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SolutionsNomenclature and Properties

1. Name

  1. CH3CH2SH
  2. CH3SCH2CH3
  3. (CH3)2CHSH
  4. CH3SSCH3
  1. Ethanethiol.
  2. Ethyl methyl sulfide (methylthioethane).
  3. 2-Propanethiol.
  4. Dimethyl disulfide.

2. Boiling points

Why does methanethiol boil at 6 °C and methanol at 65 °C?

Because the S–H···S hydrogen bond is much weaker than O–H···O: sulfur is less electronegative than oxygen.

3. Acidity

Order by acidity: ethanol, ethanethiol and water.

Ethanethiol (pKa ≈ 10.6) > water (15.7) > ethanol (15.9). Sulfur, larger and more polarizable, better spreads the negative charge of the thiolate.

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