Chlorine of vinyl chloride $$\left( {C{H_2} = CHCl} \right)$$ is non-reactive ( less reactive ) towards nucleophile ( in nucleophilic substitution reaction ) because it shows the following resonating structure due to $$+M$$ - effect of $$-Cl$$ - $$atom.$$
In structure II, $$Cl$$ - $$atom$$ have positive charge and partial double bond character with $$C$$ of vinyl group, so it is more tightly attracted towards the nucleus and does not get replaced by nucleophile in $${S_N}$$ reaction.
303.
Which one of the following conformations of cyclohexane is chiral ?
Option (C) is most probable answer. Out of compound (c) or (d), the (d) results in formation of racemic product due to chirality. Compound (c) although not chiral but can form racemic product. After removal of $$C{l^ - }$$ gives a carbocation which in turn undergo racemisation after rearrangement.
307.
The order of decreasing reactivity towards an electrophilic reagent, for the following
(i) Benzene
(ii) Toluene
(iii) Chlorobenzene
(iv) Phenol
woild be
Benzene having any activating group, i.e. $$OH,R,$$ etc, undergoes electrophilic substitution very easily as compared to benzene itself. Thus, toluene $$\left( {{C_6}{H_5}C{H_3}} \right),$$ phenol $$\left( {{C_6}{H_5}OH} \right)$$ undergo elecrophilic substitution very readily than benzene. Chlorine with $$ + E$$ and $$ + M$$ - effect deactivates the ring due to strong $$-I$$ - effect. So, it is difficult to carry out the substitution in chlorobenzene than in benzene, so the correct order is
$$\mathop {{\text{Phenol}}}\limits_{\left( {{\text{iv}}} \right)} {\text{ > }}\mathop {{\text{Toluene}}}\limits_{\left( {{\text{ii}}} \right)} {\text{ > }}\mathop {{\text{Benzene}}}\limits_{\left( {\text{i}} \right)} {\text{ > }}\mathop {{\text{Chlorobenzene}}}\limits_{\left( {{\text{iii}}} \right)} $$
308.
Which of the following carbanion expected to be most stable?
Carbanions are stabilised by electron withdrawing groups. $$ - N{O_2}$$ is stronger electron withdrawing group as compared to $$ - CHO.$$ At $$ortho$$ - position, the effect is more pronounced.
309.
Which one of the following compounds has the most acidic nature?
Key Idea Presence of electron withdrawing substituent increases the acidity while electron releasing substituent, decreases the acidity.
Phenyl is an electron withdrawing substituent while $$ - C{H_3}$$ is an electron releasing substituent. Moreover, phenoxide ion is more resonance stabilised as compared to benzyloxide ion, thus releases proton more easily. That’s why phenol is a strong acid among the given compounds.
310.
$$But$$ $$-2-ene$$ exhibits $$cis-trans-isomerism$$ due
to
Due to presence of $$ > C = C < $$ in $$but$$ $$-2-ene,$$ it shows restricted rotation. Hence, give two types of arrangements around the space of $$ > C = C < $$ as $$cis$$ and $$trans$$ - forms.