452929-54-3

Basic information

• Product Name: 4-BROMO-4'-CYANOBENZOPHENONE
• Synonyms: 4-BROMO-4'-CYANOBENZOPHENONE;4-(4-bromobenzoyl)benzonitrile
• CAS NO: 452929-54-3
• Molecular Formula: C₁₄H₈BrNO
• Molecular Weight: 286.12
• Mol File: 452929-54-3.mol

Chemical Properties

• Boiling Point: 425.4°C at 760 mmHg
• Flash Point: 211.1°C
• Appearance: /
• Density: 1.53g/cm³
• Vapor Pressure: 1.92E-07mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: 4-BROMO-4'-CYANOBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-4'-CYANOBENZOPHENONE(452929-54-3)
• EPA Substance Registry System: 4-BROMO-4'-CYANOBENZOPHENONE(452929-54-3)

Safety Data

• Hazardous Substances Data: 452929-54-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H8BrNO/c15-13-7-5-12(6-8-13)14(17)11-3-1-10(9-16)2-4-11/h1-8H

Upstream product

• 3988-03-2 bis(4-bromophenyl)methanone 
• 6068-72-0 4-cyanobenzoyl chlorIde 
• 148651-39-2 (4-bromophenyl)zinc iodide 
• 1192164-35-4 4-(4-bromobenzyl)benzonitrile 

Relevant articles and documents

AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen

A sp3 C[sbnd]H bond functionalization and C[sbnd]C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C[sbnd]C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C[sbnd]C bond and be applied to more general C[sbnd]C bond activation.

Preparation of aryl ketones via Ni-catalyzed Negishi-coupling reactions with acid chlorides

A Ni-catalyst-catalyzed cross-coupling reaction of organozinc reagents with acid chlorides has been successfully developed. Mild reaction conditions were required to complete the coupling reactions affording the corresponding aryl ketones in good to excellent yields.

L-proline-promoted Rosenmund-von Braun reaction

L-Proline was identified as an effective additive to promote the Rosenmund-von Braun reaction at a lower temperature (80-120°C). This modified Rosenmund-von Braun cyanation of aryl bromides exhibits excellent functional-group compatibility, and provide an efficient and convenient approach for the synthesis of aryl nitriles. Georg Thieme Verlag Stuttgart.