Question: An unknown compound gave a melting point of 230C. When the molten liquid solidified, the melting point was redetermined and found to be 131C. Give a possible explanation for this discrepancy.

My answer: The compound sublimed.

How would sublimation work to do this?

Doesn't sublimation send it right from melting point to boiling point? So when they heated it to melting, they didn't catch it until it hit boiling point. Then they solidified it and got the temp as soon as it got liquid.

Sheryl

When a substance sublimes, it goes from the solid state directly to the vapor state without going through the liquid state. And it will solidify from the vapor sate directly to the solid state without passing through the liquid state. So there is no boiling point. The literature will quote a sublimation temperature.

How about if it was in a capillary tube? That might not explain why it was so high initially.

Maybe the thermometer was broken. Any hints?

Sheryl

The only thing that comes to mind is that it melted at 230 C, rearranged into another compound, cooled and solidified. The new pure comound melted at the lower temperature.

Thanks very much. I had so much Organic work this weekend that I couldn't believe it but I think I'm finished for the night.

Sheryl

Could it form after melting into the solid of another isomer? Often isomers have vastly different mp...
as an example, the para, ortho, and meta forms of dichlorobenzene come to mind.

Sounds like that is the answer.

Thanks from Sheryl

When a compound sublimes, it goes directly from a solid state to a gaseous state without passing through a liquid state. This means that the compound would not be in a molten liquid form when it was redetermined, which could explain the lower melting point. Additionally, the sublimation process could cause impurities to be removed from the compound, leading to a purer sample and a lower melting point.

You're welcome, Sheryl! I'm glad I could help. Organic chemistry can be quite tricky sometimes, but it's always interesting to find possible explanations for discrepancies like this. If you have any more questions or need any more help, feel free to ask. Good luck with your work!

You're welcome, Sheryl! I'm glad I could help clarify things for you. Don't hesitate to reach out if you have any more questions or need further assistance in the future. Good luck with your organic work!

Yes, that is a possible explanation. Isomerization could occur, where the compound rearranges into another compound with a different structure. This new compound could have a lower melting point than the original compound, thus explaining the lower melting point observed after solidification. Isomerization is common in organic compounds and different isomers can have vastly different melting points.