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Alcohols as Nucleophiles and Electrophiles

Which of the ...

Question

Which of the following alcohols give immediate turbidity with Lucas reagent?

A

2 - M e t h y l - p r o p a n o l

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B

2 - M e t h y l - 2 - b u t a n o l

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C

3 - M e t h y l - 2 - b u t a n o l

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D

2 - M e t h y l - 1 - b u t a n o l

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Solution

The correct option is C $2 - M e t h y l - 2 - b u t a n o l$
Option B is the correct answer.
Reaction between alcohol and Lucas reagent involves the formation of a carbocation intermediate. Thus, the stability of the carbocation dictates the rate of the reaction. That is why, the order of reactivity for alcohols with Lucas reagent is $3 ° > 2 ° > 1 °$
2-Methyl-2-butanol will yield a 3° carbocation which is most stable and hence will given immediate turbidity when reacted with Lucas reagent.

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Similar questions

Q. A mixture of two alcohols

3 -

- 1 -

2 -

- 1 -

butanol, given chiefly

2 -

- 2 -

butene when dehydrated with acid.

2 -

- 2 -

butene is converted into

2 -

- 2 -

butanol with approximately 90% yield by treatment with 50% aqueous solution of sulphuric acid at

0^{\circ}

C. Write equation showing mechanism of conversions.

Q. Lucas test is used to differentiate and categorize primary, secondary and tertiary alcohols using a solution of anhydrous zinc chloride in concentrated hydrochloric acid. This solution is commonly referred to as “Lucas Reagent”.

2-Methyl-2-butonol can be differentiated from 3-methyl-2-butanol using Lucas reagent because:

Q. The reactivities of methanol (I), 1 - propanol (II), 2 - butanol (III) and 2 - methyl-2- propanol (IV) towards sodium metal follow the order:

Q. Choose the reagent and reactant that would produce 2-methyl-2-butanol as the major product.

Q. Assertion :Treatment of

3

1

H g (C H_{3} C O O)_{2} - H_{2} O

followed by reduction with

N a B H_{4}

2

2

-butanol. Reason: The reaction proceeds through a cyclic mercurinium ion reactive intermediate.

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