Ranking of boiling points (1 Viewer)

NexusRich

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How should I rank the boiling pts of the following substances?

amines, amides, ketones, aldehydes, carboxylic acids and alcohols ?
please explain in terms of the bonding
 

jimmysmith560

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It seems like different amines have different boiling points. For example, butylamine boils at 78°C whereas dipropylamine boils at 111°C.


The same seems to apply for amides as well, as we can see that the boiling point of formamide is 193°C, whereas the boiling point of benzamide is 290°C.


It also seems like ketones have higher boiling points than aldehydes:

For ketones and aldehydes of similar molecular mass, ketones have higher boiling points due to the fact that its carbonyl group is more polarized than in aldehydes. So, interactions between molecules of ketones is stronger than between molecules of aldehydes, and that gives a higher boiling point.


Boiling points of aldehydes seem particularly low when compared to the above elements. For example, CH3CHO has a boiling point of 21°C.


Carboxylic acids also seem to have high boiling points, but not as high as amides. For example, formic acid boils at 100°C and benzoic acid boils at 249°C.


Alcohols seem to have lower boiling points than those of carboxylic acids. For example, methane boils at -164°C and ethane boils at -89°C.



Sorry if this is not as direct as you would like it to be but I hope it helps! :D
 

tito981

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in order of increasing bp: amine, aldehyde, ketone, alcohol, carboxylic, amides.

the explanation for bonding:
amine: has hydrogen bonds due to the -NH functional group, but N is the least electro-negative so it has very weak hydrogen bonds.
aldehyde/ketone: has the carbonyl functional group which is very electro negative thus has strong dipole dipole atteraction, the difference between alehyde and ketone is due to the packing that the difference in attachement of the C=O bond causes.
alcohol: Has the OH group which is able to form strong hydrogen bonds and create a lattice type arrangement of bonds.
carboxylic: has both the OH and C=O bond, which allows it to from 2 hydrogen bonds which is stronger than 1 of the alcohols.
amide: can form more extensive hydrogen bonds, 1 bond with the C=O group and another with the NH group, this allows for extensive lattices of bonding.

Note: when explaining BP just state that the stronger bonds require more energy to break hence there is a larger bp.
 

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