Keywords: Antimicrobials, Ligands, Nanotubes, Oxidations, Polymerization reactions, Radical polymerization, Reductions, Reversible addition-fragmentation chain transfer polymerizations, Solution polymerization, Solvents

Copper(I)-mediated Living Radical Polymerization in the Presence of Pyridylmethanimine Ligands

Emergence of living radical polymerization mediated by transition metal catalysts in 1995 was a seminal piece of work in the field of synthetic polymer chemistry.1-3 Since this date, many transition ...
Keywords: Catalysis, Condensations, Evaporation, Filtration, Ligands, Oxidations, Polymer science, Polymerization reactions, Precipitation, Purification, Radical polymerization, Reductions, Solvents

Typical Procedures for Polymerizing via ATRP

The following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.
Keywords: Gas chromatography, Ligands, Nuclear magnetic resonance spectroscopy, Polymerization reactions, Size-exclusion chromatography, Solvents

Peer-Reviewed Papers
15

References

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