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  ETOOSINDIA INDIA’S NO. 1 ONLINE COACHING PREVIOUS YEAR PROBLEM SOLVINGIIT JEE MAIN + ADVANCED ORGANIC CHEMISTRY BY NAVNEET JETHWANIGOC Plot No. 38, Near Union Bank of India, Rajeev Gandhi Nagar,Kota, Rajasthan – 324005 Mob. : 9214233303  Plot No. 38, Near Union Bank of India, Rajeev Gandhi Nagar,Kota, Rajasthan – 324005 Mob. : 9214233303Page # 2 ETOOSINDIA INDIA’S NO. 1 ONLINE COACHING N.J. SIR JEE MAINS 1. In the following benzyl/allyl systemR – CH = CH 2  and (R is alkyl group)Then decreasing order of inductive effect is : [AIEEE-2002](1)  (CH 3 ) 3  C— > (CH 3 ) 2 CH— > CH 3 CH 2  —  (2)  CH 3 CH 2  — > (CH 3 ) 2 CH— > (CH 3 ) 3 C—  (3)  (CH 3 ) 2 CH— > CH 3 CH 2  — > (CH 3 ) 3 C—  (4)  (CH 3 ) 3 C— > CH 3 CH 2  — > (CH 3 ) 2 CH—  Ans.(1)2. Picric acid is - [AIEEE - 2002] (1) COOH NO 2 (2) COOHOH (3) OH NO 2  NO 2  NO 2  (4) COOH NH 2 Ans.(3)3. Which of the following species acts both as bronsted acid & base –  [AIEEE - 2002] (1)    NH 3 (2) OH  –  (3) 4 HSO  (4) 1 and 3 both Ans.(4)4. The correct order of increasing basic nature for the bases NH 3 , CH 2  NH 2  and (CH 3 ) 2  NH is – [AIEEE - 2003] (1) CH 3  NH 2  < NH 3  < (CH 3 ) 2  NH(2) (CH 3 ) 2  NH < NH 3  < CH 3  NH 2 (3) NH 3  < CH 3  NH 2  < (CH 3 ) 2  NH(4) CH 3  NH 2 <   (CH 3 ) 2  NH < NH 3 Ans.(3)5. In the anion HCOO  –   the two carbon-oxygen bonds are found to be of equal length. What is the reason for it -  [AIEEE - 2003] (1)Electronic orbits of carbon atoms are hybridised(2)The C = O bond is weaker then the C – O bond.(3)The anion HCOO  –   has two resonating structure.(4)The anion is obtained by removal of a proton from the acid molecule. Ans.(3)6. Which one of the following does not have sp 2  hybridised carbon  [AIEEE - 2004] (1) Acetamide(2) Acetic acid(3) Acetonitrile(4) Acetone Ans.(3)7. Consider the acidity of the carboxylic acids  [AIEEE - 2004] (i) PhCOOH(ii) o–NO 2 C 6 H 4 COOH(iii) p–NO 2 C 6 H 4 COOH(iv) m–NO 2 C 6 H 4 COOH(1) i > ii > iii > iv(2) ii > iv > iii > i(3) ii > iv > i > iii(4) ii > iii > iv > i Ans.(4)  Plot No. 38, Near Union Bank of India, Rajeev Gandhi Nagar,Kota, Rajasthan – 324005 Mob. : 9214233303Page # 3 ETOOSINDIA INDIA’S NO. 1 ONLINE COACHING N.J. SIR 8. Which of the following is the strongest base -  [AIEEE - 2004] (1)  NH 2 (2)  NHCH 3 (3) CH 3  NH 2 (4) CHNH 22 Ans.(4)9. Due to the presence of an unpaired electron, free radical are -  [AIEEE - 2005] (1) Chemically inactive(2) Chemically reactive(3) Cations(4) Anions Ans.(2)10. What is the conjugate base of OH  –   ?  [AIEEE - 2005] (1) H 2 O(2) O 2 (3) O 2–  (4) O  –  Ans.(3)11. The correct order of increasing acid strength of the compound is  [AIEEE - 2006] (a) CH 3 CO 2 H(b) MeOCH 2 CO 2 H(c) CF 3 CO 2 H(d) Me Me COH 2 (1) d < a < c < b(2) d < a < b < c(3) a < d < c < b(4) b < d < a < c Ans.