Haloalkanes and Haloarenes
Match each reaction in LIST-I with one or more products in LIST-II and choose the correct option.
2-Chloro-2-methylpentane on reaction with sodium methoxide in methanol yields:
(a) CH3CH2CH2C(CH3)2OCH3 (b) CH3CH2CH2C(CH3)CH2 (c) CH3CH2CHC(CH3)2
(I) CH3CH2OH + HCl
(II) CH3CH2OH + HCl
(III) (CH3)3COH + HCl
(IV) (CH3)2CHOH + HCl
Assertion In comparison to ethyl chloride it is difficult to carry out nucleophilic substitution on vinyl chloride.
Reason Vinyl group is electron donating.
Assertion The presence of nitro group facilitates nucleophilic substitution reactions in aryl halides.
Reason The intermediate carbanion is stabilised due to the presence of nitro group.
Assertion Alkyl benzene is not prepared by Friedel-Craft's alkylation of benzene.
Reason Alkyl halides are less reactive than acyl halides.
Assertion Benzyl bromide when kept in acetone water produces benzyl alcohol.
Reason The reaction follows SN 2 mechanism.
Assertion : p-dichlorobenzene is less soluble in organic solvents than the corresponding o-isomer.
Reason : o-dichlorobenzene is polar while p-dichlorobenzene is not.
Reason : In the E2 elimination, base always abstracts unhindered β-H.
Bromobenzene upon reaction with Br2 / Fe gives 1,4 − dibromobenzene as the major product.
In bromobenzene, the inductive effect of the bromo group is more dominant than the mesomeric effect in directing the incoming electrophile.
(A) X = Dilute aqueous NaOH, 20°C; Y = HBr/acetic acid, 20°C
(B) X = Concentrated alcoholic NaOH, 80°C; Y = HBr/acetic acid, 20°C
(C) X = Dilute aqueous NaOH, 20°C; Y = Br2/CHCl3, 0°C
(D) X = Concentrated aqueous NaOH, 80°C; Y = Br2/CHCl3, 0°C