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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 426570Generated: October 25, 2026

4-Methylbenzenethiol → Butadiene citraconic anhydride

https://huagongshe.com/reaction/426570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylbenzenethiolHCID 7811—
Reactant1,3-ButadieneHCID 7845—
ReactantCitraconic AnhydridesHCID 12012—
CatalystLauroyl peroxideHCID 7773—
SolventCyclohexanoneHCID 7967—
ProductButadiene citraconic anhydrideHCID 8673665248.2%

Reaction Steps

The procedure of comparative Example 1 was followed in the reaction of 162 grams butadiene, 336 grams citraconic acid anhydride, 20 grams paratoluenethiol, 15.9 grams lauroylperoxide and 2,500 milliliters cyclohexanon. There was obtained 240 grams butadiene-citraconic anhydride copolymer, which had an intrinsic viscosity of 0.19 and paratoluylthio in an amount of 6.7 percent of the total polymer. 17.7 grams polymer, 7.1 grams lithium hydroxide 1H2O solution and 400 grams water were charged to a 500-milliliter separable flask and heated with stirring for 2 hours. The whole, after being cooled, was further added with 70 milliliters of 1 mol/liter magnesium acetate solution and stirred for 1 hour. A portion of the resulting liquid was sampled and heated, whereupon it turned into a jelly-like solid. This solid returned to its initial liquid state when cooled back. The composition is referred to as E-5. 30 grams of this composition were kneaded and admixed with 100 grams of 25 percent solution of polyvinylalcohol having a saponification value of 85 percent and a polymerization degree of about 500. The admixture was disposed at room temperature for 7 days, whereupon both were found satisfactorily mixed and dispersed. The composition turned out to be somewhat hard jelly-like solid when it was heated, and returned to its initial liquid state when cooled.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04170583
Source datasetuspto-grants-1979_10
ORD IDord-4dae00010e9f4f919fefc3135a8a3285
Source noteuspto-grants-1979_10