Chapter 16

The product obtained by the reaction of benzene with chlorine in presence of sunlight is: (a) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{6} \mathrm{Cl}_{2}\) (c) \(\mathrm{C}_{6} \mathrm{H}_{6} \mathrm{Cl}_{4}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{6} \mathrm{Cl}_{6}\)

Nitrobenzene on further nitration produces: [Manipal 1999| (a) \(a\)-dinitrobenzene (b) \(m\)-dinitrobenzene (c) \(p\)-dinitrobenzene (d) all of these

\(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2} \stackrel{\mathrm{NaNO}_{2} \mathrm{HCl}}{\longrightarrow} \times \stackrel{\mathrm{Ca}_{\mathrm{Z}}(\mathrm{CN})_{3}}{\longrightarrow} Y \stackrel{\mathrm{H}_{2} \mathrm{O} / \mathrm{H}^{+}}{\longrightarrow} Z\) \(Z\) is identified as: [Manipal 2000] (a) \(\mathrm{C}_{6} \mathrm{H}_{3}-\mathrm{NH}-\mathrm{CH}_{3}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{3}-\mathrm{COOH}\) (c) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{2}-\mathrm{NH}_{2}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{CH}_{3}-\mathrm{COOH}\)

The nitration of a compound is due to the: (a) \(\mathrm{NO}_{2}\) (b) \(\mathrm{NO}_{3}\) (c) NO (d) \(\mathrm{NO}_{2}^{+}\)

The main product obtained from phenol with \(\mathrm{PCl}_{5}\) at high temperature is: (a) \(\mathrm{BHC}\) (b) hexachlorobenzene (c) chlorobenzene (d) triphenyl phosphate

The compound known as oil of wintergreen is: \(\quad\) |Manipal 2003| (a) phenyl scetate (b) phenyl salicylate (c) methyl salicylate (d) methyl acetate

In arder to convert aniline into chlorobenzene the reagent used is: [Manipal 2004] (a) \(\mathrm{NaNO}_{2} / \mathrm{HCl}, \mathrm{CuCl}\) (b) \(\mathrm{Cl}_{2} / \mathrm{CCl}_{4}\) (c) \(\mathrm{Cl}_{2} / \mathrm{AlCl}_{3}\) (d) \(\mathrm{CuCl}_{2}\)

Which of the following compounds does not undergo Schotten-Baumann reaction? (a) Phenol (b) Primary amine (c) Secondary amine (d) Tertiary amine

What is obtained when chlorine is passed in boiling toluene and product is hydrolysed? |Manipal 2005| (a) \(a\)-Cresol (b) \(p\)-Cresol (c) 2,4 -Dihydroxytoluene '(d) - Benzyl alcohol

\(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{3} \stackrel{\mathrm{CrO}_{2} \mathrm{Cl}_{3}}{-} Z\) In the given reaction \(Z\) is: (a) benzaldehyde (b) toluic acid (c) phenyl acetic acid (d) benzoic acid

\(X \frac{\mathrm{Cl}_{2}}{\mathrm{boiling}}\) benzotrichloride \(\stackrel{\mathrm{H}_{3} \mathcal{O}}{\longrightarrow} \boldsymbol{Y}\) \(X\) and \(Y\) respectively are. [P (PMT) 1499 (a) benzene, benzaldehyde (b) toluene, benzaldehyde (c) toluene, benzoic acid (d) benzene, benzoic acid

When chlorobenzene is treated with \(\mathrm{NH}_{3}\) in presence of \(\mathrm{Cu}_{2} \mathrm{O}\) in xylene at \(475 \mathrm{~K}\) the product obtained is: (a) benzylamine (b) diazonium salt (c) Schiff's base (d) aniline

Oxidation of naphthalene by acidic \(\mathrm{KMnO}_{4}\) gives: IP (PMT) 20s0 (a) benzoic acid (b) benzaldehyde (c) toluene (d) phthalic acid

Which does not react with Fehling's solution? [P (PMT) 2001] (a) acetaldehyde (b) formic acid (c) glucose (d) benzaldehyde

