2-bromo-2-methylpropanoyl bromide

• ChemBase ID: 146413
• Molecular Formular: C4H6Br2O
• Molecular Mass: 229.89784
• Monoisotopic Mass: 227.87853881
• SMILES: CC(C)(C(=O)Br)Br
• Canonical SMILES: BrC(=O)C(Br)(C)C
• InChI: InChI=1S/C4H6Br2O/c1-4(2,6)3(5)7/h1-2H3
• InChIKey: YOCIJWAHRAJQFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-2-methylpropanoyl bromide
• IUPAC Traditional name: 2-bromo-2-methylpropanoyl bromide
• Synonyms: BIBB; 2-Bromo-2-methylpropionyl bromide; α-Bromoisobutyryl bromide; 2-Bromoisobutyryl bromide; 2-溴-2-甲基丙酰溴; α-溴异丁酰溴; 2-溴-2-甲基丙酰溴

Database IDs

• CAS Number: 20769-85-1
• EC Number: 244-017-3
• MDL Number: MFCD00000122
• Beilstein Number: 1746128
• PubChem SID: 24850483; 162240610; 24855196
• PubChem CID: 88685

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.1844058
• LogD (pH = 7.4): 2.1844058
• Log P: 2.1844058
• Molar Refractivity: 36.045 cm^3
• Polarizability: 14.220291 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 160-162°C; 162-164 °C(lit.)
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.86 g/mL at 20 °C; 1.86 g/mL at 25 °C(lit.); 1.860
• Refractive Index: 1.5095; n20/D 1.507; n20/D 1.507(lit.)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 14-34; 22-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2

Product Information

• Purity: ≥97.0% (GC); 97%; 98%
• Grade: technical
• Linear Formula: (CH3)2CBrCOBr

DETAILS

Sigma Aldrich - 252271

Application
Used to form an N-protected halodienamide which provided four- and five-membered lactams in the presence of copper(I) and a tertiary amine.1Atom Transfer Radical Polymerization (ATRP) initiator commonly used to functionalize alcohols or oxidized surfaces.
Packaging
100, 500 g in glass bottle