The reaction sequence(s) that would lead to o | vedclass

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Question

(A) In sequence $(A)$: $o$-toluidine reacts with $NaNO_2/HCl$ at $273 \ K$ to form a diazonium salt,which on reaction with $CuCN$ gives $o$-tolunitril

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$A, B$

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(A) In sequence $(A)$: $o$-toluidine reacts with $NaNO_2/HCl$ at $273 \ K$ to form a diazonium salt,which on reaction with $CuCN$ gives $o$-tolunitrile. Reduction with $DIBAL-H$ followed by hydrolysis yields $o$-tolualdehyde. Finally,Wolff-Kishner reduction $(N_2H_4, KOH, \Delta)$ converts the aldehyde group to a methyl group,resulting in $o$-xylene.In sequence $(B)$: $o$-bromotoluene reacts with $Mg$ to form a Grignard reagent,which on treatment with $CO_2$ followed by $H_3O^+$ gives $o$-toluic acid. Reaction with $SOCl_2$ yields $o$-toluoyl chloride. Rosenmund reduction $(H_2, Pd-BaSO_4)$ converts the acid chloride to $o$-tolualdehyde. Clemmensen reduction $(Zn-Hg, HCl)$ then reduces the aldehyde to a methyl group,yielding $o$-xylene.In sequence $(C)$: Hydroboration-oxidation of $o$-vinyltoluene gives $2-(o-tolyl)ethanol$. Reaction with $PBr_3$ gives the corresponding bromide,and reduction with $Zn/HCl$ gives $o$-ethyltoluene,not $o$-xylene.In sequence $(D)$: Ozonolysis of indene followed by Wolff-Kishner reduction does not yield $o$-xylene.Thus,sequences $(A)$ and $(B)$ produce $o$-xylene.

Column-$I$	Column-$II$
$(A)$ $CF_3COOH$	$(i)$ $3.41$
$(B)$ Benzoic acid	$(ii)$ $4.76$
$(C)$ $CH_3COOH$	$(iii)$ $0.23$
$(D)$ $4$-nitrobenzoic acid	$(iv)$ $4.20$

The reaction sequence$(s)$ that would lead to $o$-xylene as the major product is (are)

Similar Questions

Match Column-$I$ with Column-$II$ based on the $pK_a$ values of the given carboxylic acids:
Column-$I$ Column-$II$
$(A)$ $CF_3COOH$ $(i)$ $3.41$
$(B)$ Benzoic acid $(ii)$ $4.76$
$(C)$ $CH_3COOH$ $(iii)$ $0.23$
$(D)$ $4$-nitrobenzoic acid $(iv)$ $4.20$

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