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The mechanism of the reaction between te...

The mechanism of the reaction between tert-butyl alcohol and hydroxide ion involves the following steps.
Step 1 `CH_(3)-undersetunderset(Br)(|)oversetoverset(CH_(3))(|)(C)-CH_(3)rarrCH_(3)-underset(+)oversetoverset(CH_(3))(|)C-CH_(3)+Br^(-)`, Step 2 `CH_(3)-oversetoverset(CH_(3))(|)underset(+)(C)-CH_(3)+OH^(-)rarrCH_(3)-undersetunderset(OH)(|)oversetoverset(CH_(3))(|)(C)-CH_(3)`
Which of the following statements hold good for this mechanism?

A

step 1 is fast and step 2 is slow

B

step 1 is slow and step 2 is fast

C

both steps 1 and 2 are slow

D

both steps 1 and 2 are fast

Text Solution

Verified by Experts

The correct Answer is:
B

The reaction follows `S_(N)1` mechanism with the formation of carbocation as the rate determining step. Thus, step 1 is slow while step 2 is fast.
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BRILLIANT PUBLICATION-ORGANIC CHEMISTRY : SOME BASIC PRINCIPLES - PART II (ISOMERISM AND REACTION MECHANISM) -LEVEL-II
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  2. Under identical conditions, S(N)1 reaction will occur most efficient w...

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  3. Consider the reaction, RCHO+NH(2)NH(2)rarrRCH=N-NH(2). What type of re...

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  4. An incorrect statement with respect to S(N)1 and S(N)2 mechanism for a...

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  5. In which of the following molecules, the resonance effect is not prese...

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  6. For 1-methoxy-1, 3-butadiene, which of the following resonating struct...

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  7. Which of the following statements regarding resonance is not correct?

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  8. Amongst the given species, the best leaving group in a nucleophilic su...

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  9. The mechanism of the reaction between tert-butyl alcohol and hydroxide...

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  10. In which of the following pairs A is more stable than B?

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  11. Which of the following carbocations will not rearrange?

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  12. Which one of the following substitutents at para-position is most effe...

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  13. The order of decreasing ease of abstraction of hydrogen atoms in the f...

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  14. Which of the following reactions involves a nucleophile? (I) CH(3)CO...

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  15. In the following carbocation, H//CH(3) that is most likely to migrate ...

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  16. The hyperconjugative stabilities of tert-butyl cation and 2-butene, re...

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  17. If the carbocation rearranges to gain stability, it will rearrange to

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  18. p-chlorophenol is a stronger acid than phenol because

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  19. The major product in the reaction is:

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  20. Consider the following compounds: Hyperconjugation occurs in

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