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| | 4,4'-Dichlorobenzophenone Basic information |
| | 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. | | InChI | InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H | | InChIKey | OKISUZLXOYGIFP-UHFFFAOYSA-N | | SMILES | C(C1=CC=C(Cl)C=C1)(C1=CC=C(Cl)C=C1)=O | | CAS DataBase Reference | 90-98-2(CAS DataBase Reference) | | NIST Chemistry Reference | p-Dichlorobenzophenone(90-98-2) | | EPA Substance Registry System | Methanone, bis(4-chlorophenyl)- (90-98-2) |
| 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 |
| | 4,4'-Dichlorobenzophenone Usage And Synthesis |
| 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. | | 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 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. |
| | 4,4'-Dichlorobenzophenone Preparation Products And Raw materials |
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