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

• 623-00-7 4-bromobenzenecarbonitrile 
• 108-86-1 bromobenzene 
• 98-88-4 benzoyl chloride 
• 71-43-2 benzene 
• 64-19-7 acetic acid 
• 106-37-6 1.4-dibromobenzene 
• 100-47-0 benzonitrile 
• 2001-29-8 1-(4-bromophenyl)-2-phenyl-ethan-1-one 
• 589-87-7 1,4-bromoiodobenzene 
• 639-58-7 triphenyltin chloride 
• 199620-14-9 chromium⁽⁰⁾ hexacarbonyl 
• 1037-92-9 triphenyltin ethoxide 
• 36952-37-1 (E)-N-(3-methylpyridin-2-yl)-1-phenylmethanimine 
• 99-90-1 para-bromoacetophenone 

Downstream Products

• 76385-38-1 (4-allylphenyl)(phenyl)methanone 
• 53689-84-2 4-acetylbenzophenone 
• 134-84-9 4-Methylbenzophenone 
• 19207-60-4 3-Hydroxy-3-phenyl-3-<4-brom-phenyl>-propionsaeure 
• 6317-73-3 p-phenoxybenzophenone 
• 29334-16-5 phenyl(4-bromophenyl)methanol 
• 20488-44-2 (E)-2-(4'-benzoylphenyl)-1-phenyl-ethene 
• 159429-67-1 phenyl-(4-pyridin-3-yl-phenyl)-methanone 
• 861622-36-8 (4-bromo-phenyl)-[1]naphthyl-phenyl-methanol 
• 2675-41-4 4-bromo-benzophenone-(2,4-dinitro-phenylhydrazone) 

Relevant articles and documents

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.

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.

Palladium supported on MRGO@CoAl-LDH catalyzed reductive carbonylation of nitroarenes and carbonylative Suzuki coupling reactions using formic acid as liquid CO and H2 source

In the present study, a heterogeneous palladium catalyst system, Pd nanoparticles supported on MRGO@CoAl-LDH, was synthesized and employed in reductive carbonylation of nitroarenes and carbonylative Suzuki coupling reactions using formic acid as CO and H2 source. The as-obtained heterogeneous catalyst was characterized by Fourier-transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray analysis (EDAX), thermal gravimetric analysis (TGA), and vibrating sample magnetometer (VSM). The nanocatalyst was reused for 5 cycles with a negligible reduction in the yield of products. All reactions were carried out with high yields and under suitable and safe conditions. Also, we have successfully applied formic acid as a good and safe alternative to CO and H2 gases.