2,5-Dichlorobenzophenone CAS 16611-67-9

Introduction:Basic information about 2,5-Dichlorobenzophenone CAS 16611-67-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

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
InChIInChI=1S/C13H8Cl2O/c14-10-6-7-12(15)11(8-10)13(16)9-4-2-1-3-5-9/h1-8H
InChIKeyFAVKIHMGRWRACA-UHFFFAOYSA-N
SMILESC(C1=CC(Cl)=CC=C1Cl)(C1=CC=CC=C1)=O
CAS DataBase Reference16611-67-9(CAS DataBase Reference)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
Hazard Note Harmful
TSCA TSCA listed
HazardClass IRRITANT
HS Code 2914790090

2,5-Dichlorobenzophenone Usage And Synthesis

Uses2,5-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.
SynthesisTo 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.
References[1] Patent: US5210313, 1993, A
[2] Patent: US5210313, 1993, A
[3] Recueil des Travaux Chimiques des Pays-Bas, 1931, vol. 50, p. 753,779
[4] Journal fuer Praktische Chemie (Leipzig), 1933, vol. <2> 138, p. 311

2,5-Dichlorobenzophenone Preparation Products And Raw materials

Raw materials4-chloro-2-(dichloro-phenyl-methyl)-1-diphenoxyphosphoryloxy-benzene-->1,4-Dichlorobenzene-->Benzoyl chloride-->Toluene-->Sodium hydroxide-->Water
Preparation ProductsLorazepam
2,5-Dichloroaniline CAS 95-82-9
2,5-Dichlorophenol CAS 583-78-8
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