Chemical Properties
faintly yellow crystalline powder
Uses
4,4'-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.
Preparation
4,4'-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
Definition
ChEBI: 4-4-Dichlorobenzophenone is a member of benzophenones.
Application
4,4'-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.
General Description
4,4′-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 Methods
Recrystallise 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.]
References
[1] C. VENKATESAN. Liquid Phase Selective Benzoylation of Chlorobenzene to 4,4′-Dichlorobenzophenone over Zeolite H-Beta[J]. Catalysis Letters, 2001, 75 1-2: 119-123. DOI:10.1023/A:1016771719956.
[2] K. YONEYAMA F. M. Reductive metabolism of heptachlor, parathion, 4,4′-dichlorobenzophenone, and carbophenothion by rat liver systems[J]. Pesticide Biochemistry and Physiology, 1981, 15 3: Pages 213-221. DOI:10.1016/0048-3575(81)90003-1.
[3] YI HUANG Jie W. Degradation and mineralization of DDT by the ectomycorrhizal fungi, Xerocomus chrysenteron[J]. Chemosphere, 2013, 92 7: Pages 760-764. DOI:10.1016/j.chemosphere.2013.04.002.
[4] HONGXIN ZHOU. Synthesis and characterization of phthalazinone‐based poly(aryl ether ketone) derived from 4,4′‐dichlorobenzophenone[J]. Polymers for Advanced Technologies, 2012, 23 1: 742-747. DOI:10.1002/PAT.1950.
