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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532498Generated: October 27, 2026

p-Ethynyltoluene → Z-4-methylstyryl 2-chlorobenzylsulfide

https://huagongshe.com/reaction/1532498

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-EthynyltolueneHCID 13018—
Reactant2-Chlorobenzyl mercaptanHCID 580759—
ReactantSodiumHCID 5360545—
ProductZ-4-methylstyryl 2-chlorobenzylsulfideHCID 86588949—

Reaction Steps

A solution of 4-methylphenylacetylene (0.02 mol) and 2-chlorobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) was subjected to the General Procedure to form Z-4-methylstyryl 2-chlorobenzylsulfide. The title compound was obtained in 76% yield following oxidation. 1HNMR (CDC13) δ 2.50 (3H, s), 4.58 (2H, s), 6.80 (1H, d, JH,H=11.88), 7.20-7.63 (9H aromatic+1H ethylenic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06201154B1
Source datasetuspto-grants-2001_03
ORD IDord-92fe19f783e44277ba9f302768049134
Source noteuspto-grants-2001_03