414131

1-Bromopinacolone

≥97%

• Synonym(s): 1-Bromo-3,3-dimethyl-2-butanone, Bromomethyl tert-butyl ketone
• Linear Formula: (CH₃)₃CCOCH₂Br
• CAS Number: 5469-26-1
• Molecular Weight: 179.05
• Beilstein: 506485
• EC Number: 226-794-0
• MDL number: MFCD00000206
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865895
• NACRES: NA.22

Properties

• Assay: ≥97%
• form: liquid
• refractive index: n20/D 1.466 (lit.)
• bp: 188-194 °C (lit.)
• mp: −10 °C (lit.)
• density: 1.331 g/mL at 25 °C (lit.)
• storage temp.: −20°C
• SMILES string: CC(C)(C)C(=O)CBr
• InChI: 1S/C6H11BrO/c1-6(2,3)5(8)4-7/h4H2,1-3H3
• InChI key: SAIRZMWXVJEBMO-UHFFFAOYSA-N

Description

General description

1-Bromopinacolone is an α-bromoketone-aldehyde. Coupling of 1-bromopinacolone with various aldehyde electrophiles catalyzed by SmI₂ has been reported. It acts as reversible competitive inhibitor for acetylcholinesterase, during hydrolysis of acetylcholine.

Application

1-Bromopinacolone is the suitable reagent for the synthesis of a photolabile azido derivative of the kaurene oxidase inhibitor 1-(4- chlorophenyl)4,4-dimethyl-2-(1,2,4-triazol-1-yl) pentan-3-ol (paclobutrazol). It may be used as reagent in the synthesis of 2-t-butyl-6-benzoylimidazo[1,2-b]pyridazine.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 167.0 °F - closed cup
• Flash Point(C): 75 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves