ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic ketones 4,4'-Dichlorobenzophenone

4,4'-Dichlorobenzophenone

4,4'-Dichlorobenzophenone Basic information
Product Name:4,4'-Dichlorobenzophenone
Synonyms:Benzophenone, 4,4'-dichloro-;benzophenone,4,4’-dichloro-;p-p#-Dichlorbenzophenon;USAF do-4;usafdo-4;BIS(4-CHLOROPHENYL) KETONE;BIS-(4-CHLORO-PHENYL)-METHANONE;4,4'-DBP
CAS:90-98-2
MF:C13H8Cl2O
MW:251.11
EINECS:202-030-1
Product Categories:Pharmaceutical raw materials;FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Photopolymerization Initiators;Reagent for High-Performance Polymer Research;Chlorobenzene Series;bc0001;90-98-2
Mol File:90-98-2.mol
4,4'-Dichlorobenzophenone Structure
4,4'-Dichlorobenzophenone Chemical Properties
Melting point 144-146 °C (lit.)
Boiling point 353 °C (lit.)
density 1,45 g/cm3
refractive index 1.5555 (estimate)
Fp 352-354°C
storage temp. Sealed in dry,Room Temperature
solubility Soluble in hot acetone.
form powder to crystal
color White to Light yellow
BRN 643345
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference90-98-2(CAS DataBase Reference)
NIST Chemistry Referencep-Dichlorobenzophenone(90-98-2)
EPA Substance Registry SystemMethanone, bis(4-chlorophenyl)- (90-98-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
RTECS DJ0525000
Hazard Note Irritant
TSCA Yes
HS Code 29147000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
4,4'-Dichlorobenzophenone Usage And Synthesis
Chemical Propertiesfaintly yellow crystalline powder
Uses4,4'-Dichlorobenzophenone is used as pharmaceutical intermediates. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuffs. Bisaminonitrile was polymerized with 4,4'-dichlorobenzophenone using NaH as base.
Preparation4,4'-Dichlorobenzophenone is prepared by the acylation of chlorobenzene with 4-chlorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride catalyst in a petroleum ether solvent.
ClC6H5C(O)Cl + C6H5Cl → (ClC6H4)2CO + HCl
DefinitionChEBI: 4-4-Dichlorobenzophenone is a member of benzophenones.
Application4,4'-Dichlorobenzophenone can be used to synthesize polyether-polyketones, as well as reduce polymer costs. Furthermore, it is a metabolic product resulting from the degredation of DDT.
Synthesis Reference(s)The Journal of Organic Chemistry, 54, p. 1201, 1989 DOI: 10.1021/jo00266a039
Tetrahedron Letters, 36, p. 8411, 1995 DOI: 10.1016/0040-4039(95)01802-O
General Description4,4′-Dichlorobenzophenone (DBP) is a metabolite obtained when one strain of ectomycorrhizal fungi, Xerocomus chrysenteron, degrades 1,1,1-trichloro-2,2-bis(4-chlorophe-nyl) ethane (DDT).
Purification MethodsRecrystallise it from EtOH [Wagner et al. J Am Chem Soc 108 7727 1986]. The semicarbazone has m 192-193o (from H2O). [Beilstein 7 H 420, 7 I 228, 7 II 359, 7 III 2076, 7 IV 1376.]
4'-Chloropropiophenone 2-Bromo-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide 4,4-DICHLOROBENZOPHENONE, [CARBONYL-14C] 2,3,6,7-Tetrachlorofluorenone 3,3',4,4'-TETRACHLOROBENZOPHENONE 4,4'-DICHLOROBENZOPHENONE-D8 4,4'-DICHLORO-3,3'-DINITROBENZOPHENONE 2-Bromoacetoamino-2',5-Dichloro Benzophenone Bis(4-fluorophenyl)-methanone Benzophenone oxime (3,4-Diaminophenyl)phenylmethanone 3,4,4'-TRICHLOROBENZOPHENONE 4,4'-DICHLOROBENZOPHENONE-2,3,5,6-D4 2-Chloro-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]acetamide 2,4-Difluorobenzophenone METHOXYPHENONE 2,5-Dichlorobenzophenone 4,4'-DICHLORO-3-NITROBENZOPHENONE
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