Intramolecular interactions effect on B.P.??

[PocketRocket]

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I was just wondering say you have these 2 molecules...(A and B)

Would molecule A have a lower boiling point due to it "using up" its hydrogen bonding intramolecularly and therefore leading to less H-bonding intermolecularly? Is that a thing?

 

[FeralisExtremum]

A would have a lower melting point and boiling point due to less intermolecular hydrogen bonding, yes.

 

[DAT Destroyer]

I was just wondering say you have these 2 molecules...(A and B)View attachment 191281 Would molecule A have a lower boiling point due to it "using up" its hydrogen bonding intramolecularly and therefore leading to less H-bonding intermolecularly? Is that a thing?

Great question.....as a general rule of thumb, INTRAMOLECULAR hydrogen bonding is weaker than intermolecular hydrogen bonding. Thus Compound A would have a lower boiling point than B and therefore would be more volatile due to less intermolecular attractions.

Hope this helps.

Dr. Romano

 

[BYU4you]

It should also be the more acidic proton because the conjugate base would be stronger due to that intermolecular hydrogen boding as well

 

[PocketRocket]

^ awesome thanks!