96855-38-8

Basic information

• Product Name: Benzenemethanol, 4-bromo-a-(bromomethyl)-, (R)-
• CAS NO: 96855-38-8
• Molecular Formula: C8H8Br2O
• Molecular Weight: 279.959
• Mol File: 96855-38-8.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 4-bromo-a-(bromomethyl)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-bromo-a-(bromomethyl)-, (R)-(96855-38-8)
• EPA Substance Registry System: Benzenemethanol, 4-bromo-a-(bromomethyl)-, (R)-(96855-38-8)

Safety Data

• Hazardous Substances Data: 96855-38-8(Hazardous Substances Data)

Upstream product

• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 
• 99-73-0 para-bromophenacyl bromide 
• 934-94-1 1-bromo-4-bromoethynyl-benzene 
• 108-05-4 vinyl acetate 

Downstream Products

• 62566-68-1 (R)-2-(4-bromophenyl)oxirane 
• 769944-85-6 (2S)-2-(4-bromophenyl)-piperazine-1,4-dicarboxylic acid di-tert-butyl ester 

Relevant articles and documents

(2S)-2-Anilinomethylpyrrolidine: an efficient in situ recyclable chiral catalytic source for the borane-mediated asymmetric reduction of prochiral ketones in refluxing toluene

(2S)-2-Anilinomethylpyrrolidine was successfully utilized as a chiral catalytic source in the borane-mediated asymmetric reduction of prochiral ketones in refluxing toluene to provide the corresponding secondary alcohols with enantiomeric excesses up to 91%. The potential of (2S)-2-anilinomethylpyrrolidine as an in situ recyclable chiral catalytic source in the borane-mediated chiral reduction processes has also been demonstrated.

Selective Asymmetric Transfer Hydrogenation of α-Substituted Acetophenones with Bifunctional Oxo-Tethered Ruthenium(II) Catalysts

A practical method for the asymmetric transfer hydrogenation of α-substituted ketones was developed utilizing oxo-tethered N-sulfonyldiamine-ruthenium complexes. Reduction by HCO2H and HCO2K in a mixed solvent of EtOAc/H2O allowed for the selective synthesis of halohydrins from 2-bromoacetophenone (98%) and 2-chloroacetophenone (>99%), leading to suppressed undesired side reactions stemming from formylation under the typical reaction conditions using an azeotropic 5:2 mixture of HCO2H and Et3N. A range of functional groups, such as halogens, methoxy, nitro, dimethylamino, and ester groups, were well tolerated, highlighting the potential of this method. Nearly complete selectivity with a preferable ee was maintained even with a substrate/catalyst (S/C) ratio of 5000. This catalyst system was also effective for the asymmetric reduction of α-sulfonated ketones without eroding the leaving group. (Figure presented.).

Integration of multiple active sites on large-pore mesoporous silica for enantioselective tandem reactions

Facile construction of a multifunctional heterogeneous catalyst through the assembly of Au/carbene and chiral ruthenium/diamine dual complexes in large-pore mesoporous silica was developed. This enables an efficient one-pot hydration-asymmetric transfer hydrogenation enantioselective tandem reaction of haloalkynes, affording chiral halohydrins with up to 99% enantioselectivity. Combined multifunctionalities, such as substrate-promoted silanol-functionality, BF4? anion-bonding gold/carbene and covalent-bonding chiral ruthenium/diamine active centers, contributed cooperatively to the catalytic performance.