Chapter 24

Which one of the following is most basic? (a) Nc1ccccc1 (b) Cc1ccccc1N (c) Cc1cccc(C)c1N (d) Cc1cc(C)cc(N)c1

Which of the following hydrolyzes fastest? (a) \(\mathrm{CH}_{3} \mathrm{Cl}\) (b) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{Cl}\) (c) \(\mathrm{CH}_{3} \mathrm{OCH}_{2} \mathrm{Cl}\) (d) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCl}\)

Which is correct about SN reaction? (a) Here reaction intermediate is carbocation (b) It is favoured by polar solvents (c) It is favoured by stability of carbocation (d) all of these

Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is (a) \(\mathrm{MeCOCl}\) (b) \(\mathrm{MeCHO}\) (c) MeCOOMe (d) \(\mathrm{Me} \mathrm{CO}-\mathrm{O}-\mathrm{CO} \mathrm{Me}\)

The most stable free radical among the following is (1) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2}\) (2) \(\mathrm{CH}_{3}-\dot{\mathrm{CH}}-\mathrm{CH}_{3}\) (3) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CHCH}_{3}\) (4) \(\mathrm{CH}_{3} \mathrm{CH}_{2}\) (a) \(3>1>4>2\) (b) \(1>3>2>4\) (c) \(3>1>2>4\) (d) \(3>2>1>4\)

Arrange the following groups in order of decreasing inductive effects: \(\mathrm{NO}_{2}, \mathrm{C}\left(\mathrm{CH}_{3}\right)_{3}, \mathrm{CH}_{3}, \mathrm{OCH}_{3}, \mathrm{Br}\) (a) \(\mathrm{NO}_{2}>\mathrm{Br}>\mathrm{OCH}_{3}>\mathrm{C}\left(\mathrm{CH}_{3}\right)_{3}>\mathrm{CH}_{3}\) (b) \(\mathrm{NO}_{2}>\mathrm{Br}>\mathrm{OCH}_{3}>\mathrm{CH}_{3}>\mathrm{C}\left(\mathrm{CH}_{3}\right)_{3}\) (c) \(\mathrm{NO}_{2}>\mathrm{OCH}_{3}>\mathrm{Br}>\mathrm{C}\left(\mathrm{CH}_{3}\right)_{3}>\mathrm{CH}_{3}\) (d) \(\mathrm{NO}_{2}>\mathrm{OCH}_{3}>\mathrm{C}\left(\mathrm{CH}_{3}\right)_{3}>\mathrm{Br}>\mathrm{CH}_{3}\)

In which case, the intermediate involved is incorrect? (a) Pinacol - pinacolone rearrangement - carbocation (b) Hofmann's bromamide reaction \(-\) Nitrene (c) Aldol condensation - carbocation (d) Anti Markonikoff's addition of HBr to propene Free radical.

The compound which gives the most stable carbonium ion on dehydration is (a) CC(C)CO (b) CC(C)(C)O (c) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{OH}\) (d) CC(C)O

The order of effectiveness of o- and p- directing groups is (a) \(\mathrm{OH}>\mathrm{NR}_{2}>\mathrm{NH} \cdot \mathrm{COCH}_{3}>\mathrm{Cl}>\mathrm{CH}_{3}\) (b) \(\mathrm{OH}>\mathrm{Cl}>\mathrm{CH}_{3}>\mathrm{NR}_{2}>\mathrm{NH} . \mathrm{COCH}_{3}\) (c) \(\mathrm{OH}>\mathrm{NH} . \mathrm{COCH}_{3}>\mathrm{Cl}>\mathrm{NR}_{2}>\mathrm{CH}_{3}\) (d) \(\mathrm{OH}>\mathrm{CH}_{3}>\mathrm{NH} . \mathrm{COCH}_{3}>\mathrm{Cl}>\mathrm{NR}_{2}\)

