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Topic: Boiling point of organic compounds  (Read 2524 times)

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Offline JNW2

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Boiling point of organic compounds
« on: July 20, 2016, 09:39:03 AM »
1. Why do ketone and aldehyde (carbonyl) have greater boiling point than the others (ether,alkyne)?

Because of dipole moment ? Is C double bond O greater dipole moment than normal single bond?


2. Why does amide have greater B.P.  than carboxylic acid?

Because of dipole moment  (difference EN between O and N) or the number of / strength in H bond ?


3. Why does ketone have little more B.P. than aldehyde?
 Dipole moment again?

Offline AWK

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Re: Boiling point of organic compounds
« Reply #1 on: July 20, 2016, 11:25:39 AM »
Think also about hydrogen bonds when possible.
AWK

Offline Enthalpy

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Re: Boiling point of organic compounds
« Reply #2 on: July 21, 2016, 02:31:11 PM »
1. Angles also influence the dipole moment, especially if two bonds are polarized.
3. The groups attached to the carbonyl can ease the polarisation.

Offline JNW2

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Re: Boiling point of organic compounds
« Reply #3 on: July 22, 2016, 06:59:07 AM »
In Q2,Q3
Is resonance related to boiling point ?

Offline Enthalpy

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Re: Boiling point of organic compounds
« Reply #4 on: July 24, 2016, 06:12:00 PM »
You can understand polarisation as a resonance if you wish. It's even a common explanation. But keep in mind that the electrons are static in a so-called resonance.

Oxygen attracts electrons not only from the carbonyl carbon, but also a bit from the next atoms. If more atoms bind to the carbonyl (ketone versus aldehyde), the polarisation is easier and stronger. As well, the electron displacement operates over a bigger distance, which also contributes to a bigger dipole moment.

Offline JNW2

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Re: Boiling point of organic compounds
« Reply #5 on: July 29, 2016, 01:19:41 AM »
You can understand polarisation as a resonance if you wish. It's even a common explanation. But keep in mind that the electrons are static in a so-called resonance.

Oxygen attracts electrons not only from the carbonyl carbon, but also a bit from the next atoms. If more atoms bind to the carbonyl (ketone versus aldehyde), the polarisation is easier and stronger. As well, the electron displacement operates over a bigger distance, which also contributes to a bigger dipole moment.
Is that about "symmetry "? (Like the addition surface area for van der waals force?)
Because the non polar of aldehyde grow one direction, but ketone
there are two directions ?

Offline Enthalpy

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Re: Boiling point of organic compounds
« Reply #6 on: July 29, 2016, 10:45:16 AM »
Because in a ketone, oxygen has more nearby atoms to suck electrons from.

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