950-16-3

Basic information

• Product Name: 2-bromo-1,1-diphenylethanol
• Synonyms: 2-Bromo-1,1-diphenylethanol; benzenemethanol, alpha-(bromomethyl)-alpha-phenyl-
• CAS NO: 950-16-3
• Molecular Formula: C₁₄H₁₃BrO
• Molecular Weight: 277.1564
• Mol File: 950-16-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 367.3°C at 760 mmHg
• Flash Point: 182.4°C
• Density: 1.407g/cm³
• Vapor Pressure: 4.83E-06mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 2-bromo-1,1-diphenylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-1,1-diphenylethanol(950-16-3)
• EPA Substance Registry System: 2-bromo-1,1-diphenylethanol(950-16-3)

Safety Data

• Hazardous Substances Data: 950-16-3(Hazardous Substances Data)

Upstream product

• 530-48-3 1,1-Diphenylethylene 
• 79-15-2 N-bromoacetamide 
• 34837-55-3 Phenylselenyl bromide 
• 599-67-7 1,1-diphenylethanol 
• 119-61-9 benzophenone 
• 373-53-5 fluoroiodomethane 

Downstream Products

• 882-59-7 1,1-diphenyloxirane 
• 4428-13-1 1,1,2-Triphenylethanol 
• 451-40-1 phenyl benzyl ketone 
• 13249-58-6 1-bromo-2,2-diphenylethylene 
• 109614-68-8 1,1-diphenyl-2-(piperazin-1-yl)ethan-1-ol 

Relevant articles and documents

Reversed isoniazids: Design, synthesis and evaluation against Mycobacterium tuberculosis

Novel reversed isoniazid (RINH) agents were synthesized by covalently linking isoniazid with various efflux pump inhibitor (EPI) cores and their structural motifs. These RINH agents were then evaluated for anti-mycobacterial activity against sensitive, isoniazid mono-resistant and MDR clinical isolates of M. tuberculosis and a selected number of compounds were also tested ex vivo for intracellular activity as well as in the ethidium bromide (EB) assay for efflux pump inhibition efficacy. The potency of some compounds against various strains of M. tuberculosis (4a–c, 7 and 8; H37Rv-MIC99 ≤1.25 μM, R5401-MIC99 ≤2.5 μM, X_61-MIC99 ≤5 μM) demonstrated the potential of the reversed anti-TB agent strategy towards the development of novel anti-mycobacterial agents to address the rapidly growing issue of resistance. Further, macrophage activity with >90% inhibition by 1a–c and 3b (MIC90 ≤13.42 μM) and inhibition of EB efflux demonstrated by these compounds are encouraging.

Transformation of tertiary benzyl alcohols into the vicinal halo-substituted derivatives using N-Halosuccinimides

The efficiency of direct conversion of tertiary alcohols bearing a-hydrogen atom to vicinal halohydrins-chlorohydrins and bromohydrins-under green reaction conditions was tested preliminarily on modeltertiary benzyl alcohols. Tertiary alcohols were successfully directly halogenated to vicinal halohydrins with N-halosuccinimide in aqueous media. The efficiency of the reaction in water was significantly improved in the presence of sodium dodecyl sulphate as the surfactant.

Et2Zn-mediated rearrangement of bromohydrins

(Chemical Equation Presented) A simple and highly efficient method for the rearrangement of bromohydrins mediated by Et2Zn to synthesize carbonyl compounds was described. Various β-bromo alcohols were treated with 0.6 equiv of Et2Zn to form a zinc complex in CH 2Cl2 at room temperature for 2 h, followed by 1,2-migration to give the corresponding carbonyl compounds. This remarkable and clean rearrangement is general for acyclic and cyclic bromohydrins, and a variety of ring-expansive and -contractive carbonyl compounds were obtained in good to excellent yields according to the feature of the starting bromohydrins. The functional group tolerance of organozinc reagents in this reaction will be useful in organic synthesis. The scope and limitations of this rearrangement process were also investigated.