11O2-1 Inductive & Electromeric Effect 1 A Quality Education always speaks in the form of result INDUCTIVE EFFECT AND ELECTROMERIC EFFECT 11O2-1 EXERCISE 1. Which of the following order is not correct regarding the I effect of the sustituents? (A) I Br Cl F (C) 2. (D) SR OR O R2 N R3 O R F Compare the strength of –I effect for the following e – withdrawing grops 3. (B) N R3 O R2 (1) I(OH2) (i) & I(OH) (ii) (2) NH2 (i) & PH2 (ii) (3) F (i), OH (ii) & NH2 (iii) (4) NO2 (i) & NO (ii) (5) C N (i) & CH NH (ii) Compare the strength of +I effect for the following e – releasing groups O 2 (1) O (i), NH (ii) & CH (iii) (2) O (i) & O (ii) (3) I (CD3 )(i) & I (CH3 )(ii) 4. Compare the stability of following carbocations CH3 H3C + C (1) CH3 CH3 H3C (i) CH3 + C (ii) CH3 + + CH CH (2) + CH CH3 (ii) + CH (i) CH + CH (4)H3C H3C F (iii) CH3 CH3 (ii) CH3 H3C + CH (i) F (3) (i) H3C CH3 CH3 CH3 + (iii) CH3 CH CH3 + (ii) CH3 11O2-1 Inductive & Electromeric Effect 2 A Quality Education always speaks in the form of result 5. Compare the stability of following carbonions (1) CH3 CH3 CH2 (i) (ii) CH3 2 CH CH3 3 C (iii) CH CH (2) (iv) CH (ii) (i) (iii) CH3 6. Compare the stability of following carbon free radicals CH CH CH H3C (1) C (2) CH3 (ii) (i) 7. F (iii) CH3 CH3 F H3C (i) CH3 C CH3 (ii) Compare the acidic strength of following compounds H3C (1) HOCH2 COOH (i) & F CH2 COOH (ii) OHC COOH (2) O Cl Cl (i) + COOH (4) COOH (ii) F COOH (ii) F F COOH (3) (i) Me3N (ii) (i) COOH (5)CCl3COOH (i), CHCl2COOH (ii), CH2ClCOOH (iii) & CH3COOH (iv) (6)NO2CH2COOH (i), FCH2COOH (ii), ClCH2COOH (iii) & BrCH2COOH (iv) (7)CH4 (i), CH3I (ii), CH3Br (iii), CH3Cl (iv) & CH3F (v) (8)HCCl3 (i), CH2Cl2 (ii), CH3Cl (iii) & CH4 (iv) O2N (9) 8. COOH COOH (i) O2N (ii) Compare the Ka values of following compounds O O (1)HCOOH (i), CH3OH (ii) & CH4 (iii) (2) H 3C (i) CH 3 H 3C (ii) O CH 3 11O2-1 Inductive & Electromeric Effect 3 A Quality Education always speaks in the form of result COOH COOH COOH & & (3) CH3 (i) (5) (4) CD 3 (ii) (i) C2H5 CD3 (ii) O 2N OH OH (i) 9. COOH (ii) Compare the pKa values of following compounds (1)CH4 (i), CH3I (ii), CH3Br (iii), CH3Cl (iv) & CH3F (v) COOH COOH (i) & (2) COOH Oxalic acid (ii) COOH Malonic acid (3)C6H5COOH (i) & CH3COOH (ii) (4) Cl CH2 COOH (i) & F CH2 CH2 COOH (ii) 10. 11. Compare the basic strength of the following compounds (1)(CH3)2NH (i), CH3NH2 (ii) & NH3 (iii) (2) (C2H5)2NH (i) & (CH3)2NH (ii) (3) NH3 (i) & ClNH2 (ii) Which of the following compound will give faster reaction with Na OH O 2N OH and (II) (I) Arrange the acidity of given compounds in decreasing order: 13. (II) CF3 - CH 2 - OH (III) CCl 3 - CH 2 - OH (IV) NO2 3 C - CH2 - OH ) (I) CH 3 - CH 2 - OH ( 12. (A)I II III IV (B) IV II III I (C) IV II I III (D) II I III IV The highest electrical conductivity of the following aqueous solutions is of: (a) 0.1M acetic acid (b) 0.1M chloroacetic acid (c) 0.1M fluoroacetic acid (d) 0.1M difluoroacetic acid 11O2-1 Inductive & Electromeric Effect 4 A Quality Education always speaks in the form of result 14. In the following compounds, OH OH I CH 3 II OH NO2 III The order of acidity is: 15. 