Synthesis of trans-stilbenes via phosphine-catalyzed coupling reactions of benzylic halides was written by Zhang, Sheng;Xie, Zhilong;Ye, Zhanqiang;Zhang, Mingyang;Li, Dongdeng;Yamaguchi, Masahiko;Bao, Ming. And the article was included in Organic & Biomolecular Chemistry in 2022.SDS of cas: 620-19-9 This article mentions the following:
An efficient and practical phosphine-catalyzed homo-coupling reaction of benzyl chlorides was described. The reactions proceed smoothly in the presence of CsF/B(OMe)3 and NaH as the base, resp., to provide trans-stilbenes in good yields with a broad scope. Unsym. stilbenes was also generated from the reactions of benzyl chlorides with phosphonium salts. Several P-based key intermediates was detected by NMR and HRMS analyses, which shed light on the postulated catalytic cycle. In the presence of different bases, the transformations involve two different pathways, in which phenylcarbene and phosphonium alkoxide was considered as key intermediates, resp. The two pathways were complementary in synthesis but different in mechanisms. The synthetic utility, including gram-scale reactions and straightforward access to π-conjugated mols., was demonstrated as well. In the experiment, the researchers used many compounds, for example, 1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9SDS of cas: 620-19-9).
1-(Chloromethyl)-3-methylbenzene (cas: 620-19-9) 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. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).SDS of cas: 620-19-9
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics