Boiling Point

[crazyasian]

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I'm seeing a couple errors in the TPR text. Im not sure if this is one of them. The question was to rank several molecules based on boiling point. ethylene glycol has a higher bp than COOH thats right. The explanation however said it was because COOH has only 1 H bond donor and 1 H bond acceptor vs. Ethylene glycol which has 2 H bond donor and 2 H bond acceptors. Is this right? I thought COOH would have 2 H bond acceptors.

 

[loveoforganic]

There's no such molecule as COOH

 

[crazyasian]

sorry I just got used to writing Carboxylic acids as COOH. its acetic acid.

 

[loveoforganic]

Carboxylic acids have an H-bond acceptor (the carbonyl functionality) and an H-bond donor (the hydroxyl functionality). I think it really comes down to carboxylic acids dimerize when boiling, while ethylene glycol would be able to form long strands of interconnected H-bonds.

 

[crazyasian]

thanks