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

• 5472-32-2 1,2-bis-(4-bromo-phenyl)-1,2-diphenyl-ethane-1,2-diol 
• 103-73-1 Phenetole 
• 1137-43-5 (4-bromophenyl)(phenyl)methanethione 
• 99763-24-3 (Z)-4-bromobenzophenone oxime 
• 108-86-1 bromobenzene 
• 98-07-7 Benzotrichlorid 
• 589-87-7 1,4-bromoiodobenzene 
• 98-88-4 benzoyl chloride 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 5467-74-3 4-Bromophenylboronic acid 
• 107965-78-6 4-bromo-benzophenone oxime 
• 7446-70-0 aluminium trichloride 
• 29334-16-5 phenyl(4-bromophenyl)methanol 

Downstream Products

• 101606-21-7 (4-bromo-phenyl)-phenyl-[2]pyridyl-methanol 
• 4333-76-0 1-(4-bromophenyl)-1-phenylethene 
• 132568-80-0 4-(4-bromo-phenyl)-4-hydroxy-4-phenyl-but-2-ynoic acid amide 
• 115915-86-1 1-(4-bromo-phenyl)-1,5,5-triphenyl-pent-2-yne-1,5-diol 
• 6813-30-5 4-biphenyl-2-yl-benzophenone 
• 51608-66-3 1-(4-bromophenyl)-1-phenylpropan-1-ol 
• 127787-74-0 p-bromophenyltrityl chloride 
• 61623-62-9 1-(p-bromophenyl)-1,1-diphenylcarbinol 
• 717881-57-7 4-bromo-trityl bromide 
• 119-61-9 benzophenone 
• 33090-29-8 4,4'-dibenzoyl-1,1'-biphenyl 
• 29334-16-5 phenyl(4-bromophenyl)methanol 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 5472-32-2 1,2-bis-(4-bromo-phenyl)-1,2-diphenyl-ethane-1,2-diol 

Relevant articles and documents

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.

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.

Self-Assembled 2,3-Dicyanopyrazino Phenanthrene Aggregates as a Visible-Light Photocatalyst

In this study, 2,3-dicyanopyrazino phenanthrene (DCPP), a commodity chemical that can be prepared at an industrial scale, was used as a photocatalyst in lieu of Ru or Ir complexes in C-X (X = C, N, and O) bond-forming reactions under visible-light irradiation. In these reactions, [DCPP]n aggregates were formed in situ through physical π-πstacking of DCPP monomers in organic solvents. These aggregates exhibited excellent photo- and electrochemical properties, including a visible light response (430 nm), long excited-state lifetime (19.3 μs), high excited-state reduction potential (Ered([DCPP]n*/[DCPP]n·-) = +2.10 V vs SCE), and good reduction stability. The applications of [DCPP]n aggregates as a versatile visible-light photocatalyst were demonstrated in decarboxylative C-C cross-coupling, amidation, and esterification reactions.