16. 17. 18. (a) III I II (b) I III II (c) II I III Which of the following acids has the smallest dissociation constant? (a) CH3CHFCOOH (b) FCH 2CH 2COOH (c) BrCH 2CH 2COOH Which of the following does not show electromeric effect? (a) Alkenes (b) Ethers (c) Aldehydes Acid having least pKa value is: (a) Cl3C-COOH (b) ClCH 2COOH (c) CH 3COOH Correct order of base strength is: (a) NH3 CH3NH2 C2H5NH2 (C2H5)2NH 19. (d) III II I (d) CH 3CHBrCOOH (d) Ketones (d) F 3C-COOH (b) (C2H5)2NH C2H5NH2 NH3 CH3NH2 (c)C2H5NH2 (C2H5)2NH NH3 CH3NH2 (d) (C2H5)2NH C2H5NH2 CH3NH2 NH3 Which of the following orders of relative strengths of acids is correct? (a) FCH2COOH ClCH2COOH BrCH2COOH (b) ClCH2COOH BrCH2COOH FCH2COOH (c)BrCH 2COOH ClCH2COOH FCH2COOH 20. (d)ClCH2COOH FCH2COOH BrCH2COOH Which carbanion is less stable than the other three: (A) C H2 NO2 21. (B) (D) C H3 HO CH2 COOH (C) NC CH2 COOH (D) NO2 CH2 COOH Which of the following intermediate is more stable? 23. (C) C H2 CH3 Which one of the following is most acidic in character? (A) CH 3 COOH 22. (B) C H2 CHO (A) CCl3 CH2 CH2 (B) CCl3 CH CH2 CH3 (C) CCl3 C H 2 (D) CCl 3 In which of the following alcohols C O bond breaks heterolytically, with greatest ease? CH 3 CH3 (A) CH 3CH 2CH 2OH (B) H 3C CH OH (C) Which of the following is least basic amine? (A) NH3 (B) CH 3NH 2 25. Which of the following is most acidic compound? (B) CH 3Cl C CH 3 24. (A) CH4 H 3C (C) (CH3)2NH (C) CH 3NO 2 CH3 OH (D) H3C C CH3 (D) (CF3)3N (D) CH 3CH 3 CH2 OH 11O2-1 Inductive & Electromeric Effect 5 A Quality Education always speaks in the form of result 26. Write the correct order of acidity: H C (P) COOH (Q) OH (a) P Q R S 27. 28. COOH COOH O COOH COOH COOH (R) (b) Q P R S (c) Q R S P Which one of the following is most acidic? (a) 2-propanol (b) (c) Ethanol (d) Which one of the following is the strongest acid? (a) 2-chloropentanoic acid (b) (c) 5-chloropentanoic acid (d) (S) (d) S R Q P 2-methyl-2-propanol Methanol 3-chloropentanoic 4-chloropentanoic acid 11O2-1 INDUCTIVE EFFECT AND ELECTROMERIC EFFECT 01. (C) 02. (1) (i) (ii) (2) (i) (ii) (3) (i) (ii) (iii) (4) (i) (ii) (5) (i) (ii) 03. (1) (i) (ii) (iii) (2) (i) (ii) (3) (i) (ii) (Greater the bond length, lesser is the +I effect) 04. (1) (i) (ii) (2) (i) (ii) (3) (i) (ii) (iii) (4) (i) (ii) (iii) 05. (1) (i) (ii) (iii) (iv) (2) (i) (ii) (iii) 06. (1) (i) (ii) (iii) (2) (i) (ii) 07. (1) (i) (ii) (2) (ii) (i) (3) (i) (ii) (4) (i) (ii) (5) (i) (ii) (iii) (iv) (6) (i) (ii) (iii) (iv) (7) (i) (ii) (iii) (iv) (v) (8) (i) (ii) (iii) (iv) (9) (i) (ii) 08. (1) (i) (ii) (iii) (2) (i) (ii) (3) (i) (ii) (4) (i) (ii) (5) (i) (ii) 09. (1) (i) (ii) (iii) (iv) (v) (2) (i) (ii) (3) (i) (ii) (4) (i) (ii) 10. (1) (i) (ii) (iii) (2) (i) (ii) (3) (i) (ii) 11. (II) 12. (B) 13. (D) 14. (A) 15. (C) 16. (B) 17. (D) 18. (D) 19. (A) 20. (C) 21. (D) 22. (A) 23. (C) 24. (D) 25. (C) 26. (c) 27. (D) 28. (A)
