Chapter 12

Which of the following compounds will show the maximum 'enol' content? (a) \(\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{COOC}_{2} \mathrm{H}_{5}\) (b) \(\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{COCH}_{3}\) (c) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\) (d) \(\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{CONH}_{2}\)

Glycerol is separated in soap industries by: (a) Fractional distillation (b) Differential extraction (c) Steam distillation (d) Distillation under reduced pressure

Which of the following compounds will exhibit geometrical isomerism ? (a) 2 - Phenyl \(-1\) - butene (b) 1,1 - Diphenyl - 1 - propene (c) 1 - Phenyl - 2 - butene (d) 3 - Phenyl \(-1\) - butene

A flask contains a mixture of isohexane and 3-methylpentane. One of the liquids boils at \(63^{\circ} \mathrm{C}\) while the other boils at \(60^{\circ} \mathrm{C}\). What is the best way to separate the two liquids and which one will be distilled out first? (a) fractional distillation, isohexane (b) simple distillation, 3 -methylpentane (c) simple distillation, isohexane (d) fractional distillation, 3 -methylpentane

The number of structural isomers for \(\mathrm{C}_{6} \mathrm{H}_{14}\) is : (a) 4 (b) 3 (c) 6 (d) 5

Which of the following pairs of compounds are positional isomers (a) CCCC(C)=O CCC(=O)CC and (b) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CHO}\) and CCCC(C)(C)O (c) CCCC(C)=O and CC(C)CC=O (d) CCC(=O)CC and CC(C)CC=O

The increasing order of nucleophilicity of the following nucleophiles is: (i) \(\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}\) (ii) \(\mathrm{H}_{2} \mathrm{O}\) (iii) \(\mathrm{CH}_{3} \mathrm{SO}_{3}^{-}\) (iv) \(\mathrm{OH}\) (a) \((\mathrm{i})<(\mathrm{iv})<(\mathrm{iii})<(\mathrm{ii})\) (b) \((\) ii \()<(\) iii \()<(\) iv \()<(\) i) (c) \((\mathrm{iv})<(\mathrm{i})<(\mathrm{iii})<(\mathrm{ii})\) (d) \((\) ii \()<(\) iii \()<(\) i \()<\) (iv)

Which one of the following acids does not exhibit optical isomerism? (a) Lactic acid (b) Tartaric acid (c) Maleic acid (d) \(\alpha\)-amino acids

The number of isomers of \(\mathrm{C}_{6} \mathrm{H}_{14}\) is (a) 4 (b) 5 (c) 6 (d) 7

The number of isomers for the compound with molecular formula \(\mathrm{C}_{2} \mathrm{BrClFI}\) is (a) 3 (b) 4 (c) 5 (d) 6

Two compounds I and II are eluted by column chromatography(adsorption of \(\mathrm{I}>\mathrm{II})\). Which one of the following is a correct statement? (a) II moves slower and has higher \(\mathrm{R}_{\mathrm{f}}\) value than I (b) II moves faster and has higher \(\mathrm{R}_{\mathrm{f}}\) value than \(\mathrm{I}\) (c) I moves faster and has higher \(\mathrm{R}_{\mathrm{f}}\) value than II (d) I moves slower and has higher \(\mathrm{R}_{\mathrm{f}}\) value than II

The hydrocarbon with seven carbon atoms containing a neopentyl and a vinyl group is : (a) 2,2 -dimethyl-4- pentene (b) 4,4 - dimethyl pentene (c) isopropyl-2-butene (d) 2,2 -dimethyl-3-pentene

Isomers which can be interconverted through rotation around a single bond are (a) Conformers (b) Diastereomers (c) Enantiomers (d) Positional isomers

The distillation technique most suited for separating glycerol from pent-l-ye in the soap industry is : (a) Steam distillation. (b) Distillation under reduced pressure. (c) Simple distillation (d) Fractional distillation

