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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593312Generated: October 25, 2026

Hydrogen Sulfide → Bis(3-chloro-2-hydroxypropyl)sulfide

https://huagongshe.com/reaction/593312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen SulfideHCID 402—
ReactantEpichlorohydrinHCID 7835—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
ProductBis(3-chloro-2-hydroxypropyl)sulfideHCID 1998084396%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

185 g (2.0 mol) of epichlorohydrin, 10 ml of toluene and 0.97 g of tetra-n-butylammonium bromide were mixed together, and 35 g (1.0 mol) of hydrogen sulfide was blown into the mixture with stirring with the temperature of the solution being maintained at 20 to 25° C. After that, extraction was carried out using toluene to distil away the solvent, thereby obtaining 210 g (0.96 mol, yield: 96%) of bis(3-chloro-2-hydroxypropyl)sulfide (the compound represented by formula (1) above).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242947B2
Source datasetuspto-grants-2016_01
ORD IDord-350b927241d84bf09cb7c54baa141403
Source noteuspto-grants-2016_01