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Page 1 JEE Solved Example on Haloalkane and Haloarenes JEE Mains Q. 1 Consider the following halo alkanes: 1 ???? ?? ?? 2 ???? ?? ???? 3 ???? ?? ???? 4 ???? ?? ?? The increasing order of reactivity in nucleophilic substitution reaction is (A) ?? <?? <?? <?? (B) ?? <?? <?? <?? (C) ?? <?? <?? <?? (D) ?? <?? <?? <?? Ans: (B) Good leaving group tendency is the driving force ?CH 3 I>CH 3 Br>CH 3 Cl>CH 3 F Q. 2 Which of the following haloalkane is hydrolyzed by ?? ?? ?? mechanism? (A) ???? ?? ???? (B) ???? ?? ???? ?? ???? (C) ???? ?? ???? ?? ???? ?? ???? (D) (???? ?? ) ?? ?????? Ans: (D) Hydrolysis of 3 ° alkane is preferable by ?? ?? 1 mechanism because of the carbocation stability(D) Q3: The reaction of t -butyl chloride and sodium exthoxide gives mainly (A) t-butyl ethyl ether (B) 2, 2-dimethylbutane (C) 2-methylprop-1-ene (D) Isopropyl n-propyl ether Ans: (C) Page 2 JEE Solved Example on Haloalkane and Haloarenes JEE Mains Q. 1 Consider the following halo alkanes: 1 ???? ?? ?? 2 ???? ?? ???? 3 ???? ?? ???? 4 ???? ?? ?? The increasing order of reactivity in nucleophilic substitution reaction is (A) ?? <?? <?? <?? (B) ?? <?? <?? <?? (C) ?? <?? <?? <?? (D) ?? <?? <?? <?? Ans: (B) Good leaving group tendency is the driving force ?CH 3 I>CH 3 Br>CH 3 Cl>CH 3 F Q. 2 Which of the following haloalkane is hydrolyzed by ?? ?? ?? mechanism? (A) ???? ?? ???? (B) ???? ?? ???? ?? ???? (C) ???? ?? ???? ?? ???? ?? ???? (D) (???? ?? ) ?? ?????? Ans: (D) Hydrolysis of 3 ° alkane is preferable by ?? ?? 1 mechanism because of the carbocation stability(D) Q3: The reaction of t -butyl chloride and sodium exthoxide gives mainly (A) t-butyl ethyl ether (B) 2, 2-dimethylbutane (C) 2-methylprop-1-ene (D) Isopropyl n-propyl ether Ans: (C) Q4 The fire extinguisher 'pyrene' contains. (A) Carbon dioxide (B) Carbon disulphide (C) Carbon Tetrachloride (D) Chloroform Ans: (C) Pyrene contains CCl 4 Q. 5 The final product (Z) is the following sequence of reactions (A) Methanamine (B) Ethanamide (C) Ethanamine (D) Propan-1-amine Ans: (C) Q6 Consider the following reactions: 1 ???? ?? ???? ?? ???? ?? ???? +?? - ? 2 (???? ?? ) ?? ?? -???? + ethanolic ?????? ? 3 ???? ?? ???????????? ?? + aqueous ?????? ? 4 ???? ?? ???????????? ?? + alcoholic ?????? ? Page 3 JEE Solved Example on Haloalkane and Haloarenes JEE Mains Q. 1 Consider the following halo alkanes: 1 ???? ?? ?? 2 ???? ?? ???? 3 ???? ?? ???? 4 ???? ?? ?? The increasing order of reactivity in nucleophilic substitution reaction is (A) ?? <?? <?? <?? (B) ?? <?? <?? <?? (C) ?? <?? <?? <?? (D) ?? <?? <?? <?? Ans: (B) Good leaving group tendency is the driving force ?CH 3 I>CH 3 Br>CH 3 Cl>CH 3 F Q. 2 Which of the following haloalkane is hydrolyzed by ?? ?? ?? mechanism? (A) ???? ?? ???? (B) ???? ?? ???? ?? ???? (C) ???? ?? ???? ?? ???? ?? ???? (D) (???? ?? ) ?? ?????? Ans: (D) Hydrolysis of 3 ° alkane is preferable by ?? ?? 