25187-01-3

Basic information

• Product Name: 2,2'-Dibromobenzophenone
• Synonyms: 2,2'-Dibromobenzophenone
• CAS NO: 25187-01-3
• Molecular Formula: C₁₃H₈Br₂O
• Molecular Weight: 340.01
• Mol File: 25187-01-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 83-87°C
• Boiling Point: 393.262°C at 760 mmHg
• Flash Point: 119.672°C
• Appearance: /
• Density: 1.701g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 2,2'-Dibromobenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Dibromobenzophenone(25187-01-3)
• EPA Substance Registry System: 2,2'-Dibromobenzophenone(25187-01-3)

Safety Data

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 25187-01-3(Hazardous Substances Data)

Usage

Chemical composition

Consists of a benzophenone core with two bromine atoms attached at the 2 and 2' positions.

Physical state

White solid.

Solubility

Insoluble in water, soluble in organic solvents.

Applications

Used in organic synthesis as a building block for the synthesis of other chemicals, as a photoinitiator in the production of polymers, and as a UV filter in sunscreen formulations.

Hazardous properties

Can cause skin and eye irritation, and is toxic if ingested or inhaled.

InChI:InChI=1/C13H8Br2O/c14-11-7-3-1-5-9(11)13(16)10-6-2-4-8-12(10)15/h1-8H

Upstream product

• 61592-89-0 2,2’-dibromodiphenylmethane 
• 61592-99-2 2.2'-Dibrom-benzilsaeure 
• 123335-02-4 bis-(2-bromophenyl)methanol 
• 64-19-7 acetic acid 
• 61592-98-1 1,2-bis(2-bromophenyl)-2-hydroxyethan-1-one 
• 6630-33-7 ortho-bromobenzaldehyde 
• 51417-57-3 1,2-Bis(2-bromophenyl)ethane-1,2-dione 
• 201230-82-2 carbon monoxide 
• 148651-37-0 (2-bromophenyl)zinc(II)iodide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 7154-66-7 2-bromobenzoic acid chloride 
• 244205-40-1 (2-bromophenyl)boronic acid 

Downstream Products

• 61592-89-0 2,2’-dibromodiphenylmethane 
• 39777-48-5 2,2'-dibromotriphenylmethane 
• 197526-08-2 Bis-(2-bromo-phenyl)-phenyl-methanol 
• 486-25-9 9-fluorenone 
• 118070-53-4 2,2'-dilithiodiphenylmethane 
• 128396-87-2 C₃₂H₂₅Si 
• 128328-91-6 9,10-dibenzyl-9,10-diphenyl-9,10-dihydro-9-silaanthracene 
• 128396-81-6 9-benzyl-9,10-diphenyl-9,10-dihydro-9-silaanthracene 
• 1542518-54-6 1-phenyldibenzo[c,f][1,2,3]triazolo[1,5-a][1,7]naphthyridin-5(6H)-one 
• 123335-02-4 bis-(2-bromophenyl)methanol 
• 102023-92-7 10-(4-methylphenyl)acridin-9(10H)-one 

Relevant articles and documents

A Macrocycle Based on a Heptagon-Containing Hexa-peri-hexabenzocoronene

A cyclophane is reported incorporating two units of a heptagon-containing extended polycyclic aromatic hydrocarbon (PAH) analogue of the hexa-peri-hexabenzocoronene (HBC) moiety (hept-HBC). This cyclophane represents a new class of macrocyclic structures that incorporate for the first time seven-membered rings within extended PAH frameworks. The saddle curvature of the hept-HBC macrocycle units induced by the presence of the nonhexagonal ring along with the flexible alkyl linkers generate a cavity with shape complementarity and appropriate size to enable π interactions with fullerenes. Therefore, the cyclophane forms host–guest complexes with C60 and C70 with estimated binding constants of Ka=420±2 m?1 and Ka=(6.49±0.23)×103 m?1, respectively. As a result, the macrocycle can selectively bind C70 in the presence of an excess of a mixture of C60 and C70.

Synthesis of Acridones by Palladium-Catalyzed Buchwald-Hartwig Amination

The Buchwald-Hartwig amination allows an efficient and convenient synthesis of biologically and pharmaceutically important acridones by formation of a six-membered ring. With the described method, a number of derivatives have been synthesized in up to 95% yield by using a variety of anilines as well as benzylic and aliphatic amines.

Rh-catalyzed carbonylation of arylzinc compounds yielding symmetrical diaryl ketones by the assistance of oxidizing agents

Carbonylative homocoupling of arylzinc compounds 1 using 1 atm of CO and 1,2-dibromoethane as an oxidant was achieved in the presence of Rh-dppf catalyst, affording symmetrical diaryl ketones in good yields. Under similar conditions, Pd or Ni catalysts induced oxidative homocoupling of 1 to yield biaryls instead. The beneficial catalysis by Rh in the carbonylation was presumed to stem from the facility by which the migration of the aryl ligand to CO at the Rh3+ intermediate occurred.