The reaction between chlorobenzene and chloral in the presence of concentrated sulphuric acid produces: [P (PMT) 2001| (a) gammexane (b) \(p_{i} p^{\prime}\)-dichloro diphenyl trichloro ethane (c) chloropicrin (d) benzene hexachloride

Salol is : (a) acetyl salicylic acid (b) phenyl salicylate (c) \(\beta\)-hydroxy propionic acid (d) none of these

Which one of the following possesses highest melting point? [P (PMT) 2004\(]\) (a) Chlorobenzene (b) \(o\)-Dichlorobenzene (c) \(m\)-Dichlorobenzene (d) \(p\)-Dichlorobenzene

A compound \(X\) has the molecular formula \(\mathrm{C}_{7} \mathrm{H}_{7} \mathrm{NO}\). On treatment with \(\mathrm{Br}_{2}\) and \(\mathrm{KOH}, X\) gives an amine \(Y\), The latter gives earbylamine test. \(Y\) upon diazotisation and coupling with phenol gives an azo dye. Thus, \(X\) is: \(\quad\) [MHCET I999] (a) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{NO}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{C}(\mathrm{OH})=\mathrm{NH}\) (c) \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{CONH}_{2}\) (d) none of these

When phenol reacts with chloroform and an alkali like \(\mathrm{NaOH}\), the compound formed is salicyldehyde. If we use pyrene instead of chloroform, the product obtained is [MHCET 1999] (a) salicylic acid (b) cyclohexanol (c) phenolpthalein (d) salicyldehyde

Phenol with concentrated \(\mathrm{H}_{2} \mathrm{SO}_{4}\) at room temperature gives [MHCET 2000] (a) \(p\)-phenol sulphonic acid (b) \(m=p h e n o l\) sulphonic acid (c) 2-hydroxybenzene sulphonic acid (d) phenol trisulphonic acid

Which of the following is most acidic? (a) \(\mathrm{CH}_{3} \mathrm{OH}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{O} 11\) (c) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHOH}\) (d) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\)

After the reaction of sodium benzene sulphonate with \(\mathrm{NaOH}\), it is hydrolysed by acid, the compound produced is: |MHCET 2001| (a) disodium benzaldehyde (b) benzene (c) benxoic acid (d) phenol

Reduction of nitrobenzene, in the presence of \(\mathrm{Zn}\) and ethanolic \(\mathrm{KOH}\), gives: \(\quad\) [MHCET 2003] (a) hydrazobenzene (b) nitrobenzene (c) azobenzene (d) azoxybenzene

Aniline reacts with acetaldehyde to form: (a) Schifrs base (b) carbylamine (c) ?miniac (d) none of these

Phenol reacts with bromine water to give: \(\quad\) |KCET 1996] (a) 2-bromophenol (b) 4-bromophenol (c) 2,4 dibromophenol (d) \(2,4,6\)-tribromophenol

When salicylic acid is treated with bromine water, it gives: [KCET 1997] (a) \(2,3,4\)-tribromophencil (b) \(3,4,5\)-tribromosalicylic acid (c) 3,6 -dibromosalicylic acid (d) \(2,4,6\)-tribromophenol

Hydrolysis of benzonitrile by dilute HCl yields: (a) benzoic acid (b) aniline (c) benzaldehyde (d) benzamide

A. mixture of calcium acetate and calcium benzoate on dry distillation gives: |KCET \(1937 \mid\) (a) benzophenone (b) benzaldehyde (c) acetaldehyde (d) acetophenone

Benzene is unreactive because: (a) it has carbon-carbon single bonds (b) it has double bonds (c) \(\pi\) electrons are delocalised (d) carbons are \(s p^{2}\)-hybridised

In benzene, all the six \(\mathrm{C}-\mathrm{C}\) bonds have the same length because of: [KCET 1998] (a) isomerism (b) chain isomerism (c) resonance (d) hybridisation

Liebermann's test is answered by: (a) methylamine (b) aniline (c) phenol (d) ethyl benzoate

Which one of the following on oxidation with alkaline permaganate solution yields benzoic aicd? [KCET 1999] (a) isopropyl chloride (b) benzyl chloride (c) chlorobenzene (d) phenol

Benzaldehyde is different from aliphatie aldehydes in its reaction towards: |KCET 1999] (a) NaHSO \(_{3}\) solution (b) Fehling's solution (c) Schiffs reagent (d) Tollen's reagent

