Canadian Journal of Chemistry

Vinyl sulfide hydrolysis

RA McClelland

文献索引：McClelland,R.A. Canadian Journal of Chemistry, 1977 , vol. 55, p. 548 - 551

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被引用次数: 38

摘要

The hydrolysis of vinyl sulfides in acid solutions is shown to proceed via a mechanism analogous to that of vinyl ethers, with slow proton transfer to the carbon-carbon double bond to produce a sulfur stabilized carbonium ion. Relative rates of hydrolysis of compounds RXCH= CH2 are CH3S-, 41; CH3O-, 1500; C6H5S-, 1; and C6H5O-, 10.5. This order is compared with that of other systems which produce similar stabilized carbonium ions.