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Marian Doscillo

Why do secondary alcohols have a higher priority in an oxidation reaction than primary alcohols?

Andrew Wiltshire  Follow

Why do secondary alcohols have higher boiling points than primary alcohols?

Why do you ask why something that isn’t true … is true?

As the first two examples,

  • 1-propanol, 97 °C vs 2-propanol, 82 °C
  • 1-butanol, 118 °C vs 2-butanol, 100 °C

In each case, the primary alcohol has a higher boiling point than the secondary alcohol, by well over 10 deg-C.

I’m not interested in doing a complete analysis of all known alcohol isomer boiling points. A primary alcohol has an easier time hydrogen-bonding because it is less sterically hindered, so you’d expect its boiling point to be higher. And it is.

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Christopher Patterson  Follow

What “Higher priority”? Secondary alcohols yield ketones, primary alcohols yield carboxylic acids.

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