Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2227614Generated: November 1, 2026

p-Ethynyltoluene → Z-4-methylstyryl 4-fluorobenzylsulfide

https://huagongshe.com/reaction/2227614

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-EthynyltolueneHCID 13018—
Reactantp-Fluorotoluene-alpha-thiolHCID 85171—
ReactantSodiumHCID 5360545—
ProductZ-4-methylstyryl 4-fluorobenzylsulfideHCID 86588950—

Reaction Steps

A solution of 4-methylphenylacetylene (0.02 mol) and 4-fluorobenzyl mercaptan (0.02 mol) and metallic sodium (0.02 g atom) was subjected to the General Procedure to form Z-4-methylstyryl 4-fluorobenzylsulfide. The title compound was obtained in 69% yield following oxidation. 1HNMR (CDCl3) δ 2.46 (3H, s), 4.62 (2H, s), 6.78 (1H, d, JH,H=11.98), 7.18-7.59 (9H aromatic+1H ethylenic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06414034B1
Source datasetuspto-grants-2002_07
ORD IDord-99d35d8d048e481bb8a3baa247cebd9a
Source noteuspto-grants-2002_07