30263-65-1

Basic information

• Product Name: 1,1-DIBROMOPINACOLONE
• Synonyms: 1,1-dibromo-3,3-dimethyl-2-butanon;dibromopinacolin;1,1-DIBROMO-3,3-DIMETHYLBUTAN-2-ONE;1,1-DIBROMOPINACOLONE;1,1-Dibromo-3,3-dimethyl-2-butanone;4,4-Dibromopinacolin
• CAS NO: 30263-65-1
• Molecular Formula: C₆H₁₀Br₂O
• Molecular Weight: 257.95
• Mol File: 30263-65-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 71-73°C
• Boiling Point: 96-97°C 12mm
• Flash Point: 96-97°C/12mm
• Appearance: /
• Density: 1.702g/cm³
• Vapor Pressure: 0.0773mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: 1,1-DIBROMOPINACOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DIBROMOPINACOLONE(30263-65-1)
• EPA Substance Registry System: 1,1-DIBROMOPINACOLONE(30263-65-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 30263-65-1(Hazardous Substances Data)

Usage

General Description

1,1-Dibromopinacolone is a chemical compound with the molecular formula C10H16Br2O. It is a highly reactive brominated ketone, derived from pinacolone. 1,1-DIBROMOPINACOLONE is used as a reagent in organic synthesis, particularly in the preparation of complex organic molecules. 1,1-Dibromopinacolone is known for its ability to undergo various reactions, including nucleophilic substitution and elimination reactions. It is also used as an intermediate in the production of pharmaceuticals and agrochemicals. Due to its potential reactivity and toxicity, 1,1-Dibromopinacolone should be handled with care and under appropriate safety precautions.

InChI:InChI=1/C6H10Br2O/c1-6(2,3)4(9)5(7)8/h5H,1-3H3

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 7789-69-7 phosphorus pentabromide 

Downstream Products

• 4026-20-4 2-hydroxy-3,3-dimethylbutanoic acid 
• 41564-62-9 (E)-1-(4-chlorophenyl)-4,4-dimethylpent-1-en-3-one 
• 538-44-3 (E)-benzylidenepinacolone 
• 80228-22-4 (E)-2-benzylidene-3,3-dimethylbutanoic acid 
• 538-44-3 4,4-dimethyl-1-phenyl-1-penten-3-one 
• 60843-66-5 2,2-dimethyl-1-(3-phenyloxiran-2-yl)propan-1-one 
• 104911-35-5 1-(3,3-dimethyl-1-butynyl) benzoate 
• 5469-26-1 1-Bromopinacolon 
• 22146-57-2 (2R)-3,3-Dimethyl-2-hydroxybutyric acid 
• 21641-92-9 (S)-2-hydroxy-3,3-dimethylbutanoic acid 
• 937-02-0 3-Amino-5-t-butyl-1,2,4-triazine 
• 98991-64-1 ((C₆H₅)3P)2BrPdCHBrCOC₄H₉ 
• 99094-65-2 ((C₆H₅)3P)2BrPdCHBrCOC₄H₉ 

Relevant articles and documents

Asymmetric hydrogenation of tert-alkyl ketones

A combined system of RuCl2(tolbinap)(pica) and an alkaline or organic phosphazene base catalyzes asymmetric hydrogenation of sterically congested tert-alkyl ketones (TolBINAP = 2,2-bis(di-4-tolylphosphino)-1,1-binaphthyl, PICA = α-picolylamine). Hydrogenation with RuH(η1-BH4)(tolbinap)(pica) does not require any strong base. Alcoholic solvents strongly affect the catalytic efficiency. The reaction proceeds smoothly in ethanol under 1-20 atm of H2 and at room temperature with a substrate to catalyst molar ratio of up to 100000. Various aliphatic, aromatic, heteroaromatic, and olefinic tert-alkyl ketones are convertible to the corresponding chiral carbinols in high enantiomeric purity. Olefinic and heteroaromatic functions are left intact. Certain cyclic ketones are also usable. The mode of enantioface selection is consistent and predictable. Copyright