Resonance energy per benzene ring decreases in the order (a) Naphthalene \(>\) Benzene \(>\) Anthracene \(>\) Phenanthrene (b) Benzene \(>\) Naphthalene \(>\) Anthracene \(\geq\) Phenanthrene (c) Benzene \(>\) Naphthalene \(>\) Phenanthrene \(>\) Anthracene (d) All have equal resonance energy

Which of the following has the most acidic hydrogen? (a) 3-hexanone (b) 2,4 -hexanedione (c) 2,5 - hexanedione (d) 2,3 - hexanedione

Most stable carbonium ion is (a) \(\mathrm{p}-\mathrm{NO}_{2}-\mathrm{C}_{6} \mathrm{H}_{4}-\mathrm{CH}_{2}^{+}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{CH}_{2}^{+}\) (c) \(\mathrm{p}-\mathrm{Cl}-\mathrm{C}_{6} \mathrm{H}_{4}-\mathrm{CH}_{2}^{+}\) (d) \(\mathrm{p}-\mathrm{CH}_{3} \mathrm{O}-\mathrm{C}_{6} \mathrm{H}_{4}-\mathrm{CH}_{2}^{+}\)

Arrange \(\mathrm{CCl}_{3}\left(\mathrm{CH}_{2}\right)_{3} \mathrm{NH}_{2}\) (a), \(\mathrm{CCl}_{3}\left(\mathrm{CH}_{2}\right)_{2} \mathrm{NH}_{2}\) (b) and \(\mathrm{CCl}_{3} \mathrm{CH}_{2} \mathrm{NH}_{2}\) (c)in order of decreasing basic nature. (a) \(C>B>A\) (b) \(\mathrm{C}>\mathrm{A}>\mathrm{B}\) (c) \(\mathrm{A}>\mathrm{C}>\mathrm{B}\) (d) \(\mathrm{B}>\mathrm{A}>\mathrm{C}\)

Which of the following reaction does not involve a carbocation as intermediate? (a) \(\mathrm{C}_{6} \mathrm{H}_{6}+\mathrm{Br}_{2} \quad \mathrm{AlBr}_{3} \longrightarrow \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Br}\) (b) \(\mathrm{CH}_{2}=\mathrm{CH}_{2}+\mathrm{Br}_{2} \longrightarrow \mathrm{BrCH}_{2}-\mathrm{CH}_{2} \mathrm{Br}\) (c) \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COH}+\mathrm{HBr} \mathrm{H}^{+}\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CBr}+\mathrm{H}_{2} \mathrm{O}\) (d) Both (b) and (c)

Most stable carbocation is (a) \(\mathrm{CH}_{2}=\mathrm{C} \mathrm{H}\) (b) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2}\) (c) [C]C1C=CCCC1 (d) CC1C=CCCC1

Which of the following will most readily be dehydrated in acidic condition? (a) (b) CC(=O)CC(C)O CCCC(C)O (c) (d) CCC(O)C(C)=O CC(=O)C(C)CC(C)O

Consider the following nucleophiles: \(\mathrm{H}_{2} \mathrm{O}, \quad \mathrm{CH}_{3} \mathrm{COO}^{-}, \quad \overline{\mathrm{O}} \mathrm{H}, \quad \mathrm{CH}_{3} \mathrm{O}^{-}\) \(\begin{array}{llll}\text { I II II I } & \text { II } & \text { III } & \text { IV }\end{array}\) The correct order of decreasing nucleophilicity is, (a) \(\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}\) (b) IV \(>\mathrm{III}>\mathrm{II}>\mathrm{I}\) (c) IV \(>\mathrm{I}>\mathrm{II}>\mathrm{III}\) (d) IV \(>\mathrm{II}>\mathrm{III}>\mathrm{I}\)

Stability of following alkenes decrease as (1) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{3}\) (2) CC(C)=C(C)C (3) C=C(C)C (4) CC=C(C)C (a) \(1>3>4>2\) (b) \(1>2>3>4\) (c) \(4>3>2>1\) (d) \(2>4>3>1\).