In allene \(\left(\mathrm{C}_{3} \mathrm{H}_{4}\right)\), the type(s) of hybridization of the carbon atoms is (are): (a) \(s p\) and \(s p^{3}\) (b) \(s p^{2}\) and \(s p\) (c) only \(s p^{2}\) (d) \(s p^{2}\) and \(s p^{3}\)

An isomer of ethanol is : (a) methanol (b) diethyl ether (c) acetone (d) dimethyl ether

The compound which is not isomeric with diethyl ether is (a) \(n\)-propyl methyl ether (b) butan-1-ol (c) 2-methylpropan-2-ol (d) butanone

The IUPAC name of \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COCl}\) is (a) Benzene chloro ketone (b) Benzoyl chloride (c) Chloro phenyl ketone (d) Benzene carbonyl chloride

A solution of \((-)-1-\) chloro \(-1-\) phenylethane in toluene racemises slowly in the presence of a small amount of \(\mathrm{SbCl}_{5}\), due to the formation of : (a) carbanion (b) carbene (c) carbocation (d) free radical

The compound which has one isopropyl group is : (a) \(2,2,3,3\)-tetramethylpentane (b) 2,2 -dimethylpentane (c) \(2,2,3\)-trimethylpentane (d) 2-methylpentane

The IUPAC name of the compound \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}\left(\mathrm{CH}_{3}\right)_{2}\) is (a) 1,1 -dimethyl \(-2\)-propene (b) 3-methyl-1-butene (c) 2-vinylpropane (d) 1-isopropylethylene

Only two isomeric monochloro derivatives are possible for: (a) \(n\)-butane (b) 2,4 -dimethylpentane (c) benzene (d) 2 -methylpropane

In \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\), the bond that undergoes heterolytic cleavage most readily is (a) \(\mathrm{C}-\mathrm{C}\) (b) \(\mathrm{C}-\mathrm{O}\) (c) \(\mathrm{C}-\mathrm{H}\) (d) \(\mathrm{O}-\mathrm{H}\)

The IUPAC name of succinic acid is \(\ldots \ldots \ldots \ldots . .\)

Write tautomeric forms for phenol.

The \(\mathrm{Cl}-\mathrm{C}-\mathrm{Cl} \quad\) angle in \(1,1,2,2\)-tetrachloroethene and tetrachloromethane respectively will be about (a) \(120^{\circ}\) and \(109.5^{\circ}\) (b) \(90^{\circ}\) and \(109.5^{\circ}\) (c) \(109.5^{\circ}\) and \(90^{\circ}\) (d) \(109.5^{\circ}\) and \(120^{\circ}\)

The kind of delocalization involving sigma bond orbitals is called ............

The bond between carbon atom (1) and carbon atom (2) in compound \(\mathrm{N} \equiv \mathrm{C}-\mathrm{CH}=\mathrm{CH}_{2}\) involves the hybrids as (a) \(s p^{2}\) and \(s p^{2}\) (b) \(s p^{3}\) and \(s p\) (c) \(s p\) and \(s p^{2}\) (d) \(s p\) and \(s p\)

Out of the following compounds, which will have a zero dipole moment? (a) 1,1 -dichloroethylene (b) cis-1, 2-dichloroethylene (c) trans-1, 2-dichloroethylene (d) None of these compounds

The compound 1, 2-butadiene has (a) only \(s p\) hybridized carbon atoms (b) only \(s p^{2}\) hybridized carbon atoms (c) both \(s p\) and \(s p^{2}\) hybridized carbon atoms (d) \(s p, s p^{2}\) and \(s p^{3}\) hybridized carbon atoms

Molecule in which the distance between the two adjacent carbon atoms is largest is (a) Ethane (b) Ethene (c) Ethyne (d) Benzene

Write the structural formula of 4-chloro-2-pentene.

