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Dehydration of alcohol by conc. H(2)SO(4...

Dehydration of alcohol by conc. `H_(2)SO_(4)` takes place according to following steps:
`CH_(3)-overset(CH_(3))overset("| ")underset("H ")underset("| ")"C "-CH_(2)overset(* *)underset(* *)OHoverset(H^(+))underset("step - 1")rarrCH_(3)-overset(CH_(3))overset("| ")underset("H ")underset("| ")"C "-CH_(2)overset(+)OH_(2)overset(-H_(2)O)underset("step - 2")rarr CH_(3)-overset(CH_(3))overset("| ")underset("H ")underset("| ")"C "-overset(+)CH_(2)`
`overset(1,2-H^(-)" shift")underset("step - 3")Rarr CH_(3)-overset(CH_(3))overset("| ")underset("+ ")C-CH_(3)overset(-H^(+))underset("step - 4")rarr CH_(3)=overset(CH_(3))overset("| ")"C "-CH_(3)`
The lowest and fastest steps in the above reaction are

A

step 1 is lowest, by 3 is fastest

B

step 2 is lowest while 3 is fastest

C

step 2 is lowest, while 4 is fastest

D

all steps proceed at equal rate

Text Solution

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The correct Answer is:
C

Step 2 involves the formation of carbonium ion by the loss of weakly basic `H_(2)O` molecule. It is slowest step. Step 4 involves the conversion of an unstable (or intermediate) into a quite stable product, hence it is fastest step.
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DISHA PUBLICATION-ALCOHOLS, PHENOLS AND ETHERS-Exercise - 2 : Concept Applicator)
  1. Which of the following is most reactive towards aqueous HBr?

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  2. Which of the following alcohols on dehydration with conc. H(2)SO(4) wi...

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  3. Dehydration of alcohol by conc. H(2)SO(4) takes place according to fol...

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  4. Product is

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  5. During the dehydration of alcohols to alkenes by heating with conc. H(...

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  6. B(mix)overset(conc.HI)underset(2) larr (CH(3))(3)C-O-CH(3) overset("an...

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  7. ClCH2CH(2)OH is stronger acid than CH(3)CH(2)OH because of :

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  8. CH(3)-CH=CH(2)overset((i)Hg(OA c)(2)//H(2)O)underset((ii)NaBH(4))rarr ...

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  9. What is product of the following sequence of reactions ? (CH(3))(2)C...

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  10. Identify the nature of product in the following reaction

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  11. Which electrophile is likely to be formed as an intermediate in the fo...

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  12. Phenol is

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  13. What is the structure of the major product when phenol is treated with...

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  14. The structure of the compound that gives a tribromo derivative on trea...

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  15. "Phenol "overset(NaNO(2)//H(2)SO(4))rarr B overset(H(2)O)rarr C overse...

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  16. The major product P in the following reaction is (CH(3))(3)COH+C(2)H...

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  17. An ether, (A) having molecular formula, C(6)H(14)O, when treated with ...

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  18. HBr reacts with H(2)C=CH-OCH(3) under anhydrous conditions at room tem...

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  19. CH(3)underset(CH(3))underset(|)(CH)-CH=CH(2)underset((ii)H(2)O(2)//OH)...

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  20. The reaction can be classified as:-

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