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Question 21.4: Dimethyl sulfide, CH3SCH3, is one of the products of the sul...

Dimethyl sulfide, CH_{3}SCH_{3}, is one of the products of the sulfur cycle in Figure 21.9. In marine environments, dimethyl sulfide can be oxidized by bacteria to dimethyl sulfoxide, (CH_{3})_{2}SO.

a. Draw Lewis structures for CH_{3}SCH_{3} and (CH_{3})_{2}SO, and determine the molecular geometry about the S atom in each.
b. Methanethiol, CH_{3}SH, is the simplest of the thiols and has a boiling point of 6°C.
Dimethyl sulfide has a boiling point of 38°C. Explain the difference in boiling point between methanethiol and dimethyl sulfide.
c. Which hybrid orbitals does sulfur use in bonding to carbon in CH_{3}SCH_{3} and CH_{3}SH?

Figure 21.9
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