Summary
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1.
In the reaction of 3,3-dichloropropene with sodium alkyl (or aryl) sulfide a mixture of isomers is obtained, and this contains both 3,3-bisalkylthio(or arylthio)propene and l,3-bisalkylthio(or arylthio)propene.
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2.
In the reaction of crotonaldehyde with thiols in presence of hydrogen chloride or anhydrous zinc chloride, a mixture of isomers is formed, and this contains 1,1-bisalkylthio(or arylthio)-2-butene.
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3.
Data are presented in favor of the view that the addition of benzenethiol and of p-toluenethiol to 3,3-bisphenylthiopropene and of benzenethiol to 1,1-bisphenylthio-2-butene is accompanied by the rearrangement of the intermediately formed radicals with migration of the arylthio group.
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Freidlina, R.K., Terent'ev, A.B. & Petrova, R.G. Reactions of 3,3-dichloropropene and of crotonaldehyde with alkane (or arene) thiols. Russ Chem Bull 11, 259–263 (1962). https://doi.org/10.1007/BF00908029
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DOI: https://doi.org/10.1007/BF00908029