NARAYANA iT / NEET / FOUNDATION (A Unit of NSPIRA Management Services PVT.LTD) DPP-1 Inductive Effect and Resonance 1. Which of the following has strong +1 effect ? @e (b) —Bt () —CH, (@) —NH—CH, 2. In which of the following compounds inductive effect is not present ? (a) CH, —CH, —Br (b) CH, —CH =CH (© CH, —C=CH (d) CH; —CH, —CH, 3. In which of the following compounds +1 effect of methyl group is not present ? CH 3 @ cr ) (© H.C = CH—CH3 (d) CH; —CH=O 4. In which of the following compounds ~I effect of methyl group is operating? (a) CH; —Cl (b) CH; —CH, (© CHyMgBr (@ CH;—NO, 5. In which of the following compounds (+1) effect of alkene will operate? (a) CH; —CH = CH, (b) CH3 —CH, —CH= CH) (@ H,C=CH—CH=CH 6. 3 @ ° @) In the compounds (a) and (b) inductive effect of phenyl group is: (a) 41,41 (b) “141 © --1 @ 4-1 7. CHs—CH, — CH, — CH, -For 4 3 2 1 Inductive effect of chlorine is minimum on: (a) C, (b) C2 (©) C3 @) Cy 8. Which of the following substituent/group is an electron donating group overall ? ° (@) —Br ) —CCHs (© —OCH; (@) —N(CH3)3 (€) —CCl; °9. Rank the indicated bond in the given compound in order of decreasing bond strength: | J L (a) a>b>c (b) b>a>c (©) b>c>a (d) a>c>b . In which of the following compounds —CH. shows -I effect ? CH ‘CH o OY oO (©) CH, —Mg—Br (@) CH —CH, 11. Which of the following compounds on heterolytic fission gives most stable carbocation ? Hy fhe CH)—Br Br Br (a) cy (b) © @ 12. Which of the following represent methyl carbocation ? 1 e (@) wy — CH () "KH CH, Sag —CH, —CH © s (d) cH 13. Which of the following is the most stable carbocation? H CHy or Hy © CO a OL an o re wey % @1 (>) 0 © @ wv Ov 14. Which of the following carbocations is them most stable? @ ® (a) CH3CHy (b) CH3CHCH CH3 CH; | le @ (© CH3c® @ CHCCHe (e) CH3CH,CHy I CH CH315. Stability order of given carbocation is: Dae Dax]: Di<] (a) (b) ©. © (@) b>a>c (b) a>b>c © c>b>a @ c>a>b Resonance 1. How many total resonance structures can be drawn for the following anion (including those without separation of charge)? oO @ 1 ) 2 © 3 @ 4 2. How many resonance structures can be drawn for the following molecule? 2 yi SA @1 (b) 4 ©3 @ 2 3. How many other major contributing resonance structures are possible for the following heterocycle? 0. C \ (a) 2 (b) 4 @ 6 (d) 8 4. How many energetically equivalent resonance structures exist for the oxalate dianion? XS F c—C fo\ oO oO (a) 1 (b) 2 © 3 (d) 4 5. How many total resonance structures can be drawn for the following carbocation? : (a) 0 (b) 1 © 3 (dd) 4 6. Which of the following structures is not a resonance structure of the others? OCH, OCH, OCH, OCH, oy ath oh oO7. Which of the following resonating structures contributes maximum to the resonance hybrid? OCH, OCH, OCH, OCH, - ©. 7 oO 7 O i O Nl 1 l x ws a — road ¥ ¥ ¥ “These are three canonical structures of naphthalene. Examine them and find correct statement among the following: (A)All C-C bonds are of same length (B) Cl—C2 bond is shorter than C2~C3 bond. (C)C1 C2 bond is longer than C2—C3 bond (D)None of these 9. How many total uncharged resonating structures are there for azulene? (a) 1 (b) 2 © 3 @ 4 10. In which ofthe following molecules x—electron density inring is maximum : “ co wo 7 of “e oJ ia 11. Draw the given carbocation in orbital phase. @ CH, @ ye (b) Hp Ou o A @ a 12, Which of the following substrates is an electron withdrawing group ? @ —CHy i) —OH (iv) —OCH, @) —sO3H (a) i (b) ii (o) iii @ iv ev13. Which of the following has two equivalent resonating structure ? ° ° 9 ° ll lle I] II (2) H—C—NH, = (b) H—C—O (© H—C—OH = (@) H—C—cH, 14. Among the following molecules, the correct order of C ~C bond length is (A) Clg > CH, > CoH, > CoH, (8) C,H, > CoH, > C,H, > CyH,(C,H, is benzene) (C)CH, > CH, > CH) > CoH (D) GH, > GH, > GH, > CoH, 5. Which of the following compound is not resonance stabilized ? Oe =O 00 16. Which of the following isnota Sa structure of the others ? oO 9 ao @) @ 17, Stability order ofthe following resonating structure will be: 9 25° @ @ ii) 7) (@) i>i>iti>iv (b) ii>i>ii>iv © ifi>i>i>iv @ i>iti>ii>iv 18. Select the molecule in which x bonds are conjugated ? AH (@) H.C =CH—CH—cH=cH, ® ppe=e=CG, © — =ccl (@) both (a) and (©) wen? 19. Which of the foun is not a valid resonance structures ? oo @t y o) oO © @ Cr 20. In which of the following compound resonance is not possible? ove wo © oD21. Which one ofthe following is the most acidic? (A) \ / (B) OS ©) O (D) CH,=CH-CH, 2 HOCH 22. (A). Most stable resonating structure for (A) is : O-H CH, CH, CHa CH, @ (a) (b) © @ > OH OH et OH 2 23. A (A). Total number of resonating structure of (A) is: f@1 (b) 2 © 3 @ 4 24. Which of the following is not resonance stabilized ? ° 90 Oo @ O &) OO © oo @ oO 25. In which of the following compounds lone pair of oxygen is delocalized ? ‘0: @ OC oC) © Oo of) ‘O° ‘0: ® 26. Resonance hybrid of HC = CH —CH, is : ie fa fo fo, Be, (a) H,C-CH—CH, (0) H,C-—CH—CH jee : (©) H,C-—CH—=CH, (d) H.C =CH—CH, 27. In which of the following resonating structures, extra bond will be formed ? e én. (@) H,C=CH—CH, ©) cor 2 ® (Q) HyC—CH—O—CH3 @ oO %28. In which of the following compounds d-orbital resonance takes place ? 8 2 e 9 (@) C_—CH, (b) CHj—S—CHy (©) Me,P—CH, (4) Allof these a 29. cl ~ ; In above carbanion electron is delocalized in : @ pei (b) dorbital © sorbital (@ f-orbital 80. Which of the following carbanions is resonance stabilized ? @ gi ) nk = oO UI @ UO ¥ ¥ 31, Compare relative stability of following resonating structure: ° e 6 Il le I CH;—C—OH +) CH; C= 8-H CHy— C—O @ O) o (a) a>b>e () a>e>d (© bare @ c>a>b ‘82. Which of the following is not the resonating structure of each other? 9 HH e @ Jeo x ) chy — 8 =0<>CH,—0—N=0 oe ee (© CH, —C=Ne>CH, —N=C @ Allof these ‘33. Which of the following is not the resonating structure of given? H.C =cH—CH, 26 2 e 2 @) Hy6—CH = cH, ©) HyC=CH—CH, 2 (© HyC=CH—CH, (@) doth (b) and (c) 34, Most stable 5 structure of given cation is: oO % eQ «Gf 35. Most stable resonating structure erm cation is: Git, Hy cH, He CH, @ @) oO @ NH, Hy ia NiNARAYANA lIT / NEET / FOUNDATION TEWRMAGOE (A Unit of NSPIRA Management Services PVT.LTD) DPP-1 Inductive Effect and Resonance Answer Key 2/@/3.]M/4lo]s;o@le}m/7z}/@) alo] s 42. | (b) | 13. | (@) | 44. | (b) | 15. | (e) 2/@/310/4)/@/5}/@/e}@/71/@]a lola 42. | (e) | 43. | (b) | 14. | (0) | 45. | (c) | 16. | (a) | 47. | (a) | 48. | (| 19. 22. | (c) | 23. | () | 24. | (e) | 25. | (c) | 26. | (a) | 27. | (6) | 28. | (@) | 29. 32. | (6) | 33. | (@) | 34. | (o) | 38.| Co)