1 mechanism because of the carbocation stability(D) Q3: The reaction of t -butyl chloride and sodium exthoxide gives mainly (A) t-butyl ethyl ether (B) 2, 2-dimethylbutane (C) 2-methylprop-1-ene (D) Isopropyl n-propyl ether Ans: (C) Q4 The fire extinguisher 'pyrene' contains. (A) Carbon dioxide (B) Carbon disulphide (C) Carbon Tetrachloride (D) Chloroform Ans: (C) Pyrene contains CCl 4 Q. 5 The final product (Z) is the following sequence of reactions (A) Methanamine (B) Ethanamide (C) Ethanamine (D) Propan-1-amine Ans: (C) Q6 Consider the following reactions: 1 ???? ?? ???? ?? ???? ?? ???? +?? - ? 2 (???? ?? ) ?? ?? -???? + ethanolic ?????? ? 3 ???? ?? ???????????? ?? + aqueous ?????? ? 4 ???? ?? ???????????? ?? + alcoholic ?????? ? Ans: (B) 1 I - is better leaving group so no reaction 2. E1 3. ?? ?? 2 4. E1 Q7: Aryl halides are less reactive towards nucleophilic substitution reaction as compared to alkyl halides due to (A) The formation of less stable carbonium ion (B) Resonance stabilization (C) Longer carbon-halogen bond (D) ???? ?? -hybridized ?? attached to the ?? Ans: (D) HBr will give step (I) while Br 2 will give 2Br groups in step (I) only. 1 ° alkyl halide so S N 2 substitution(B) peroxide will cause allyl substitution Page 4 JEE Solved Example on Haloalkane and Haloarenes JEE Mains Q. 1 Consider the following halo alkanes: 1 ???? ?? ?? 2 ???? ?? ???? 3 ???? ?? ???? 4 ???? ?? ?? The increasing order of reactivity in nucleophilic substitution reaction is (A) ?? <?? <?? <?? (B) ?? <?? <?? <?? (C) ?? <?? <?? <?? (D) ?? <?? <?? <?? Ans: (B) Good leaving group tendency is the driving force ?CH 3 I>CH 3 Br>CH 3 Cl>CH 3 F Q. 2 Which of the following haloalkane is hydrolyzed by ?? ?? ?? mechanism? (A) ???? ?? ???? (B) ???? ?? ???? ?? ???? (C) ???? ?? ???? ?? ???? ?? ???? (D) (???? ?? ) ?? ?????? Ans: (D) Hydrolysis of 3 ° alkane is preferable by ?? ?? 1 mechanism because of the carbocation stability(D) Q3: The reaction of t -butyl chloride and sodium exthoxide gives mainly (A) t-butyl ethyl ether (B) 2, 2-dimethylbutane (C) 2-methylprop-1-ene (D) Isopropyl n-propyl ether Ans: (C) Q4 The fire extinguisher 'pyrene' contains. (A) Carbon dioxide (B) Carbon disulphide (C) Carbon Tetrachloride (D) Chloroform Ans: (C) Pyrene contains CCl 4 Q. 5 The final product (Z) is the following sequence of reactions (A) Methanamine (B) Ethanamide (C) Ethanamine (D) Propan-1-amine Ans: (C) Q6 Consider the following reactions: 1 ???? ?? ???? ?? ???? ?? ???? +?? - ? 2 (???? ?? ) ?? ?? -???? + ethanolic ?????? ? 3 ???? ?? ???????????? ?? + aqueous ?????? ? 4 ???? ?? ???????????? ?? + alcoholic ?????? ? Ans: (B) 1 I - is better leaving group so no reaction 2. E1 3. ?? ?? 2 4. E1 Q7: Aryl halides are less reactive towards nucleophilic substitution reaction as compared to alkyl halides due to (A) The formation of less stable carbonium ion (B) Resonance stabilization (C) Longer carbon-halogen bond (D) ???? ?? -hybridized ?? attached to the ?? Ans: (D) HBr will give step (I) while Br 2 will give 2Br groups in step (I) only. 1 ° alkyl halide so S N 2 substitution(B) peroxide will cause allyl substitution Q. 8 In the following reaction: Ans: (D) HBr will give step (I) while Br 2 will give 2Br groups in step (I) only. 1 ° alkyl halide so S N 2 substitution(B) peroxide will cause allyl substitution Q?? : ???? -???? ?? -?? -???? ?? ???? ?? will undergo rapid (A) ?? ?? ?? substitution (B) ?? ?? ?? substitution (C) Both equal rates (?? ?? ?? and ?? ?? ?? ) (D) None of these Ans: (B) More electron density than high nucleophilicity. More electron density than high more +| effect, high e - density. Page 5 JEE Solved Example on Haloalkane and Haloarenes JEE Mains Q. 1 Consider the following halo alkanes: 1 ???? ?? ?? 