Arrange methyl amine (a), pyridine (b) and guanidine (c) in decreasing order of basic strength (a) \(C>A>B\) (b) \(\mathrm{A}>\mathrm{B}>\mathrm{C}\) (c) \(\mathrm{B}>\mathrm{A}>\mathrm{C}\) (d) \(\mathrm{B}>\mathrm{C}>\mathrm{A}\)

Cc1ccc(N)cc1 Cc1ccc(N)cc1 I II III IV (a) IV \(>\… # Arrange the following in decreasing order of basicity: Nc1cccc(N)c1 N#Cc1ccc(N)cc1 Cc1ccc(N)cc1 I II III IV (a) IV \)>\mathrm{I}>\mathrm{III}>\mathrm{II}\( (b) \)\mathrm{IV}>\mathrm{I}>\mathrm{II}>\mathrm{III}\( (c) IV \)>\mathrm{III}>\mathrm{I}>\mathrm{II}\( (d) \)\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}$

Which of the following alkyl halides would be the most reactive in an \(\mathrm{SN}^{2}\) reaction? (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}\) (b) CC(C)CBr (c) CC(C)(Br)c1ccccc1 (d) CC(Br)Cc1ccccc1

Arrange in order of decreasing trend towards \(\mathrm{S}_{\mathrm{E}}\) reactions: (I) chlorobenzene (II) benzene (III) anilinium chloride (IV) toluene (a) IV \(>\mathrm{II}>\mathrm{I}>\mathrm{III}\) (b) \(\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}\) (c) \(\mathrm{II}>\mathrm{I}>\mathrm{III}>\mathrm{IV}\) (d) III \(>\mathrm{I}>\mathrm{II}>\mathrm{IV}\)

3-phenylpropene on reaction with HBr gives (as a major product) (a) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_{3}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_{2} \mathrm{CH}_{3}\) (c) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}\) (d) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}(\mathrm{Br}) \mathrm{CH}=\mathrm{CH}_{2}\)

Which of the following statements are correct? 1\. \(\mathrm{SN}^{1}\) mechanism is most commonly given by tertiary alkyl halides. 2\. \(\mathrm{SN}^{1}\) mechanism proceeds through the formation of a carbocation. 3\. \(\mathrm{SN}^{2}\) mechanism involves retention of configuration. 4\. \(\mathrm{SN}^{2}\) mechanism proceeds through the formation of a transition state. (a) 1,2 and 4 (b) 1,3 and 4 (c) 2,3 and 4 (d) \(1,2,3\) and 4

Which of the following alkyl halides would be the most reactive in an SN reaction? (a) \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}\) (b) CC(CBr)CBr (c) CC(C)(Br)c1ccccc1 (d) CC(Br)Cc1ccccc1

Arrange the following compounds in the order of increasing tendency to undergo electrophillic substitution: (1) O=[N+]([O-])c1ccccc1 (2) c1ccccc1(3) Oc1ccccc1 (4) Cc1ccccc1 (5) (a) \(5<1<2<4<3\) (b) \(3>2>1>4>5\) (c) \(1>2>5>3>4\) (d) \(5<1<4<2<3\)

Which is dehydrated to a maximum extent using conc. \(\mathrm{H}_{2} \mathrm{SO}_{4} ?\) (a) O=C1CCCCC1O (b) O=C1CCC(O)CC1 (c) O=C1CCCC(O)C1 (d) CC1C(=O)CCCC1O

Arrange the following compounds in the order of increasing tendency to undergo electrophilic substitution (1) Cyanobenzene (2) Benzene (3) Phenol (4) Toluene (5) Trimethyl phenyl ammonium ion (a) \(5<1<2<4<3\) (b) \(3>2>1>4>5\) (c) \(1>2>5>3>4\) (d) \(5<2<4<1<3\)

