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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174595Generated: October 26, 2026

Sodium Hydroxide → 2,2'-(Thiobis(methylene))bis(oxirane)

https://huagongshe.com/reaction/2174595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantBis(3-chloro-2-hydroxypropyl)sulfideHCID 19980843—
SolventTolueneHCID 1140—
Product2,2'-(Thiobis(methylene))bis(oxirane)HCID 20367295%

Reaction Conditions

Temperature5 °C

Reaction Steps

Next, bis(3-chloro-2-hydroxypropyl)sulfide described above was dripped into a reaction vessel containing a mixed solvent consisting of 410 g of toluene and 260 g of 32% aqueous solution of sodium hydroxide with the temperature of the solution in the reaction vessel being maintained at 0 to 10° C. At the point of the completion, no scum-like insoluble matter was generated. The aqueous layer was removed, and the organic layer was washed with 180 g of water three times. After that, no scum-like insoluble matter was generated. After that, the solvent was distilled away, thereby obtaining 138 g (total yield: 95%) of bis(β-epoxypropyl)sulfide (the compound represented by formula (2) above).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062016B2
Source datasetuspto-grants-2015_06
ORD IDord-04cd6d0d6fe64d489e26616e5489412e
Source noteuspto-grants-2015_06