Phenol can be converted into salicylic acid by: [KCET 1999] (a) Cannizaro's reaction (b) Perkin's reaction (c) Etard's reaction (d) Reimer-Tiemann reaction

Which of the following is not used in Friedel-Crafts reaction? [KCET 2000] (a) phenyl acetanilide (b) bromobenzene (c) benzene (d) chlorobenzene

Phenol is heated with pthalic anhydride in presence of conc. \(\mathrm{H}_{\mathrm{2}} \mathrm{SO}_{4}\). The product gives pink colour with alkali. The produet is: [KCET 2000] (a) phenolphthalein (b) bakelite (c) salicylic acid (d) fluorescein

To get DDT, chlorobenzene has to react with the following compound in the presence of concentrated sulphuric acid: [KCET 2001] (a) trichloro ethane (b) dichloro ucetone (c) dichloro acetaldehyde (d) trichloro acetaldehyde

When salicylic acid is distilled with zinc dust the product obtained is: [KCET 2001] (a) zine salicylate (b) salicylaldehyde (c) phenol (d) benzoic acid

A compound that undergoes bromination most easily is: (a) toluene (b) benzoic acid (c) phenol (d) benzene

Which of the following statements is incorrect regarding benzyl chloride? [KCET 2003| (a) It gives white precipitate with alcoholic \(\mathrm{AgNO}_{3}\) (b) It is an aromatic compound with substitution in the side chain (c) It undergoes nucleophilic substitution reaction (d) It is less reactive than vinyl chloride

Ethyl benzoate reacts with \(\mathrm{PCl}_{5}\) to give: (a) \(\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{Cl}+\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{COCl}+\mathrm{POCl}_{3}+\mathrm{HCl}\) (b) \(\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{Cl}+\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{COCl}+\mathrm{POCl}_{3}\) (c) \(\mathrm{CH}_{3} \mathrm{COCl}+\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{COCl}+\mathrm{POCl}_{3}\) (d) \(\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{Cl}+\mathrm{C}_{4} \mathrm{H}_{3} \mathrm{COOH}+\mathrm{POCl}_{3}\)

Which of the following statements about benzyl chloride is incorrect? (a) It is less reactive than alkyl halides (b) It can be oxidised to benzaldehyde by boiling with copper nitrate solution (c) It is a lachrymatory liquid and answers Beilstein's test (d) It gives a white precipitate with alcoholie silver nitrate

Cumene process is the most important commercial method for the manufacture of phenol. Cumene is: \(\quad\) [KCET 2004] (a) isopropyl benzene (b) ethyl bensene (c) vinyl benzene (d) propyl benzene

Benzoin is: \(\quad\) [KCET 2004] (a) compound containing an aldehyde and a ketonic group (b) \(\alpha_{*}\) \beta-unsaturated acid (c) Ci-hydroxy aldehyde (d) \(\alpha\)-hydroxy ketone

Benzene can be obtained by heating either benzoic acid with \(X\) or phenol with \(Y: X\) and \(Y\) are respectively: [KCET 2004] (a) zinc dust and soda lime (b) soda lime and zinc dust (c) zinc dust and sodium hydroxide (d) soda lime and copper

An organic compound is boiled with aqueous KOH. The product is cooled and acidified with HCl. A white solid separates out. The starting compound may be: \(\quad\) [KCET 2004] (a) ethyl benzoate (b) ethyl formate (c) ethyl acetate (d) methyl acetate

A mixture of benzene and aniline can be separated by (a) alcohol (b) \(\mathrm{NaOH}\) (c) \(\mathrm{HCl}\) (d) hot water

Phenol is (a) a base weaker than ammonia (b) an acid stronger than carbonic acid (c) an acid weaker than carbonic acid (d) a neutral compound

Which of the following is obtained on treatment of aniline with nitrous acid? (a) Benzene (b) Phenol (c) Nitrobenzene (d) Benzene-diazonium salts

Which of the following compounds reacts with chloroform and a base to form phenylisocyanide? [DPMT 2000] (a) Bengene (b) Nitrobenzene (c) Phenol (d) Aniline