Which of the following represent the correct order of nucleophillic addition for (I) \(\mathrm{HCHO}\), (II) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\), (III) \(\mathrm{CH}_{3} \mathrm{CHO}\), (IV) \(\mathrm{CH}_{3} \mathrm{COC}_{2} \mathrm{H}_{5}\) (a) \(\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}\) (b) \(\mathrm{I}>\mathrm{III}>\mathrm{II}>\mathrm{IV}\) (c) \(\mathrm{IV}>\mathrm{II}>\mathrm{III}>\mathrm{I}\) (d) \(\mathrm{I}>\mathrm{IV}>\mathrm{III}>\mathrm{II}\)

Consider the following carbanions: (1) \(\mathrm{CH}_{3}-\stackrel{\Theta}{\mathrm{C}} \mathrm{H}_{2}\) (2) \(\mathrm{CH}_{3}=\stackrel{\ominus}{\mathrm{C}} \mathrm{H}\) (3) \(\mathrm{CH} \equiv \stackrel{\ominus}{\mathrm{C}}\) Correct order of stability of these carbanions in decreasing order is (a) \(1>2>3\) (b) \(2>1>3\) (c) \(3>2>1\) (d) \(3>1>2\)

Consider the following compounds: (1) \(\mathrm{C}_{6} \mathrm{H}_{5}-\mathrm{NH}_{2}\) (2) \(\mathrm{C}_{6} \mathrm{H}_{3}-\mathrm{NH}-\mathrm{C}_{6} \mathrm{H}_{5}\) (3) \(\left(\mathrm{C}_{6} \mathrm{H}_{5}\right)_{3} \mathrm{~N}\) (4) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{NH}_{2}\) Arrange these compounds in decreasing order of their basicity. (a) \(1>2>3>4\) (b) \(2>3>1>4\) (c) \(3>2>1>4\) (d) \(4>1>2>3\)

In which cases, free radicals can be formed by hemolytic fission? C=O hv (a) \(\mathrm{CH}_{3} \mathrm{CCH}_{3}\) (b) \(\mathrm{R}-\ddot{\mathrm{N}}=\ddot{\mathrm{N}}-\mathrm{R}\) hv (c) O=CCc1ccccc1 (d) in all cases

\(\left(\mathrm{H}_{3} \mathrm{C}\right)_{2} \mathrm{C}=\mathrm{CHCH}_{3}+\mathrm{NOBr} \longrightarrow \mathrm{A}\) The structure of the product (a)is given as (a) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}(\mathrm{Br})-\mathrm{CH}(\mathrm{NO}) \mathrm{CH}_{3}\) (b) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}(\mathrm{NO})-\mathrm{CH}(\mathrm{Br}) \mathrm{CH}_{3}\) (c) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}-\mathrm{C}(\mathrm{NO})(\mathrm{Br}) \mathrm{CH}_{3}\) (d)

Match the following: List I List II (Reagents) (Nature) 1\. \((\mathrm{CN})\) (i) Neutral nucleophile 2\. (ONO) (ii) electrophile 3\. \(\mathrm{NH}_{3}\) (iii) Ambident nucleophile 4\. \(\mathrm{AlCl}_{3}\) (iv) both El and Nu The correct matching is: 1 \(2 \quad 3\) 4 (a) (i) (iii) (ii) (iv) (b) (iii) (iii) (i) (ii) (c) (iv) (iii) (iii) (i) (d) (ii) (iv) (i) (iii)

When a methyl radical is formed from \(\mathrm{CH}_{3} \mathrm{Cl}\), select the correct statement: (1) bond angle of \(109^{\circ} 28\) ' is retained (2) number of sigma bonds is three (3) carbon undergoes geometric change from tetrahedral to planar (4) hybridization changes \(\mathrm{sp}^{3}\) to \(\mathrm{sp}^{2}\) (a) 2,3 and 4 (b) 1,3 and 4 (c) 2 and 4 (d) 3 and 4

