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Give the reactivity in the decreasing or...

Give the reactivity in the decreasing order of the following nucleophiles towards nucleophilic addition reaction with compound `A(F_3C--=-CF_3)`.
(I) `CH_3O^(Θ)` (II) `C_3H_5^(Θ)`
(III) `CH_3COO` (IV) `CH_3SO_3^(Θ)`

A

(a) `(II)gt(I)gt(III)gt(IV)`

B

(b) `(IV)gt(III)gt(I)gt(II)`

C

(c) `(I)gt(II)gt(IV)gt(III)`

D

(d) `(III)gt(IV)gt(II)gt(I)`

Text Solution

Verified by Experts

The correct Answer is:
A

In the same nucleophilic centre, nuleophilicity is parallel to basic character. Stronger the acid, weaker is the conjugated base.
Acidic character order: `CH_(3)SO_(3)H gt CH_(3) COOH gt CH_(3)OH gt C_(2)H_(5)OH`
Basic and nucleophilicity order:
`underset((IV))(CH_(3)Soverset(Theta)(O_(3)))lt underset((III))(CH_(3)COoverset(Theta)O) lt underset((I))(CH_(3)overset(Theta)O)lt underset((II))(C_(2)H_(5)overset(Theta)O)`
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Knowledge Check

  • Give the reactivity in the decreasing order of the following alkynes towards nucleophilic addition reaction with MeO^(Θ)//MeOH . (I) (II) Me--=-Me (III) Me--=-H (IV) H--=-H

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    (a) `(I)gt(II)gt(III)gt(IV)`
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  • Reactivity towards nucleophilic additions reaction of (I) IHCHO (II), CH_(3)CHO (III) CH_(3)COCH_(3) is

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