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2,5-Dichlorobenzophenone

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2,5-Dichlorobenzophenone Basic information

Product Name:
2,5-Dichlorobenzophenone
Synonyms:
  • 2,5-DICHLOROBENZOPHENONE
  • 2,5-Dichlorobenzophenone 98%
  • (2,5-Dichlorophenyl)-(phenyl)methanone
  • 2,5-Dichlorophenylphenyl ketone
  • 2,5-Dichlorobenzophe
  • Methanone, (2,5-dichlorophenyl)phenyl-
CAS:
16611-67-9
MF:
C13H8Cl2O
MW:
251.11
EINECS:
605-427-1
Product Categories:
  • Aromatic Benzophenones & Derivatives (substituted)
Mol File:
16611-67-9.mol
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2,5-Dichlorobenzophenone Chemical Properties

Melting point:
87-88°C
Boiling point:
240-260 °C
Density 
1.311±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
crystals
color 
Off-white to brown
CAS DataBase Reference
16611-67-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
Hazard Note 
Harmful
HazardClass 
IRRITANT
HS Code 
2914790090
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2,5-Dichlorobenzophenone Usage And Synthesis

Uses

2,5-Dichlorobenzophenones can be used as starting materials for general, pharmaceutical and polymer synthesis. For example, using such compounds to prepare substituted para-polyphenylenes should proceed readily by metal-catalyzed aryl coupling of the 2,5-dichlorophenyl group of these compounds. Polyphenylenes formed from these compounds will have pendant side groups comprising the carbonyl, and the aryl or pyridyl group bonded thereto.

Synthesis

To a 22 L, three-necked flask fitted with a thermometer, mechanical stirrer and a Vigreux column connected to an aqueous NaOH scrubbing tower, was added 1,4-dichlorobenzene (3 Kg, 26.4 mol) and benzoyl chloride (2.6 Kg, 18.55 mol). The mixture was heated to 80° C. to give a homogeneous solution. Aluminum chloride (5.5 Kg, 41.25 mol) was added over 12 min. with stirring. (The molar ratio of reactants was 2.2:1.4:1.0 (AlCl3 : Dichlorobenzene: Benzoyl Chloride)). The resulting mixture was heated to 140° C. over 60 min, followed by heating to 175° C. over 30 min. The heating was stopped at 175° C. The mixture was allowed to cool to 80° C. over two hours and poured into a well-stirred mixture of ice and water (ca. 25 L water and 15 Kg of ice) over 30 min. The organic solid was collected by filtration and dissolved in 7 L of toluene. The solution was washed with aqueous sodium bicarbonate and dried. Toluene was removed by distillation. Pure 2,5-dichlorobenzophenone was isolated in 80% yield after recrystallization from hexane and toluene.

2,5-Dichlorobenzophenone Preparation Products And Raw materials

Preparation Products

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