The correct increasing order of the reactivity of halides for \(\mathrm{SN}_{1}\) reaction is (a) \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{X}<\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}-\mathrm{X}<\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2}\) \(-\mathrm{X}<\mathrm{PhCH}_{2}-\mathrm{X}\) (b) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}-\mathrm{X}<\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{X}<\mathrm{CH}_{2}=\mathrm{CH}-\) \(\mathrm{CH}_{2}-\mathrm{X}<\mathrm{PhCH}_{2}-\mathrm{X}\) (c) \(\mathrm{PhCH}_{2}-\mathrm{X}<\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}-\mathrm{X}<\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{X}<\) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{X}\) (d) \(\mathrm{CH}_{2}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{X}<\mathrm{PhCH}_{2}-\mathrm{X}<\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CH}\) \(-\mathrm{X}<\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{X}\)

The stability of the following carbocations decreases in the order. (1) [C]1CCCCC1 (2) [C+]1C=C1 (3) [C+]1C=CC=C1 (4) [C+]1C=CC=CC=C1 (a) \(3>2>4>1\) (b) \(4>2>3>1\) (c) \(4>3>2>1\) (d) \(4>2>1>3\)

Which of the following statements are correct. (1) \(\overline{\mathrm{N}} \mathrm{H}_{2}\) is better nucleophile than \(\mathrm{NH}_{3}\) but latter \(\left(\mathrm{NH}_{3}\right)\) is better nucleophile than \(\mathrm{NH}_{4}^{+}\) (2) \(\mathrm{C}_{6} \mathrm{H}_{3} \mathrm{O}^{-}\)is better nucleophile than CC(=O)O (3) \(\mathrm{OH}^{-}\)is better nucleophile than \(\mathrm{SH}^{-}\)and \(\mathrm{H}_{2} \mathrm{O}\), but \(\mathrm{H}_{2} \mathrm{O}\) is better nucleophile than \(\mathrm{H}_{3} \mathrm{O}^{+}\) (4) \(\mathrm{ClO}^{-1}\) is weaker nucleophile than \(\mathrm{ClO}_{4}^{-}\) (a) 1,2 and 3 (b) 1,3 and 4 (c) 2,3 and 4 (d) \(1,2,3\) and 4

The correct order of basicity of the following compound is (1) CC(=N)N (2) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{NH}_{2}\) (3) \(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{NH}\) (4) CC(N)=O (5) \(\mathrm{CH}_{3} \mathrm{CN}\) (a) \(2>1>3>4>5\) (b) \(1>3>2>4>5\) (c) \(3>1>2>5>4\) (d) \(1>3>2>5>4\).

Identify the correct order of reactivity in electrophilic substitution reactions of the following compounds: c1ccccc1 Cc1ccccc1 Clc1ccccc1 O=[N+]([O-])c1ccccc1 (I) (II) (III) (IV) (a) \(\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}\) (b) IV > III > II > I (c) \(\mathrm{II}>\mathrm{I}>\mathrm{III}>\mathrm{IV}\) (d) \(\mathrm{II}>\mathrm{III}>\mathrm{I}>\mathrm{IV}\)

In the following groups: \(-\mathrm{OAc}(\mathrm{I})\) \- OMe (II) \(-\mathrm{OSO}_{2} \mathrm{Me}(\mathrm{III}), \quad-\mathrm{OSO}_{2} \mathrm{CF}_{3}(\mathrm{IV})\) the order of the leaving group ability is (a) \(\mathrm{I}>\mathrm{II}>\mathrm{III}>\mathrm{IV}\) (b) IV > III > I > II (c) \(\mathrm{III}>\mathrm{II}>\mathrm{I}>\mathrm{IV}\) (d) \(\mathrm{II}>\mathrm{III}>\mathrm{IV}>\mathrm{I}\).

