Chapter 6

Which of the following is/are more reactive towards nitration than benzene? (a) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{3} / \mathrm{HF}\) (b) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Cl} /\) Anh. \(\mathrm{AlCl}_{3}\) (c) \(\mathrm{CH}_{3}-\mathrm{CHCH}_{3} / \mathrm{Anh} . \mathrm{AlCl}_{3}\) (d) All of these

What is correct order of rate of nitration of the following compounds? (i) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{3}\) (ii) \(\mathrm{C}_{6} \mathrm{H}_{6}\) (iii) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Br}\) (iv) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NR}_{3}\) (v) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NMe}_{2}\) (a) \(\mathrm{iv}>\mathrm{iii}>\mathrm{ii}>\mathrm{i}>\mathrm{v}\) (b) \(\mathrm{v}>\mathrm{iii}>\mathrm{ii}>\mathrm{i}>\mathrm{iv}\) (c) \(\mathrm{v}>\mathrm{i}>\mathrm{ii}>\mathrm{iii}>\mathrm{iv}\) (d) \(v>\mathrm{iv}>\mathrm{ii}>\mathrm{i}>\mathrm{iii}\)

The type of substitution reactions of benzenoid hydrocarbons are (a) elimination (b) electrophilic (c) nucleophilic (d) free radical

An aromatic compound ' \(\mathrm{A}^{\prime} \mathrm{C}_{7} \mathrm{H}_{6} \mathrm{Cl}_{2}\), gives \(\mathrm{AgCl}\) on boiling with alcoholic \(\mathrm{AgNO}_{3}\) solution and yields \(\mathrm{C}_{7} \mathrm{H}_{7} \mathrm{OCl}\) on treatment with \(\mathrm{NaOH}\). 'A' on oxidation gives monochloro benzoic acid which affords only one mononitro derivative. The compound ' \(A^{\prime}\) is

In the sulphonation, acetylation and formylation of benzene the group of effective electrophiles would be (a) \(\mathrm{SO}_{3}^{\oplus}, \mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{O}^{\oplus}, \mathrm{HCO}\) (b) \(\mathrm{SO}_{3}, \mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{O}, \mathrm{HCO}\) (c) \(\mathrm{SO}_{3}, \mathrm{CH}_{3} \mathrm{CHO}, \mathrm{CO}+\mathrm{HCl}\) (d) \(\mathrm{HSO}_{3}, \mathrm{CH}_{3} \mathrm{CO}, \mathrm{HCO}\)

When benzene is heated with acetic anhydride in the presence of anhydrous aluminium chloride at \(80^{\circ} \mathrm{C}\), the product formed is? (a) Benzoic acid (b) Benzophenone (c) Acetophenone (d) Ethyl phenyl ketone

Regarding the nitration of phenol with Dil. \(\mathrm{HNO}_{3}\) as described above, the incorrect statement is (a) \(\mathrm{HNO}_{3}\) acts as an acid and also as an oxidant. (b) Nitrous acid acts as a base. (c) The reaction intermediate is an arenium ion. (d) Amount of \(\mathrm{HNO}_{2}\) goes on decreasing with the progress of nitration.

The factor which is expected to promote ipso substitution is (a) The group \(\mathrm{G}\) should be a strong electron withdrawing group (b) A group which is highly electron withdrawing should be attached at ortho or para position with respect to the group \(\mathrm{G}\) (c) The group G should leave as \(G^{+}\) easily, i.e., \(G^{+}\) should be highly stable (d) The group G should leave easily, i.e., \(\mathrm{G}^{+}\) should be highly unstable

What is the bond angle for each \(\mathrm{H}-\mathrm{C}-\mathrm{C}\) and each \(\mathrm{C}-\mathrm{C}-\mathrm{C}\) on benzene? (a) \(120^{\circ}\) and \(120^{\circ}\) (b) \(109.5^{\circ}\) and \(120^{\circ}\) (c) \(120^{\circ}\) and \(109.5^{\circ}\) (d) \(180^{\circ}\) and \(120^{\circ}\) (e) None of these

What one of the following is the best description for the overall shape of benzene molecule? (a) Linear (b) Triangular (c) Tetrahedron (d) Planar (e) Goofy

Match the Column I with Column II. Column I (a) Toluene (b) Cumene (c) Benzene (d) Mesitylene Column II (p) On oxidation by \(\mathrm{KMnO}_{4}\) in acid medium gives benzoic acid (q) Used in the manufacture of phenol (r) Symmetrical trimethyl benzene (s) On oxidation \(\left(\mathrm{V}_{2} \mathrm{O}_{5} / \mathrm{O}_{2}\right)\) at \(250-450^{\circ} \mathrm{C}\) gives maleic anhydride

Match Column I with Column II. Column I [name of reaction] (a) Haloform reaction (b) Aldol addition (c) Witting reaction (d) Hofmann bromamide reaction Column II [substrate(s) of reaction] (p) \(\alpha\) -methyl carbonyl compound (q) Acid amide (r) Aldehyde (s) Halide and carbonyl

Column I (reaction) (a) Wurtz reaction (b) Dehydration of alcohol with Conc. \(\mathrm{H}_{3} \mathrm{PO}_{4}\) (c) Kolbe's electrolysis (d) Diazotisation Column II (intermediate) (p) Carbocation (q) Electrophile (excluding free radicals) (r) Free radical (s) Carbanion (t) \(\mathrm{N}_{2}\) gas liberated in intermediate step