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Organic Chemistry 1 Final - Part 3 of 3
SAMPLE
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12. Alcohols, Ethers, Epoxides and Thiols / Sulfide Oxidation / Problem 13
Problem 13

The compound ClCH2CH2SCH3 has the ability to alkylate amino groups on enzymes (enzyme−NH2), making the enzymes inactive.
(i) Propose a mechanism to explain the alkylation reaction.
(ii) Bleach (NaOCl) can inactivate or oxidize ClCH2CH2SCH3. Predict the product/s of the oxidation reaction.