?Disulfides are compounds that have S-S bonds, like peroxides have O-O bonds. Thiols are

Chapter 20, Problem 20.11

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Disulfides are compounds that have S-S bonds, like peroxides have O-O bonds. Thiols are organic compounds that have the general formula R-SH, where R is a generic hydrocarbon. The \(\mathrm{SH}^{-}\) ion is the sulfur counterpart of hydroxide, \(\mathrm{OH}^{-}\). Two thiols can react to make a disulfide, R-S-S-R.

(a) What is the oxidation state of sulfur in a thiol?

(b) What is the oxidation state of sulfur in a disulfide?

(c) If you react two thiols to make a disulfide, are you oxidizing or reducing the thiols?

(d) If you wanted to convert a disulfide to two thiols, should you add a reducing agent or oxidizing agent to the solution?

(e) Suggest what happens to the H's in the thiols when they form disulfides.

Text Transcription:

SH-

OH-

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