Given below are four compounds: (a) n-propyl chloride (b) iso-propyl chloride (c) sec-butyl chloride (d) neo-pentyl chloride Percentage of carbon in the one which exhibits optical isomerism is:

Solution & Explanation

### Core Logic Among the given compounds, sec-butyl chloride (2-chlorobutane) is optically active and contains a chiral center. Molecular formula of 2-chlorobutane rightarrow textC_4textH_9textCl. Molar mass = 4(12) + 9(1) + 35.5 = 48 + 9 + 35.5 = 92.5 text g/mol. ### Step 1: Calculating Percentage of Carbon text\% of C = frac4892.5 times 100 = 51.89\% approx 52\% ### Pattern Recognition Sees: optical isomerism identification combined with elemental percentage composition calculation. Trap: Selecting the wrong halogen derivative for optical activity. ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Chiral structure of 2-chlorobutane for Q65 - JEE Main 2026 Evening
Chiral structure of 2-chlorobutane for Q65 - JEE Main 2026 Evening

Reference Study Guides

More Haloalkanes and Haloarenes Previous-Year Questions

Q54 jee_main_2026_21_jan_morning Reactions of Haloalkanes
A hydrocarbon ‘P’ (C_4H_8) on reaction with HCl gives an optically active compound ‘Q’ (C_4H_9Cl) which on reaction with one mole of ammonia gives compound ‘R’ (C_4H_11N). ‘R’ on diazotization followed by hydrolysis gives ‘S’. Identify P, Q, R and S.
  • A. mathrmP = CH_3 - CH_2 - CH = CH_2, mathrmQ = CH_3 - CH_2 - CH_2 - CH_2Cl, mathrmR = CH_3 - CH_2 - CH_2 - NH_2, mathrmS = CH_3 - CH_2 - CH(OH) - CH_3
  • B. mathrmP = Cyclobutane, mathrmQ = 1-Chlorobutane, mathrmR = Butan-1-amine, mathrmS = Cyclobutanol
  • C. mathrmP = CH_3 - CH = CH - CH_3, mathrmQ = CH_3 - CH_2 - CH(Cl) - CH_3, mathrmR = CH_3 - CH_2 - CH(NH_2) - CH_3, mathrmS = CH_3 - CH_2 - CH(OH) - CH_3
  • D. mathrmP = CH_3 - CH = CH - CH_3, mathrmQ = CH_3 - CH_2 - CH_2 - CH_2 - Cl, mathrmR = CH_3 - CH_2 - CH_2 - CH_2 - NH_2, mathrmS = CH_3 - CH_2 - CH_2 - CH_2 - OH

Solution

### Core Logic Since P (C_4H_8) reacts with HCl to give an optically active compound Q (C_4H_9Cl), P must be But-2-ene. Addition of HCl yields 2-chlorobutane, which possesses a chiral center. mathrmCH_3-mathrmCH=mathrmCH-mathrmCH_3 xrightarrowmathrmHCl mathrmCH_3-mathrmCH_2-mathrmC^*mathrmH(mathrmCl)-mathrmCH_3 quad text(P is But-2-ene, Q is 2-chlorobutane)
Reactions of Haloalkanes diagram for Q54 - JEE Main 2026 Morning
Reactions of Haloalkanes diagram for Q54 - JEE Main 2026 Morning
Compound Q reacts with mathrmNH_3 to undergo nucleophilic substitution forming a primary amine R: mathrmCH_3-mathrmCH_2-mathrmCH(mathrmCl)-mathrmCH_3 xrightarrowmathrmNH_3 mathrmCH_3-mathrmCH_2-mathrmCH(mathrmNH_2)-mathrmCH_3 quad text(R is Butan-2-amine)
Reactions of Haloalkanes diagram for Q54 - JEE Main 2026 Morning
Reactions of Haloalkanes diagram for Q54 - JEE Main 2026 Morning
Diazotization of primary aliphatic amines followed by hydrolysis yields an alcohol via a carbocation intermediate (S): mathrmCH_3-mathrmCH_2-mathrmCH(mathrmNH_2)-mathrmCH_3 xrightarrowmathrmNaNO_2 / mathrmHCl / mathrmH_2mathrmO mathrmCH_3-mathrmCH_2-mathrmCH(mathrmOH)-mathrmCH_3 quad text(S is Butan-2-ol)
Reactions of Haloalkanes diagram for Q54 - JEE Main 2026 Morning
Reactions of Haloalkanes diagram for Q54 - JEE Main 2026 Morning
### Pattern Recognition An optically active alkyl halide formed from a C_4H_8 alkene with HX is a classic pointer to 2-halobutane originating from But-2-ene or But-1-ene. Diazotization of primary aliphatic amines (R-NH_2) with NaNO_2/HCl yields alcohols (R-OH) with possible rearrangements, though here a secondary carbocation is already stable. ### Evaluation Rubric / Model Answer null ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes Class 12 Chemistry: Amines
Q59 jee_main_2026_21_jan_evening Nucleophilic Substitution ($S_N1$) and Carbocation Stability
The correct order of reactivity of the following benzyl halides towards reaction with textKCN is:
Benzyl halide structures for Q59 - JEE Main 2026 Evening
Four substituted benzyl halide structures labelled a, b, c, d.
  • A. (1) \ a > b > c > d
  • B. (2) \ b > a > d > c
  • C. (3) \ b > a > c > d
  • D. (4) \ a > b > d > d

Solution

### Core Logic The reaction proceeds via an S_N1 mechanism for activated benzyl halides or nucleophilic substitution rate depends on carbocation stability / electronic effects of substituents (-OH, -textNH_2, -textNO_2, etc.). - Amino and hydroxy substituents strongly activate through +M effect. - Nitro groups strongly deactivate through -M effect. ### Step 1: Final Conclusion The correct order of reactivity is b > a > d > c, corresponding to option (2). ### Pattern Recognition Sees: benzyl halide reactivity with cyanide. Trap: Confusing polar/inductive effects with resonance effects of substituents. ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q65 jee_main_2026_21_jan_evening Optical Isomerism and Composition Percentage
Given below are four compounds: (a) n-propyl chloride (b) iso-propyl chloride (c) sec-butyl chloride (d) neo-pentyl chloride Percentage of carbon in the one which exhibits optical isomerism is:
  • A. (1) \ 52
  • B. (2) \ 56
  • C. (3) \ 46
  • D. (4) \ 40

Solution

### Core Logic Among the given compounds, sec-butyl chloride (2-chlorobutane) is optically active and contains a chiral center. Molecular formula of 2-chlorobutane rightarrow textC_4textH_9textCl. Molar mass = 4(12) + 9(1) + 35.5 = 48 + 9 + 35.5 = 92.5 text g/mol. ### Step 1: Calculating Percentage of Carbon text\% of C = frac4892.5 times 100 = 51.89\% approx 52\% ### Pattern Recognition Sees: optical isomerism identification combined with elemental percentage composition calculation. Trap: Selecting the wrong halogen derivative for optical activity. ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes
Q59 jee_main_2026_22_january_morning Nucleophilic Substitution ($S_N1$) and Carbocation Stability
The correct order of reactivity of the following benzyl halides towards reaction with textKCN is:
Benzyl halide structures for Q59 - JEE Main 2026 Evening
Four substituted benzyl halide structures labelled a, b, c, d.
  • A. (1) \ a > b > c > d
  • B. (2) \ b > a > d > c
  • C. (3) \ b > a > c > d
  • D. (4) \ a > b > d > d

Solution

### Core Logic The reaction proceeds via an S_N1 mechanism for activated benzyl halides or nucleophilic substitution rate depends on carbocation stability / electronic effects of substituents (-OH, -textNH_2, -textNO_2, etc.). - Amino and hydroxy substituents strongly activate through +M effect. - Nitro groups strongly deactivate through -M effect. ### Step 1: Final Conclusion The correct order of reactivity is b > a > d > c, corresponding to option (2). ### Pattern Recognition Sees: benzyl halide reactivity with cyanide. Trap: Confusing polar/inductive effects with resonance effects of substituents. ### Chapter Mix Class 12 Chemistry: Haloalkanes and Haloarenes

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