In an estimation of bromine by Carius method, \(1.6 \mathrm{~g}\) of an organic compound gave \(1.88 \mathrm{~g}\) of \(\mathrm{AgBr}\). The mass percentage of bromine in the compound is (Atomic mass, \(\left.\mathrm{Ag}=108, \mathrm{Br}=80 \mathrm{~g} \mathrm{~mol}^{-1}\right)\)

The valence atomic orbitals on carbon in silver acetylide is .............. hybridized.

The compound having both \(s p\) and \(s p^{2}\) hybridized carbon atoms is ___ .(propene, propane, propadiene)

The hyperconjugative stabilities of tert-butyl cation and2-butene, respectively, are due to (a) \(\sigma \rightarrow \mathrm{p}\) (empty) and \(\sigma \rightarrow \pi^{*}\) electron delocalisations (b) \(\sigma \rightarrow \sigma^{*}\) and \(\sigma \rightarrow \pi\) electron delocalisations (c) \(\sigma \rightarrow \mathrm{p}\) (filled) and \(\sigma \rightarrow \pi\) electron delocalisations (d) \(\mathrm{p}\) (filled) \(\rightarrow \sigma^{*}\) and \(\sigma \rightarrow \pi^{*}\) electron delocalisations

Among the following compounds, the strongest acid is (a) \(\mathrm{HC} \equiv \mathrm{CH}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{6}\) (c) \(\mathrm{C}_{2} \mathrm{H}_{6}\) (d) \(\mathrm{CH}_{3} \mathrm{OH}\)

What is the decreasing order of strength of the bases \(\mathrm{OH}^{-}, \mathrm{NH}_{2}^{-}, \mathrm{HC} \equiv \mathrm{C}^{-}\)and \(\mathrm{CH}_{3} \mathrm{CH}_{2}^{-} ?\) (a) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{H}-\mathrm{C} \equiv \mathrm{C}^{-}>\mathrm{OH}^{-}\) (b) \(\mathrm{H}-\mathrm{C} \equiv \mathrm{C}^{-}>\mathrm{CH}_{3}-\mathrm{CH}_{2}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{OH}\) (c) \(\mathrm{OH}^{-}>\mathrm{NH}_{2}^{-}>\mathrm{H}-\mathrm{C} \equiv \mathrm{C}^{-}>\mathrm{CH}_{3}-\mathrm{CH}_{2}^{-}\) (d) \(\mathrm{NH}_{2}^{-}>\mathrm{H}-\mathrm{C} \equiv \mathrm{C}^{-}>\mathrm{OH}^{-}>\mathrm{CH}_{3}-\mathrm{CH}_{2}^{-}\)

Dipole moment is shown by: (a) 1, 4-dichlorobenzene (b) cis-1, 2-dichloroethane (c) trans \(-1\), 2-dichloroethene (d) trans- 1, 2-dichloro-2-pentene

Resonance structures of a molecule should have : (a) identical arrangement of atoms (b) nearly the same energy content (c) the same number of paired electrons (d) identical bonding

Which one is more soluble in diethyl ether - anhydrous \(\mathrm{AlCl}_{3}\) or hydrous \(\mathrm{AlCl}_{3}\) ? Explain in terms of bonding.

Give reasons for the following : (i) \(\mathrm{CH}_{2}=\mathrm{CH}^{-}\)is more basic than \(\mathrm{HC} \equiv \mathrm{C}^{-}\). (ii) Phenyl group is known to exert negative inductive effect. But each phenyl ring in biphenyl \(\left(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{C}_{6} \mathrm{H}_{5}\right)\) is more reactive than benzene towards electrophilic substitution. (iii) Carbon oxygen bond lengths in formic acid are \(1.23 \AA\) and \(1.36 \AA\) and both the carbon oxygen bonds in sodium formate have the same value i.e. \(1.27 \AA\).

\(n\)-butane, \(n\)-butanol, \(n\)-butyl chloride, isobutane in increasing order of boiling point.