90-98-2 Usage
Description
4,4'-Dichlorobenzophenone (DBP) is a chemical compound that serves as a versatile intermediate in various organic synthesis processes. It is characterized by the presence of two chlorine atoms attached to the benzophenone molecule, which contributes to its reactivity and utility in different applications.
Uses
Used in Pharmaceutical Industry:
4,4'-Dichlorobenzophenone is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to be a key component in the development of new pharmaceutical compounds, enhancing their therapeutic properties and effectiveness.
Used in Organic Synthesis:
In the field of organic synthesis, 4,4'-Dichlorobenzophenone is utilized as a valuable intermediate. Its reactivity with other chemical groups makes it suitable for the creation of a wide range of organic compounds, contributing to the advancement of chemical research and development.
Used in Agrochemicals:
4,4'-Dichlorobenzophenone plays a significant role in the agrochemical industry as well. It is used as a raw material and intermediate in the synthesis of various agrochemical products, such as pesticides and herbicides, which are essential for maintaining agricultural productivity and crop protection.
Used in Dye Industry:
The dye industry also benefits from the use of 4,4'-Dichlorobenzophenone. It is employed as an intermediate in the production of various dyes, contributing to the development of new colorants and improving the quality of existing dyes.
Used in Polymer Synthesis:
4,4'-Dichlorobenzophenone can be used to synthesize polyether-polyketones, a type of polymer with potential applications in various industries. Its use in polymer synthesis helps to reduce the overall costs of producing these materials, making them more accessible and affordable.
Used in Environmental Applications:
As a metabolic product resulting from the degradation of DDT, 4,4'-Dichlorobenzophenone has environmental implications. Its study can provide insights into the breakdown of harmful pollutants and contribute to the development of strategies for environmental remediation and pollution control.
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
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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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.
Preparation method of benzophenone derivative
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Paragraph 0066-0071, (2021/06/22)
The invention provides a preparation method of a benzophenone derivative. The preparation method comprises the following step: subjecting a benzoic acid compound as shown in a formula I, a trichlorotoluene compound as shown in a formula II and a benzene compound as shown in a formula III to reacting under the catalysis of Fe2O3 to obtain the benzophenone derivative. According to the preparation method provided by the invention, the metal oxide Fe2O3 with higher stability and safety is used as a catalyst, so corrosion of materials to equipment is avoided, and the preparation method is more environment-friendly; according to the preparation method, the target product is obtained through one-step reaction, reaction conditions are mild, and a process is simple; and the main byproduct benzoic acid compound generated by the reaction can be recycled by washing, extracting and desolventizing in post-treatment, and then is used as a reaction raw material for preparing the benzophenone derivative again, so wastewater treatment cost is reduced, and resources are fully utilized.