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21 votes
2 answers
8k views

Why is the boiling point of stibane higher than that of ammonia?

I recently came across the fact that the boiling point of $\ce{SbH3}$ (stibane) is greater than that of $\ce{NH3}$ (ammonia). I was expecting $\ce{NH3}$ to have a greater boiling point as a ...
Arishta's user avatar
  • 4,197
8 votes
2 answers
14k views

Why is the boiling point of sulfuric acid much higher than that of phosphoric acid?

Why is boiling point of sulfuric acid much higher than that of phosphoric acid? According to the data book, • The boiling point of sulfuric acid is 337 °C (639 °F; 610 K) When sulfuric acid is ...
Yin Ting Ng's user avatar
7 votes
1 answer
642 views

IChO problem involving the condensation point of NF3, NHF2, NH2F

This is a problem from the 2016 International Chemistry Olympiad (IChO): Which of $\ce{NF3}$, $\ce{NHF2}$, and $\ce{NH2F}$ condenses at the lowest temperature? The answer book says that it is $\ce{...
Mockingbird's user avatar
  • 2,331
5 votes
1 answer
9k views

Hydrogen bonding in alcohols vs amines

Consider an alcohol and an amine compound with roughly the same molar mass. If I understand correctly, the boiling point for the alcohol is greater for two reasons: The $\ce{O-H}$ bond is more polar ...
A. La's user avatar
  • 219
4 votes
2 answers
15k views

Does fumaric acid form stronger hydrogen bonds than maleic acid?

My book claims: Fumaric acid can form intermolecular hydrogen bonds (strong) while maleic acid forms intramolecular hydrogen bonds (weak), hence fumaric acid has higher boiling point than maleic ...
user40054's user avatar
4 votes
2 answers
26k views

Boiling points of Butan-2-ol and Butan-1-ol

Butan-1-ol has a boiling point of approx. 117.7 degrees Celsius, and butan-2-ol has a boiling point of approx. 99.5 degrees Celsius. What causes this difference in boiling points? My initial idea ...
javanewbie's user avatar
3 votes
0 answers
86 views

Why ethyl cyanide and propanol have the same boiling point?

As I understand, the intermolecular forces of ethyl cyanide are of van der Waals nature (dipole-dipole) but in the propanol molecule there are hydrogen bonds which are in principle much stronger. Why ...
fich's user avatar
  • 201
2 votes
1 answer
5k views

How to determine what organic molecule has the highest boiling point?

Compare and answer which one has the highest boiling point: $\ce{CH3CH2CH2CH3}$ (butane) ... [$\pu{−1}$ to $\pu{1^\circ C};\ 30$ to $\pu{34^\circ F};\ 272$ to $274\ \pu K$] $\ce{CH3NH2}$ (methylamine)...
Shivanshu Gupta's user avatar
2 votes
1 answer
2k views

Boiling point of ethanamide vs propanamide

I just have a question regarding the boiling points of some primary amides. Ethanamide has a boiling point of 222 °C, while propanamide has a lower boiling point of 213 °C. Both amides are capable of ...
PoH's user avatar
  • 467
2 votes
1 answer
774 views

What is the reason for the boiling point of benzene-1,4-diol being higher than that of benzene-1,3-diol?

What is the reason for the boiling point of benzene-1,4-diol being higher than that of benzene-1,3-diol? Both have hydrogen bonds. I think it is due to quinol's symmetry but can't point out exactly ...
Robin Singh's user avatar
2 votes
2 answers
3k views

How does hydrogen bonding affect the boiling points of chemical compounds?

My main question is why is the boiling point of methanol so much different from that of water? I understand that both compound are able to develop hydrogen bonding, and obviously water can develop ...
user307640's user avatar
1 vote
1 answer
4k views

Why is the boiling point of hydrogen sulfide higher than that of hydrogen chloride?

The boiling point of $\ce{H_2S}$ is higher than $\ce{HCl}$. Is this due to the greater number of hydrogen bond that $\ce{H_2S}$ can form compared to $\ce{HCl}$? I found this explanation for the ...
Sørën's user avatar
  • 225
1 vote
0 answers
99 views

Comparing the boiling points of common organic molecules

The order I was provided with is(comparing molecules of similar molecular mass from each); alkanes< ethers< esters< aldehydes< ketones<< alcohols<< carboxylic acids<< ...
harry's user avatar
  • 1,134
1 vote
0 answers
3k views

Explain the effect of intramolecular hydrogen bonding on solubilities in cold and hot water?

There is a statement given in my textbook (Cengage, Organic Chemistry (Part 1), page 4.33) which is as follows: (I edited the statement to make it simpler) One can account for the solubilities of ...
Banchin's user avatar
  • 69
0 votes
1 answer
527 views

Compare the boiling points of isobutane and 1-butyne

Question: Compare between the boiling points of isobutane and 1-butyne The answer to this question is given as 1-butyne has higher boiling point than isobutane. My approach: I have been taught a few ...
Shriom707's user avatar
  • 197

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