2 ???? ?? ???? 3 ???? ?? ???? 4 ???? ?? ?? The increasing order of reactivity in nucleophilic substitution reaction is (A) ?? <?? <?? <?? (B) ?? <?? <?? <?? (C) ?? <?? <?? <?? (D) ?? <?? <?? <?? Ans: (B) Good leaving group tendency is the driving force ?CH 3 I>CH 3 Br>CH 3 Cl>CH 3 F Q. 2 Which of the following haloalkane is hydrolyzed by ?? ?? ?? mechanism? (A) ???? ?? ???? (B) ???? ?? ???? ?? ???? (C) ???? ?? ???? ?? ???? ?? ???? (D) (???? ?? ) ?? ?????? Ans: (D) Hydrolysis of 3 ° alkane is preferable by ?? ?? 1 mechanism because of the carbocation stability(D) Q3: The reaction of t -butyl chloride and sodium exthoxide gives mainly (A) t-butyl ethyl ether (B) 2, 2-dimethylbutane (C) 2-methylprop-1-ene (D) Isopropyl n-propyl ether Ans: (C) Q4 The fire extinguisher 'pyrene' contains. (A) Carbon dioxide (B) Carbon disulphide (C) Carbon Tetrachloride (D) Chloroform Ans: (C) Pyrene contains CCl 4 Q. 5 The final product (Z) is the following sequence of reactions (A) Methanamine (B) Ethanamide (C) Ethanamine (D) Propan-1-amine Ans: (C) Q6 Consider the following reactions: 1 ???? ?? ???? ?? ???? ?? ???? +?? - ? 2 (???? ?? ) ?? ?? -???? + ethanolic ?????? ? 3 ???? ?? ???????????? ?? + aqueous ?????? ? 4 ???? ?? ???????????? ?? + alcoholic ?????? ? Ans: (B) 1 I - is better leaving group so no reaction 2. E1 3. ?? ?? 2 4. E1 Q7: Aryl halides are less reactive towards nucleophilic substitution reaction as compared to alkyl halides due to (A) The formation of less stable carbonium ion (B) Resonance stabilization (C) Longer carbon-halogen bond (D) ???? ?? -hybridized ?? attached to the ?? Ans: (D) HBr will give step (I) while Br 2 will give 2Br groups in step (I) only. 1 ° alkyl halide so S N 2 substitution(B) peroxide will cause allyl substitution Q. 8 In the following reaction: Ans: (D) HBr will give step (I) while Br 2 will give 2Br groups in step (I) only. 1 ° alkyl halide so S N 2 substitution(B) peroxide will cause allyl substitution Q?? : ???? -???? ?? -?? -???? ?? ???? ?? will undergo rapid (A) ?? ?? ?? substitution (B) ?? ?? ?? substitution (C) Both equal rates (?? ?? ?? and ?? ?? ?? ) (D) None of these Ans: (B) More electron density than high nucleophilicity. More electron density than high more +| effect, high e - density. Q10: The correct order of nucleophilicity is Ans: Q. 11 Arrange the following in order of decreasing reactivity towards ?? ?? ?? reaction. (i) ???? ?? ???? ?? ???? ?? ???? (ii) ???? ?? ???? ?? ???????????? ?? (iii) (???? ?? ) ?? ???????? ?? ???? (iv) (???? ?? ) ?? ?????? (A) (i) > (ii) > (iii) > (iv) (B) (iii) > (iv) > (ii) > (i) (C) (i) > (iii) > (ii) > (iv) (D) (iv) > (iii) > (ii) > (i) Ans: (C) For ?? ?? 21 ° >2 ° >3 ° Thus order of decreasing reactivity towards ?? ?? 2 reaction is CH 3 CH 2 CH 2 Cl>(CH 3 ) 2 CHCH 2 Cl ? 1 ° >CH 3 CH 2 CHClCH 3 ? 2 ° >(CH 3 ) 3 CCl ? 3 °Read More
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