Which will undergo Friedal-Craft alkylation reaction? (1) Cc1ccc([N+](=O)[O-])cc1 (2) CCc1ccccc1 (3) O=C(O)c1ccccc1 (4) Oc1ccccc1 (a) 1 and 3 (b) 2 and 4 (c) 1 and 2 (d) 1,2 and 4

Match the following. List I List II 1\. Carbocation (i) delocalization of \(\pi \mathrm{e}^{-}\) 2\. Resonance (ii) coplanar 3\. \(\mathrm{NO}_{2}\) (iii) pyramidal 4\. Carbanion (iv) \(-\mathrm{I},-\mathrm{R}\) group The correct matching is: \(\begin{array}{lll}1 & 2 & 3\end{array}\) 4 (a) (ii) (iii) (iv) (i) (b) (ii) (i) (iv) (iii) (c) (i) (iv) (ii) (iii) (d) (ii) (i) (iii) (iv)

Four structures (1) - (4) of different alcohols are given below: (1) CCC(O)c1ccccc1 (2) CC(O)Cc1ccccc1 (3) CCC(O)CC (4) CC(C)CCO The order of facility, from fastest to slowest, of acid catalysed dehydration will be (a) \(2>1>3>4\) (b) \(1>2>3>4\) (c) \(4>3>2>1\) (d) \(2>3>4>1\)

Match the following: \(\begin{array}{ll}\text { List I } & \text { List II }\end{array}\) (Type of reaction) (Phenomenon) 1\. \(\mathrm{SN}_{1}^{2}\) (i) Walden inversion 2\. SN (ii) Carbanion intermediate 3\. \(\mathrm{E}_{2}\) (iii) Anti-periplanar configuration 4\. \(\mathrm{E}_{1 \mathrm{cc}}\) (iv) Carbocation intermediate The correct matching is: \(1 \quad 2 \quad 3 \quad 3\) (a) (i) (iv) (iii) (ii) (b) (i) (ii) (iii) (iv) (c) (iii) (ii) (i) (iv) (d) (iv) (iii) (ii) (i)

The correct order of decreasing acidity of the acids given below is 1\. \(\mathrm{Cl}_{3} \mathrm{CCH}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{COOH}\) 2\. \(\mathrm{H}_{3} \mathrm{CCH}=\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{COOH}\) 3\. \(\mathrm{Cl}_{3} \mathrm{CCH}=\mathrm{CH}-\mathrm{COOH}\) 4\. \(\mathrm{H}_{3} \mathrm{CCH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COOH}\) (a) \(1>3>2>4\) (b) \(3>1>2>4\) (c) \(3>4>1>2\) (d) \(3>1>4>2\)

Which of the following heterocyclic compound would not have aromatic character ? (a) c1cncnc1 (b) c1cn[nH]c1 (c) c1c[nH]cn1 (d) c1cnccn1

In which of the following molecules lone pair of nitrogen atom is not participating in resonance? (a) C=C(N)c1ccccc1 (b) c1ccncc1 (c) Cc1cccc(C)c1N(C)C (d) NCc1ccccc1

Identify the correct statements: (a) \(\mathrm{H}_{2} \mathrm{O}<\mathrm{CH}_{3} \mathrm{COO}^{-}<\mathrm{CH}_{3} \mathrm{O}^{-}\)[basic strength] (b) \(\mathrm{H}_{2} \mathrm{O}<\mathrm{CH}_{3} \mathrm{COO}^{-}<\mathrm{CH}_{3} \mathrm{O}^{-}\)[nucleophilicity] (c) \(\mathrm{F}^{-}<\mathrm{Cl}^{-}<\mathrm{Br}^{-}<\mathrm{I}^{-} \quad\) [basic strength] (d) \(\mathrm{F}^{-}<\mathrm{Cl}^{-}<\mathrm{Br}^{-}<\mathrm{I}^{-} \quad\) [nucleophilicity \(]\)

Which of the following order/statement (s) is/are correct? (a) In \(S_{N} 1\) reactions, \(\mathrm{AgNO}_{3}\) increases the rates of solvolysis (b) Soft bases have enhanced nucleophilicities towards \(\mathrm{S}_{\mathrm{N}} 2\) reactions. (c) \(\mathrm{PhSO}_{3}^{-}>\mathrm{Cl}_{3} \mathrm{CCOO}^{-}>\mathrm{CH}_{3} \mathrm{COO}^{-}>\mathrm{PhO}^{-}\)(leav- ing group ability) (d) HCOOH may lead a tertiary halide towards \(\mathrm{S}_{\mathrm{N}}^{2} .\)