27428-59-7

Basic information

• Product Name: 4-BROMO-2'-METHYLBENZOPHENONE
• Synonyms: 4-BROMO-2'-METHYLBENZOPHENONE;UKRORGSYN-BB BBV-5118791
• CAS NO: 27428-59-7
• Molecular Formula: C₁₄H₁₁BrO
• Molecular Weight: 275.15
• Mol File: 27428-59-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 338.2°C at 760 mmHg
• Flash Point: 52.6°C
• Appearance: /
• Density: 1.375g/cm³
• Vapor Pressure: 9.95E-05mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: 4-BROMO-2'-METHYLBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2'-METHYLBENZOPHENONE(27428-59-7)
• EPA Substance Registry System: 4-BROMO-2'-METHYLBENZOPHENONE(27428-59-7)

Safety Data

• Hazardous Substances Data: 27428-59-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11BrO/c1-10-4-2-3-5-13(10)14(16)11-6-8-12(15)9-7-11/h2-9H,1H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 529-20-4 2-methylphenyl aldehyde 
• 586-75-4 4-chlorobenzoyl chloride 
• 95-46-5 2-methylphenyl bromide 
• 53305-33-2 4-bromobenzoic acid 2-hydroxyethyl ester 
• 1122-91-4 4-bromo-benzaldehyde 
• 201230-82-2 carbon monoxide 
• 16419-60-6 2-Methylphenylboronic acid 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 

Downstream Products

• 1395410-71-5 (2-methylphenyl)(4-(2-methylphenylamino)phenyl)methanone 

Relevant articles and documents

Chiral electron-rich PNP ligand with a phospholane motif: Structural features and application in asymmetric hydrogenation

Despite the remarkable reactivity that was achieved by a series of transition-metal catalysts with a PNP type ligand, the electron-rich chiral PNP ligands have still been rarely reported because of the difficulties in synthesis and the nature of air-sensitivity. Herein, we report a novel chiral PNP ligand (Heng-PNP) with both a rigid backbone and a bulky tert-butyl group on the phospholane motif. We successfully obtained its divalent iron complex. The chiral environment of its Ir(III) complex was also discussed with quadrant analysis. This tridentate ligand was applied in iridium-catalyzed asymmetric hydrogenation of challenging diaryl ketones: up to 98% ee and 500 TON are achieved. Computational study showed that the twist of conjugate aryl group in the substrate (induced by the special chiral pocket of Ir/Heng-PNP complex) leads to the energy difference in the enantiodetermining step.

Light-Driven Enantioselective Organocatalytic β-Benzylation of Enals

A photochemical organocatalytic strategy for the direct enantioselective β-benzylation of α,β-unsaturated aldehydes is reported. The chemistry capitalizes upon the light-triggered enolization of 2-alkyl-benzophenones to afford hydroxy-o-quinodinomethanes. These fleeting intermediates are stereoselectively intercepted by chiral iminium ions, transiently formed upon condensation of a secondary amine catalyst with enals. Density functional theory (DFT) studies provided an explanation for why the reaction proceeds through an unconventional Michael-type addition manifold, instead of a classical cycloaddition mechanism and subsequent ring-opening.

Palladium-imidazolium-catalyzed carbonylative coupling of aryl diazonium ions and aryl boronic acids

Palladium(II) acetate and N,N-bis-(2,6-diisopropylphenyl)dihydroimidazolium chloride (2 mol%) were used to catalyze the carbonylative coupling of aryl diazonium tetrafluoroborate salts and aryl boronic acids to form aryl ketones. Optimal conditions includ