(2)12. The increasing order of stability of the following free radicals is :  [AIEEE-2006](1)  (C 6 H 5 ) 3 C   < (C 6 H 5 ) 2 ã CH < (CH 3 ) 3 C < (CH 3 ) 2 ã CH (2)  (C 6 H 5 ) 2 ã CH   < (C 6 H 5 ) 3 ã C < (CH 3 ) 3 ã C < (CH 3 ) 2 ã CH (3)  (CH 3 ) 2 ã CH < (CH 3 ) 3 C < (C 6 H 5 ) 3 C < (C 6 H 5 ) 2 ã CH (4)  (CH 3 ) 2 ã CH < (CH 3 ) 3 ã C < (C 6 H 5 ) 2 ã CH   < (C 6 H 5 ) 3 ã C Ans.(4)13. Which one of the following is the strongest base in aqueous solution ? [AIEEE - 2007] (1) Trimethylamine(2) Aniline(3) Dimethylamine(4) Methylamine Ans.(3)14. Arrange the carbanions, (CH 3 ) 3 C , 3 CCl , (CH 3 ) 2 CH,  C 6 H 5 2 CH  in order of their decreasing stability : [AIEEE-2009](1)  (CH 3 ) 2 C H > C Cl 3  > C 6 H 5 C H 2  > (CH 3 ) 3 C (2)   C Cl 3  > C 6 H 5 C H 2  > (CH 3 ) 2 C H > (CH 3 ) 3 C (3)  (CH 3 ) 3 C  > (CH 3 ) 2 C H > C 6 H 5 C H 2  > C Cl 3 (4)  C 6 H 5 C H 2  > C Cl 3  > (CH 3 ) 3 C  > (CH 3 ) 2 C H Ans.(2)15. The correct order of increasing basicity of the given conjugate base (R = CH 3 ) is :-  [AIEEE - 2010] (1) RCOO  – < HC   C  –   < NH 2 –   < R   –  (2) RCOO  – < HC   C  –   < R   –   <NH 2 –  (3) R   –   < HC   C  –   < RCOO  – < NH 2 –  (4) RCOO  – <NH 2 –   < HC   C  –   < R   –  Ans.(1)16. The strongest acid amongst the following compounds is ?  [AIEEE - 2011] (1) CH 3 CH 2 CH(Cl)CO 2 H(2) ClCH 2 CH 2 CH 2 COOH(3) CH 3 COOH(4) HCOOH Ans.(1)17. The correct order of acid strength of the following compounds :- [AIEEE - 2011] A. PhenolB. p-CresolC. m-NitrophenolD. p-Nitrophenolis :(1) C > B > A > D(2) D > C > A > B(3) B > D > A > C(4) A > B > D > C Ans.(2)  Plot No. 38, Near Union Bank of India, Rajeev Gandhi Nagar,Kota, Rajasthan – 324005 Mob. : 9214233303Page # 4 ETOOSINDIA INDIA’S NO. 1 ONLINE COACHING N.J. SIR 18. The non aromatic compound among the following is  [AIEEE - 2011] (1) (2) S (3) (4) Ans.(1)19. Identify the compound that exhibits tautomerism. [AIEEE-2011](1)  2-Butene (2)  Lactic acid (3)  2-Pentanone (4)  Phenol Ans.(3)20. In the following compounds :  [JEE (Main) - 2012] (I)    N H (II)  N (III)  N H O (IV)  N H the order of basicity is as follows :(1) IV > III > II > I(2) II > III > I > I > IV(3) I > III > II > IV(4) III > I > II > IV 21. The most basic compound among the following is :-  [JEE (Main) - 2012] (1) Acetanilide(2) Benzylamine(3) p-Nitro aniline(4) Aniline Ans.(3)22. ortho-Nitrophenol is less soluble in water than p– and m– Nitrophenol because :  [AIEEE - 2012] (1)Melting point of o-Nitrophenol is lower than those of m– and p– isomers.(2)o-Nitrophenol is more volatile in steam than those of m– and p– isomers.(3)o-Nitrophenol shows Intramolecular H – bonding.(4)o-Nitrophenol shows Intermolecular H – bonding. Ans.(3)23. Which of the following compounds are antiaromatic : [JEE Main 2012 (Online)] (I) O (II) (III) (IV) (V) + (VI) (1) (III) and (VI)(2) (II) and (V)(3) (I) and (V)(4) (V) and (VI) Ans.(4)24. Among the following the molecule with the lowest dipole moment is :  [JEE Main 2012 (Online)] (1) CHCl 3 (2) CH 2 Cl 2 (3) CCl 4 (4) CH 3 Cl Ans.(3)
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