90-90-4

Basic information

• Product Name: 4-BROMOBENZOPHENONE
• Synonyms: P-BROMOBENZOPHENONE;LABOTEST-BB LT00053402;4-BROMOBENZOPHENONE;(4-Bromophenyl)(phenyl)methanone;(4-bromophenyl)phenyl-methanon;4-bromo-benzophenon;4-bromophenylphenylketone;Benzophenone, 4-bromo-
• CAS NO: 90-90-4
• Molecular Formula: C₁₃H₉BrO
• Molecular Weight: 261.11
• EINECS: 202-024-9
• Product Categories: Aromatic Benzophenones & Derivatives (substituted);C13 to C14;Carbonyl Compounds;Ketones
• Mol File: 90-90-4.mol
• Article Data: 194

Chemical Properties

• Melting Point: 79-84 °C(lit.)
• Boiling Point: 350 °C(lit.)
• Flash Point: 350°C
• Appearance: White to light beige/Crystalline Powder
• Density: 1.4245 (rough estimate)
• Vapor Pressure: 5.62E-05mmHg at 25°C
• Refractive Index: 1.5130 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water but slightly soluble in other solvents such as ethanol, ether and benzene.
• BRN: 1910182
• CAS DataBase Reference: 4-BROMOBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOBENZOPHENONE(90-90-4)
• EPA Substance Registry System: 4-BROMOBENZOPHENONE(90-90-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: DJ0350000
• Hazardous Substances Data: 90-90-4(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO LIGHT BEIGE CRYSTALLINE POWDER

Uses

4-Bromobenzophenone is used in analytical applications such as HPLC and GC. It is also used as a chemical reagent and pharmaceutical intermediate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 31, p. 2708, 1966 DOI: 10.1021/jo01346a526Tetrahedron Letters, 27, p. 929, 1986 DOI: 10.1016/S0040-4039(00)84140-4

Purification Methods

Crystallise the phenone from EtOH. The 2,4-dinitrophenylhydrazone forms orange-red leaflets from dioxane/EtOH with m 207-209o. [Allen & Van Allan J Am Chem Soc 66 7 1944, Beilstein 7 H 422, 7 III 2079, 7 IV 1378.]

InChI:InChI=1/C13H9BrO/c14-12-8-6-11(7-9-12)13(15)10-4-2-1-3-5-10/h1-9H

Upstream product

• 1137-43-5 (4-bromophenyl)(phenyl)methanethione 
• 872820-48-9 (4-bromo-4'-chloro-trityl)-chloro-amine 
• 64-19-7 acetic acid 
• 108-86-1 bromobenzene 
• 98-88-4 benzoyl chloride 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 623-00-7 4-bromobenzenecarbonitrile 
• 98-80-6 phenylboronic acid 
• 7099-87-8 4-bromophenylglyoxylic acid 
• 106-41-2 4-bromo-phenol 
• 201230-82-2 carbon monoxide 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 143-66-8 sodium tetraphenyl borate 
• 586-75-4 4-chlorobenzoyl chloride 

Downstream Products

• 101606-21-7 (4-bromo-phenyl)-phenyl-[2]pyridyl-methanol 
• 119-61-9 benzophenone 
• 134-84-9 4-Methylbenzophenone 
• 76385-38-1 (4-allylphenyl)(phenyl)methanone 
• 89407-30-7 p-benzophenoyl mercaptoacetate d'ethyl 
• 59922-54-2 4-benzoylphenyl radical 
• 184239-35-8 1,2-bis(4-bromophenyl)-1,2-diphenylethylene 
• 114849-77-3 phenyl(4-(pyrrolidin-1-yl)phenyl)methanone 
• 24758-49-4 (4-morpholinophenyl)phenylmethanone 
• 217201-92-8 (4-(4-methylpiperazin-1-yl)phenyl)(phenyl)methanone 
• 226065-39-0 N-(4-benzoyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester 
• 245125-21-7 [4-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)phenyl]phenylmethanone 
• 33090-29-8 4,4'-dibenzoyl-1,1'-biphenyl 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 

Relevant articles and documents

Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions

A rare metal-free nucleophilic nitrosoarene catalysis accompanied by highly hydrogen-bond-donor (HBD) solvent, 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), organocatalytically converts arylmethyl halides to aromatic carbonyls. This protocol offers an effective means to access a diverse array of aromatic carbonyls with good chemoselectivity under mild reaction conditions. The activation of arylmethyl halides by HFIP to generate stable carbocation and autoxidation of in situ generated hydroxylamine to nitrosoarene in the presence of atmospheric O2 are the keys to success.

Fe-S Catalyst Generated in Situ from Fe(III)- And S3?--Promoted Aerobic Oxidation of Terminal Alkenes

An iron-sulfur complex formed by the simple mixture of FeCl3 with S3?- generated in situ from K2S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atmosphere of O2 (balloon) and could proceed on a gram scale, expanding the application of S3?- in organic synthesis. This study also encourages us to explore the application of an Fe-S catalyst in organic reactions.

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.