Reaction of substituted benzenes and chloral. VIII. Fluorescent substances, by-products of reduction of DDT-type compounds with zinc dust and glacial acetic acid was written by Yasue, Masaichi;Takai, Yoshiharu. And the article was included in Yakugaku Zasshi in 1959.Electric Literature of C8H7ClO3 This article mentions the following:
[5,2-Me(MeO)C6H3]2CHCl3 (10 g.) in 200 ml. AcOH treated portionwise with 50 g. Zn, heated 3 hrs., the solution filtered, the filtrate concentrated in vacuo, the residue extracted with Et2O, the Et2O removed, and the residue in petr. ether cooled gave 4.1 g. [5,2-Me(MeO)C6H3]2CHMe, m. 56-7°, and the mother liquor concentrated gave 0.3 g. fluorescent substance (I), columns, m. 157°. Oxidation of I with KMnO4 yielded 5,2-Me(MeO)C6H3CO2H, m. 67°, suggesting that the I is a stilbene derivative The reduction product of [5,2-Cl(MeO)C6H3]2CHCCl3 also showed fluorescence but the fluorescent compound was not isolated. KMnO4 oxidation of the crude product yielded a nonfluorescent ethane compound and 5,2-Cl(MeO)C6H3CO2H. The same treatment of Ph2CHCCl3 yielded a small amount of stilbene as the by-product. In the experiment, the researchers used many compounds, for example, 5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2Electric Literature of C8H7ClO3).
5-Chloro-2-methoxybenzoic acid (cas: 3438-16-2) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Electric Literature of C8H7ClO3
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics