jee main chemistry important questions | Organic Compounds Containing Halogens jee main questions FREE

Q 11 :

Match List I with List II [2023]

1-Bromopropane is reacted with reagents in List I to give product in List II.

List I – Reagent List II – Product

A. KOH (alc) I. Nitrile

B. KCN (alc) II. Ester

C. ${AgNO}_{2}$ III. Alkene

D. ${CH}_{3} COOAg$ IV. Nitroalkane

Choose the correct answer from the options given below:

A-IV, B-III, C-II, D-I
A-III, B-I, C-IV, D-II
A-I, B-II, C-III, D-IV
A-I, B-III, C-IV, D-II

1

2

3

4

(2)

Q 12 :

Given below are two statements:

Statement I: ‘C–Cl’ bond is stronger in ${CH}_{2}$ = CH–Cl than ${CH}_{3}$ – ${CH}_{2}$ –Cl.

Statement II: The given optically active molecule, on hydrolysis gives a solution that can rotate the plane polarized light.

In the light of the above statements, choose the correct answer from the options given below: [2026]

Both Statement I and Statement II are false
Statement I is true but Statement II is false
Statement I is false but Statement II is true
Both Statement I and Statement II are true

1

2

3

4

(2)

Q 13 :

The correct order of the rate of reaction of the following reactants with nucleophile by $S_{N} 1$ mechanism is:

(Given: Structures I and II are rigid) [2026]

IV < III < II < I
II < I < III < IV
I < II < III < IV
III < I < II < IV

1

2

3

4

(2)

Rate of $S_{N} 1$ $\propto$ Stability of $C^{\oplus}$ formed

$(I)$ and $(II)$ are unstable due to Bredt's rule, $(I)$ has more $+ I$ effect.

$(II) < (I) < (III) < (IV)$

Q 14 :

The correct order of reactivity of the following benzyl halides towards reaction with KCN is : [2026]

$a > b > c > d$
$b > a > c > d$
$a > b > d > c$
$b > a > d > c$

1

2

3

4

(4)

$This is S_{N} 1 reaction.$

$Rate of S_{N} 1 reaction \propto stability of carbocation$

Q 15 :

The correct order of the rate of the reaction for the following reaction with respect to nucleophiles is: [2026]

$C H_{3} B r + N u^{⊝} \to C H_{3} N u + B r^{⊝}$

$C l {O_{4}}^{-} > C H_{3} C O O^{-} >^{-} O H > P h O^{-}$
$P h O^{-} >^{-} O H > C H_{3} C O O^{-} > C l {O_{4}}^{-}$
$C H_{3} C O O^{-} > P h O^{-} >^{-} O H > C l {O_{4}}^{-}$
$^{-} O H > P h O^{-} > C H_{3} C O O^{-} > C l {O_{4}}^{-}$

1

2

3

4

(4)

Q 16 :

Which of the following compound will be most reactive for $S_{N} 1$ and $S_{N} 2$ reactions

1

2

3

4

(1)

Q 17 :

Correct energy profile diagram of the above reaction is

(T.S = Transition state; R.I = Reaction intermediate)

1

2

3

4

(1)

$E_{1 c b}$ $1^{s t} step is fast and 2^{n d} step is slow$

Q 18 :

Which among the following compounds will undergo fastest $S N^{2}$ reaction

$C H_{3} - I$

1

2

3

4

(3)

$1^{0}$ alkyl halides more reactive towards $S_{N} 2$ reaction.

Q 19 :

The reaction,

Gives as the major elimination product

equal amounts of (1) and (2)
Neither (1) nor (2)

1

2

3

4

(2)

Q 20 :

Given below are two statements:

Statement I: Benzyl chloride reacts faster in $S_{N} 1$ mechanism than ethyl chloride.

Statement II: Ethyl carbocation intermediate is less stabilized by hyperconjugation than benzyl carbocation by resonance.

In the light of the above statements, choose the correct answer from the options given below: [2026]

Both Statement I and Statement II are true
Both Statement I and Statement II are false
Statement I is true but Statement II is false
Statement I is false but Statement II is true

1

2

3

4

(1)

Benzyl carbocation ( $C_{6} H_{5} {CH}_{2}^{+}$ ) is resonance stabilised whereas ethyl carbocation ( $C_{2} H_{5}^{+}$ ) is stabilized by hyperconjugation. Stability due to resonance is often more than the stability due to hyperconjugation. More is stability of intermediate carbocation, more is the reactivity in $S_{N} 1$ reaction. As $C_{6} H_{5} {CH}_{2}^{+}$ is more stable than $C_{2} H_{5}^{+}$ , benzyl chloride ( $C_{6} H_{5} {CH}_{2} Cl$ ) reacts faster than ethyl chloride ( $C_{2} H_{5} Cl$ ) in an $S_{N} 1$ reaction.

Q 21 :

Correct statements regarding alkyl halides ( $R - X$ ) among the following are:

A. Alcohol being less polar solvent as compared to water, alcoholic KOH favours elimination reaction with $R - X$ .

B. Order of reactivity towards $S_{N} 1$ mechanism is $C_{6} H_{5} - {CH}_{2} - Cl > C_{6} H_{5} - CHCl - C_{6} H_{5}$ .

C. Non substituted aryl halides exhibit properties similar to alkyl halides.

D. Vinyl chloride is an example of haloalkene and allyl chloride is an example of haloalkyne.

E. $R - Cl$ can be prepared by reacting $R - OH$ with ${SOCl}_{2}$ but $Ar - Cl$ cannot be prepared by reacting $Ar - OH$ with ${SOCl}_{2}$ .

