Nucleophilic substitution

Ease of SN1 ractions among these compounds upon tratment with Aq NaOH will be in the order as:

(a) I >II >III>IV >V (b) IV>I>III>II>V
(c) I>IV>III>II>V (d) V> IV>III>II>I

3 Answers

106
Asish Mahapatra ·

is it (a) ?

11
Tush Watts ·

Nops Ans given is (b)

106
Asish Mahapatra ·

ohh yes,

See, V will be least stable as it is phenyl carbocation.
I and IV have resonance possible so are most stable and as O is more electronegative than N, +ve charge on N is relatively more stable than that on O. So IV is more stable than I.

in III and II, O is EWG as it is electronegative, so farther the EWG, more is the stability of the +ve charge. So III>II

In I and IV resonance dominates inductive effect

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