Among the following, the most stable carbocation is:

p - N O_{2} - C_{6} H_{4} - C H_{2}^{+}

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C_{6} H_{5} C H_{2}^{+}

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p - C l - C_{6} H_{4} - C H_{2}^{+}

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p - C H_{3} O - C_{6} H_{4} - C H_{2}^{+}

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Solution

The correct option is B $p - C H_{3} O - C_{6} H_{4} - C H_{2}^{+}$

Groups which exert $+ I$ effect increase the stability of carbonium ions by donating electron density (like alkyl groups).

$P h C H_{2}^{+}$ is a stable carbonium ion because it helps to stabilize the positive charge density by resonance.

Groups which exert $- I$ effect decrease the stability of carbonium ions (like $- N O_{2}, - C l^{-})$ due to electron withdrawing effect.

$- O C H_{3}$ group shows $+ R$ effect, which stabilises the carbocation more.

$∴$ The order of stability is as follows:
$p - C H_{3} O - C_{6} H_{4} - C H_{2}^{+} > C_{6} H_{5} C H_{2}^{+} > p - C l - C_{6} H_{4} - C H_{2}^{+} > p - N O_{2} - C_{6} H_{4} - C H_{2}^{+}$

Option D is correct.

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Similar questions

Q. a.

p - O_{2} N - C_{6} H_{4} - + C H_{2}

p - C H_{3} O - C_{6} H_{4} - + C H_{2}

p - C l - C_{6} H_{4} - + C H_{2}

C_{6} H_{5} - + C H_{2}

Correct order of stability of above species is:

Q. Decreasing order of basicity is?
(i)

C H_{3} N H_{2}

(ii)

C_{6} H_{5} C H_{2} N H_{2}

(iii)

p - C H_{3} O - C_{6} H_{4} - N H_{2}

(iv)

m - C H_{3} O - C_{6} H_{4} - N H_{2}

Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, $E^{+}$
(a)Chlorobenzene, 2,4-dinitrochlorobenzene, p-nitrochlorobenzene

(b)Toluene, $p - H_{3} C - C_{6} H_{4} - N O_{2}, p - O_{2} N - C_{6} H_{4} - N O_{2} .$

Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, E⁺

(a) Chlorobenzene, 2,4-dinitrochlorobenzene, p-nitrochlorobenzene

(b) Toluene, p-H₃C–C₆H₄–NO₂, p-O₂N–C₆H₄–NO₂.

$C H_{3} O - C H = C H - N O_{2}$	$I$
$C H_{2} = C H - N O_{2}$	$I I$
$C H_{2} = C H - C l$	$I I I$
$C H_{2} = C H_{2}$	$I V$

Which of the following is the correct order of

C = C

bond lengths among these compounds?

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