Hydration with Mercury

[simplyome]

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Quick question,
What are the products when you hydrate 2-hexyne with HgSO4 and H3O+?

 

[Lonely Sol]

Quick question,
What are the products when you hydrate 2-hexyne with HgSO4 and H3O+?

you will end up with 3-hexanone.

The reason being is because of the keto-enol tautomerization:

Here is the tatutomerization:
_______HgSO4___________________tautomers________
2-hexyne----->3-hydroxy-2-hexene<-------->3-hexanone

 

[Flipper405]

Wouldn't there be a mixture of 2-hexanone and 3-hexanone?

 

[jy87]

Yeah, I'm pretty sure you're right Flipper405. There would be a mixture of the two products.