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

• 108-86-1 bromobenzene 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 5472-32-2 1,2-bis-(4-bromo-phenyl)-1,2-diphenyl-ethane-1,2-diol 
• 103-73-1 Phenetole 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 35861-34-8 C₁₃H₁₀BrO 
• 1137-43-5 (4-bromophenyl)(phenyl)methanethione 
• 201230-82-2 carbon monoxide 
• 595-90-4 tetraphenyltin(IV) 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 99763-24-3 (Z)-4-bromobenzophenone oxime 
• 98-07-7 Benzotrichlorid 
• 591-50-4 iodobenzene 

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

Recyclable Transition Metal Catalysis using Bipyridine-Functionalized SBA-15 by Co-condensation of Methallylsilane with TEOS

Well-defined recyclable Pd- and Rh-bipyridyl group-impregnated SBA-15 catalysts were prepared for C?C bond coupling reaction and selective hydrogenation reactions, respectively. These SBA-15 derived ligands for the catalysts were prepared by direct and indirect co-condensation method using bipyridyl-linked methallylsilane. This indirect method, involving methoxysilane generated from methallylsilane shows higher loading efficiency of transition metal catalysts on SBA-15 than the direct use of methallylsilane.

Photo-induced oxidative cleavage of C-C double bonds of olefins in water

The carbonyl compounds, synthesized by the oxidative cleavage of their corresponding olefins, are of great significance in organic synthesis, especially aryl ketones. We have developed a gentle and effective protocol, using acid red 94 as the organic metal-free photocatalyst, O2 as the oxidant, and water as the solvent. Under visible light irradiation, aryl ketone derivatives were obtained in moderate to excellent yields, showing good economic and environmental advantages.

Halogen Bonding Tetraphenylethene Anion Receptors: Anion-Induced Emissive Aggregates and Photoswitchable Recognition

A series of tetraphenylethene (TPE) derivatives functionalized with highly potent electron-deficient perfluoroaryl iodo-triazole halogen bond (XB) donors for anion recognition are reported. 1H NMR titration experiments, fluorescence spectroscopy, dynamic light scattering measurements, TEM imaging and X-ray crystal structure analysis reveal that the tetra-substituted halogen bonding receptor forms luminescent nanoscale aggregates, the formation of which is driven by XB-mediated anion coordination. This anion-coordination-induced aggregation effect serves as a powerful sensory mechanism, capable of luminescence chloride sensing at parts per billion concentration. Furthermore, the doubly substituted geometric isomers act as unprecedented photoswitchable XB donor anion receptors, where the composition of the photostationary state can be modulated by the presence of a coordinating halide anion.