Which of the following pairs are keto-enol tautomers?

C H_{3} C H_{2} C H = C H C H_{2} O H

and

C H_{3} C H_{2} C H_{2} C H_{2} C H O

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2-propanol and acetone

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C H_{3} C H_{2} C H = C H O H

and

C H_{3} C H_{2} C H_{2} C H O

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C H_{3} C H_{2} C H_{2} C = C H_{2}

and

C H_{3} C H_{2} C H_{2} - O | | C - C H_{3}

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Solution

The correct options are
A $C H_{3} C H_{2} C H_{2} C = C H_{2}$ and $C H_{3} C H_{2} C H_{2} - O | | C - C H_{3}$
B $C H_{3} C H_{2} C H = C H O H$ and $C H_{3} C H_{2} C H_{2} C H O$
(a) Pent-2-ene-1-ol and pentanal are not the keto enol tautomers as they cannot be isomerized into each other. The enol should have hydroxyl group on the unsaturated carbon atom.
(b) 2-propanol and acetone are not keto enol tautomers as 2-propanol does not have a carbon carbon double bond.
(c) But-1-ene-1-ol and butanal are the keto enol tautomers as they can be interconverted into each other.
(d) Pent-1-ne-2-ol and 2-pentanone are keto enol tautomers. They can be isomerized into each other.

Suggest Corrections

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