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Question

What is the correct order of decreasing stability of the following cations?
$$I-\quad CH_3-\overset { * }{ C } H-CH_3$$
$$II-\quad CH_3-\overset { * }{ C } H-OCH_3$$
$$III-\quad CH_3-\overset { * }{ C } H-CH_2-OCH_3$$


A
II>I>III
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B
II>III>I
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C
III>I>II
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D
I>II>III
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Solution

The correct option is A $$II > I > III$$
$$C{H}_{3}-\overset{\ast}{C}H-C{H}_{3} \rightarrow$$ Stable due to +I effect of 2 $$-C{H}_{3}$$ groups.
$$C{H}_{3}-\overset{\ast}{C}H-OC{H}_{3} \rightarrow$$ Stable due to strong +R effect of $$-OC{H}_{3}$$ group (lone pair-$$\sigma$$ bond-positive charge).
$$C{H}_{3}-\overset{\ast}{C}H-C{H}_{2}-OC{H}_{3} \rightarrow$$ Destabilised by -I effect of $$-OC{H}_{3}$$ group.
$$\Rightarrow$$ R effect in $$II$$ dominates I effect in $$I$$
Hence, the correct order of stability is $$II > I > III$$.

930209_930528_ans_65478feb1e544b97b5efe4163fcfe4f4.PNG

Chemistry

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