90-98-2 Usage
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.
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.
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/jo00266a039Tetrahedron 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 90-98-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 0 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 90-98:
(4*9)+(3*0)+(2*9)+(1*8)=62
62 % 10 = 2
So 90-98-2 is a valid CAS Registry Number.
90-98-2Relevant articles and documents
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Leebrick,Ramsden
, p. 2259 (1962)
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Fe-S Catalyst Generated in Situ from Fe(III)- And S3?--Promoted Aerobic Oxidation of Terminal Alkenes
Ai, Jing-Jing,Huang, Cheng-Mi,Li, Jian,Liu, Bei-Bei,Rao, Weidong,Wang, Fei,Wang, Shun-Yi
supporting information, p. 4705 - 4709 (2021/06/28)
An iron-sulfur complex formed by the simple mixture of FeCl3 with S3?- generated in situ from K2S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atmosphere of O2 (balloon) and could proceed on a gram scale, expanding the application of S3?- in organic synthesis. This study also encourages us to explore the application of an Fe-S catalyst in organic reactions.
AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen
Hu, Yingying,Shao, Yu,Zhang, Shuwei,Yuan, Yuan,Sun, Zheng,Yuan, Yu,Jia, Xiaodong
supporting information, (2021/02/01)
A sp3 C[sbnd]H bond functionalization and C[sbnd]C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C[sbnd]C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C[sbnd]C bond and be applied to more general C[sbnd]C bond activation.