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Topic: Boiling points of molecules  (Read 4152 times)

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Offline AFT

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Boiling points of molecules
« on: November 16, 2008, 01:57:52 AM »
Hi, I'm slightly confused about the relationship between molecular structure and boiling points.

I know that BP's are determined by the intermolecular forces (dipole-dipole, London dispersion & hydrogen bonds) of a given molecule.  As well, BP's vary with bond types (ie. double bonds = greater BP vs. single bonds).

However, I can't seem to understand why CH3CH2CH2NH2 has a higher boiling point than CH3CH2CH2OH.

Offline macman104

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Re: Boiling points of molecules
« Reply #1 on: November 16, 2008, 04:32:55 AM »
Um....it doesn't?

Propylamine:  48°C
1-Propanol:  97.1°C

Offline vhpk

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Re: Boiling points of molecules
« Reply #2 on: November 16, 2008, 04:44:06 AM »
Hi, I'm slightly confused about the relationship between molecular structure and boiling points.

I know that BP's are determined by the intermolecular forces (dipole-dipole, London dispersion & hydrogen bonds) of a given molecule.  As well, BP's vary with bond types (ie. double bonds = greater BP vs. single bonds).

However, I can't seem to understand why CH3CH2CH2NH2 has a higher boiling point than CH3CH2CH2OH.

Basing on my scope and macman104's data, I think that propan-1-ol should have a higher boiling point than propylamine since the former has more effective hydrogen bond, the greater hydrogen bond extend, the more boiling point particle has
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Offline AFT

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Re: Boiling points of molecules
« Reply #3 on: November 16, 2008, 12:33:03 PM »
Thanks for the replies!  I'd just like to clarify:

Propylamine has a lower boiling point because the EN difference of N-H is less than that of the O-H present in 1-propanol.  Is this correct?

Thanks!

Offline Yggdrasil

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Re: Boiling points of molecules
« Reply #4 on: November 16, 2008, 12:45:38 PM »
Yes.  The lower EN difference leads to weaker dipole-dipole interactions (specifically, hydrogen bonding interactions in this case).

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