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Addition of water to an alkyne gives a keto-enol tautomer product. What will be the enol that is in equilibrium with the given ketone 2-Pentanone?

Answer 1

Since the parent ketone is unsymmetric, two enol products are possible.

#H_3"C"C(=O)CH_2CH_2CH_3 rightleftharpoonsH_3C(HO)C=CHCH_2CH_3+H_2C=C(OH)CH_2CH_2CH_3#

What do you think would happen to the enol hydrogens if the parent ketone were involved in an equilibrium with #D^(+)"/"D_2O" "(D=""^2H)#? Could deuterium be incorporated on the backbone of the ketone?

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Answer 2

Isabella Acosta

2-Penten-1-ol

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Answer from HIX Tutor

When evaluating a one-sided limit, you need to be careful when a quantity is approaching zero since its sign is different depending on which way it is approaching zero from. Let us look at some examples.