Choose the correct answer from the options given below: [2026]

A, B and C only
B and D only
A and E only
D and E only

1

2

3

4

(3)

(A) In alcoholic solution, the KOH is basic enough to deprotonate a small amount of the alcohol molecules , thus forming alkoxide salts. The alkoxide anions are not only more basic than pure ${OH}^{-}$ but they are also bulkier (how much bulkier depends on the alkyl group). The higher bulkiness makes ${OR}^{-}$ a worse nucleophile than ${OH}^{-}$ and the higher basicity makes it better at E2 eliminations.

(B) ${(C_{6} H_{5})}_{2} {CH}^{+}$ (+M effect of two rings) is more stable than $C_{6} H_{5} {CH}_{2}^{+}$ (+M effect of one ring). Hence ${(C_{6} H_{5})}_{2} CHCl$ is more reactive than $C_{6} H_{5} {CH}_{2} Cl$ for $S_{N} 1$ reaction.

(C) Alkyl halides (RX) and aryl halides (ArX) show different properties.

(D) Allyl chloride ( ${CH}_{2} = CH - {CH}_{2} Cl$ ) is not a haloalkyne.

(E) True statement.

Q 22 :

Match List – I with List – II.

$\begin{matrix} List – I \\ Name of reaction \end{matrix}$ $\begin{matrix} List – II \\ Reagent or catalyst used \end{matrix}$

A. Finkelstein reaction I. ${SbF}_{3}$

B. Swarts reaction II. Na, dry ether

C. Sandmeyer's reaction III. $NaI$

D. Fittig reaction IV. ${Cu}_{2} {Cl}_{2}$

Choose the correct answer from the options given below: [2026]

A-I, B-IV, C-III, D-II
A-III, B-I, C-IV, D-II
A-IV, B-II, C-I, D-III
A-I, B-III, C-II, D-IV

1

2

3

4

(2)

Fact based

Topic Question Set

Q 13 :

The correct order of the rate of reaction of the following reactants with nucleophile by $S_{N} 1$ mechanism is:

(Given: Structures I and II are rigid) [2026]

Q 14 :

The correct order of reactivity of the following benzyl halides towards reaction with KCN is : [2026]

Q 15 :

The correct order of the rate of the reaction for the following reaction with respect to nucleophiles is: [2026]

$C H_{3} B r + N u^{⊝} \to C H_{3} N u + B r^{⊝}$

Q 16 :

Which of the following compound will be most reactive for $S_{N} 1$ and $S_{N} 2$ reactions

Q 17 :

Correct energy profile diagram of the above reaction is

(T.S = Transition state; R.I = Reaction intermediate)

Q 18 :

Which among the following compounds will undergo fastest $S N^{2}$ reaction

Q 19 :

The reaction,

Gives as the major elimination product

Want Us to Email you About Special Offers & Updates?

	List I – Reagent		List II – Product
A.	KOH (alc)	I.	Nitrile
B.	KCN (alc)	II.	Ester
C.	${AgNO}_{2}$	III.	Alkene
D.	${CH}_{3} COOAg$	IV.	Nitroalkane

	$\begin{matrix} List – I \\ Name of reaction \end{matrix}$		$\begin{matrix} List – II \\ Reagent or catalyst used \end{matrix}$
A.	Finkelstein reaction	I.	${SbF}_{3}$
B.	Swarts reaction	II.	Na, dry ether
C.	Sandmeyer's reaction	III.	$NaI$
D.	Fittig reaction	IV.	${Cu}_{2} {Cl}_{2}$

Topic Question Set

Q 13 : The correct order of the rate of reaction of the following reactants with nucleophile by SN1 mechanism is: (Given: Structures I and II are rigid) [2026]

Q 14 : The correct order of reactivity of the following benzyl halides towards reaction with KCN is : [2026]

Q 15 : The correct order of the rate of the reaction for the following reaction with respect to nucleophiles is: [2026] CH3Br+Nu⊝→CH3Nu+Br⊝

Q 16 : Which of the following compound will be most reactive for SN1 and SN2 reactions

Q 17 : Correct energy profile diagram of the above reaction is (T.S = Transition state; R.I = Reaction intermediate)

Q 18 : Which among the following compounds will undergo fastest SN2 reaction

Q 19 : The reaction, Gives as the major elimination product

Q 22 : Match List – I with List – II. List – IName of reaction List – IIReagent or catalyst used A. Finkelstein reaction I. SbF3 B. Swarts reaction II. Na, dry ether C. Sandmeyer's reaction III. NaI D. Fittig reaction IV. Cu2Cl2 Choose the correct answer from the options given below: [2026]

Want Us to Email you About Special Offers & Updates?

Q 13 :

The correct order of the rate of reaction of the following reactants with nucleophile by $S_{N} 1$ mechanism is:

(Given: Structures I and II are rigid) [2026]

Q 14 :

The correct order of reactivity of the following benzyl halides towards reaction with KCN is : [2026]

Q 15 :

The correct order of the rate of the reaction for the following reaction with respect to nucleophiles is: [2026]

$C H_{3} B r + N u^{⊝} \to C H_{3} N u + B r^{⊝}$

Q 16 :

Which of the following compound will be most reactive for $S_{N} 1$ and $S_{N} 2$ reactions

Q 17 :

Correct energy profile diagram of the above reaction is

(T.S = Transition state; R.I = Reaction intermediate)

Q 18 :

Which among the following compounds will undergo fastest $S N^{2}$ reaction

Q 19 :

The reaction,

Gives as the major elimination product