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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21459Generated: October 30, 2026

Hexane → 1,1-Dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene

https://huagongshe.com/reaction/21459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Chloro-4-(sulphenyl)-benzaldehydeHCID 86748264—
SolventDichloromethaneHCID 6344—
Product1,1-Dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]etheneHCID 1993178362.8%

Reaction Steps

Triphenyl phosphine (2.5 g) was added to a stirred solution of carbon tetrabromide (1.48 g) in dichloromethane maintaining the temperature at 0° C. The mixture was stirred for 0.5 hours and 2-chloro-4-(sulphenyl)-benzaldehyde (1.0 g) was added. The resultant mixture was stirred for 0.5 hours and poured into hexane. The resulting solid was filtered off and washed with ether. The combined filtrates were evaporated to dryness and the residue was purified by chromatrography eluted with hexane to give 1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene (0.96 g) as a white solid, NMR (CDCl3) 2.45 (s,3H), 7.15(d,1H), 7.25(s,1H), 7.55(s,1H), 7.6(d,1H). By proceeding in a similar manner the following compound was prepared from the appropriately substituted starting material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05424276
Source datasetuspto-grants-1995_06
ORD IDord-fd964d87592641c1abba733f35d3ef45
Source noteuspto-grants-1995_06