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Which one of the following compounds wil...

Which one of the following compounds will be most readily dehydrated?

A

B

C

D

Text Solution

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The correct Answer is:
D
The intermediate is carbocation which is destabilised by `C=O` group in the first three cases. In (d), `alpha-` hydrogen is more acidic which can be removed as water. Moreover, the positive charge on the intermediate carbocation is relatively away from the `C=O` group.
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DISHA PUBLICATION-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS-Exercise - 1 : Concept Builder (Topicwise) (TOPIC 2 : Properties of Carbonyl Compounds)
  1. In the above reaction, product (B) is :

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  2. Which of the major product of the following reaction? CH(3)-overset(O...

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  3. Arrange the following compounds in order of their reactivity toward Li...

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  4. Which one of the following compounds will be most readily dehydrated?

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  5. Acetone is treated with excess of ethanol in the presence of hydrochlo...

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  6. Consider the reaction RCHO + NH(2)NH(2) rarr R - CH = N NH(2) What...

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  7. Which of the following compounds will give a yellow precipitate with i...

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  8. The order of stability of the following tautomeric compounds is (i)....

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  9. Which one is most reactive towards nucleophilic addition reaction?

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  10. An organic compound 'X' having molecular formula C(5)H(10)O yield phen...

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  11. Reaction of carbonyl compound with one of the following reagents invol...

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  12. Of the following which is the product formed when cyclohexanone under...

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  13. Which of the following pairs of reactants is most effective in forming...

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  14. overset(NH(2)OH)rarr (A) overset(H^(+))rarr (B)overset(LAH)rarr (C ), ...

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  15. X, most likely the compound X is

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  16. The compound shown below is the cyclic hemiacetal of

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  17. What is the product of the following reaction ?

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  18. The reagents employed to carry the following transformation

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  19. The most acidic hydrogen for the following compound

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  20. What is the product of the following reaction?

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