| Identification | More | [Name]
4,4'-Dichlorobenzophenone | [CAS]
90-98-2 | [Synonyms]
4,4'-DBP
4,4'-DCBP
AKOS 94189
BIS(4-CHLOROPHENYL) KETONE
BIS-(4-CHLORO-PHENYL)-METHANONE
DCBP
p-dichlorobenzophenone
4,4’-bis(p-Chlorophenyl)ketone
4,4’-dichloro-benzophenon
4,4’-dichlorodiphenylketone
Benzophenone, 4,4'-dichloro-
benzophenone,4,4’-dichloro-
bis(4-chlorophenyl)-methanon
bis(p-chlorophenyl)ketone
dbp(degradationproduct)
di(4-chlorophenyl)ketone
Di(p-Chlorophenyl)ketone
Methanone, bis(4-chlorophenyl)-
methanone,bis(4-chlorophenyl)-
p,p’-dichlorobenzophenone | [EINECS(EC#)]
202-030-1 | [Molecular Formula]
C13H8Cl2O | [MDL Number]
MFCD00000623 | [Molecular Weight]
251.11 | [MOL File]
90-98-2.mol |
| Chemical Properties | Back Directory | [Appearance]
faintly yellow crystalline powder | [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. ]
0-6°C | [solubility ]
Soluble in hot acetone. | [form ]
powder to crystal | [color ]
White to Light yellow | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [BRN ]
643345 | [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]
90-98-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
DJ0525000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29147000 |
| Hazard Information | Back Directory | [Chemical Properties]
faintly yellow crystalline powder | [Uses]
It is used as pharmaceutical intermediates. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuffs. | [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. | [Definition]
ChEBI: 4-4-Dichlorobenzophenone is a member of benzophenones. | [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 | [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. |
|
|