General Organic Chemistry 2 Ee Z - a a: O Ns 18 eSaral.comwSara l General Organic Chemistry Contents 1 Module Description Page - i 2 Homework Index Page - il 3. Exercise 1 Page - 1 4, Exercise 1A Page - 11 5 Exercise 2 Page - 16 6 Exercise 2A Page - 23 7 Answer Key Page - 27 Note Detailed solutions are available on the eSaral App. wSaral & at wa area SIwSa ral General Organic Chemistry Module Description For mastering the concepts only learning is not sufficient. We have to practice and apply those concepts in problem solving. This sheet does just that. It contains a collection of problems segregated in the following exercises to help you master the concepts in a systematic and organized way, “Practice makes a man perfect” 1. Concept builder— 1 & 1A As soon as you have finished learning the concept do the problems from these exercises first. These exercises contains easy level questions to help you build your concepts. 1 —+» Contains Single Correct Type questions 1A —» Contains pattern based questions incorporating the latest JEE Advanced based patterns like more than one correct, matching list, match the column, ete. 2. Brain Booster— 2 & 2A Now that you have built your concepts it’s time to master them by solving Brain Boosting problems, Don’t hurry through these problems. Take time to solve & learn from them. These exercises contains Medium & Tough level problems. Do questions from 2 & 2A after attempting 1 & 1A 2 —+ Single Correct Type questions. 2A ——» Pattern Based questions. 3. Simulator — JM & JA Contains questions from previous year JEE Mains & JEE Advanced questions in exercise JM & exercise JA respectively. Get the real taste & feel of the type of questions being asked in JEE. It’s a great tool for simulating your mind with JEE problems. These exercises are not included in the module but are provided separately. JM —» JEE Mains previous years topic wise questions. JA —+ IEE Advance previous years topic wise questions. Eee scat (rodwSara l General Organic Chemistry Home Work Index Problem solving is an integral part of learning, Find questions to solve after each video in the homework Index. Make sure that you attempt all the problems (in Ex 1 to 2A) after learning a topic from the videos. For example if you have finished topic 8, first attempt all the problems listed in the index corresponding to topic 8 before proceeding to the video of topic 9. Sr. No. Topics Ex-1 | Ex-1A | Ex-2 | Ex-2A 1 [Introduction to Electronic Displacement Eifects 2 [Basics of General Organic Chemistry 3. [Inductive Effect Ll 1 1 4 |Acidity and Basicity 12-20 2 216 | 1,20 5 |Resonance 21-27 21 6 |Aromaticity 28-34 ae 17-21 7 |Stability of Resonating Structures 35-37 22.23 2 8 |Mesomeric Effect 38-44 3,17,22 9. |Hyperconjugation 45-63 | 6,23-24 | 24-29 4 10 |Stabilty of Intermediates Part | 64-69 | 25 30 3 11 {Stability of intermediates Part 2 70-76 | 711 | 31-39 | 6-8 12 pont beret —— « T7181 12 | 40-48 | 9-10,23 13 [Acc 13-17, 20] 49-50 nae wSaral & at wa area SIwSaral Exercise - 1 General Organic Chemistry Concept Builder SINGLE CORRECT TYPE Each question has FOUR optio s for correct answer. ONLY ONE of these four options is correct option. For each question, choose the correct option 10 answer the question. Qn. Q3. Which of the following is false for order of “1 effect = (A) -F > -Cl> -Br > 1 (B)—C=CH > —CH=CH, >—CH.—CH, (©) —E-H > —C—cH, 0 0 (D) XS > —c=cu> Hn Express in decreasing order of (+I) : (a) CH.CH-CH,-(b) CH, cH, on, (©) CHP CH-CH, (@ CHG cH, (©) CH,-CH-CH,- CH.CH, Correct answer (A) (©) > d) > (©) > (a) > (b) (B) (d) > (a) > (b) > (o) > (@) (©) (a) > (b) > ©) > @) > (©) (D) (a) > (b) > (¢) > (e) > (d) Which of the following is correct order of =I power e. @, (A) -NE,>-NH,> -NMe,> -NO, eee (B) -NF,> -NMe,> =NH,> -NO, (C)-Cl>-F >-Br>1 (D) -Nu,> -CN>-NO,>-F Qs. Q. The inductive effects of the group ~CH,. COO" , -Br, -NH,' respectively are +ALL (BHAA (C) +L, AL +1, +1 (D) AL, +1, A, +1 Which of the following is most stable . oO of ‘NH : (Cc) Hu (D) Which group does not exert [I] effect :- 2 (B) -NR, (D) -CR, (A) -NH, ()-No, The correct order of increasing stability of the following carbocations is :- a) cH, cucH, > FCH,CH,CH, F > CH,CH, CH, > CH,OCH, (B) CH,OCH, > CH,CH, CH, > FCH,CH,CH, > CH CHCH, F (©) FCH,CH,CH, > CH,OCH, > CH,CH, CH, > CH, CHCH, F (©) cH,CHCH, > CH,CH, CH, F > FCH,CH,CH, > CH,OCH, > wSaral & at wae ae SlwSaral Qs. Qi0. Qu. Pair of groups exerting (-I) effec (A) -NO, and -CH, (B) -NO, and -Cl (C) -Cl and -CH, (D) -CH, and Which of the following statements is correct? (A) +1 group stabilised carbocation (B) + group destabilised carbocation (C) A group stabilised carbocation (D)-1 group destabilises. stabilised carbanion Arrange the following in their decreasing order of acidity : ()) CHOW (1) CH,CH,OH (111) (CH,),CH-OnL (IY) (CH,),C-OH (A) I> 1> I> IV (B)1> I> I> IV (QIV> >> 1 (@)IV> > 1> 0 Decreasing(-I) power of given groups is = (A) -CN (B) -NO, (C) NH, (D)-F (A)B>A>D>C (B)B>C>D>A (C)C>B>D>A (D)C>B>A>D Acidity and basicity Qn. In which of the following compounds is hydroxylic proton the most acidic ? F MAO) BNA, Qu3. Qu. Qs. QI6. General Organic Chemistry Increasing order of basic strength of following compounds () CH-CHNH, (A) (> Gi) > Gi) (B) Gi) > Gil) > (© > Gi) > Gi) (D) (iii) > (ii) > Correct acidie strength of followings = ()) CLC-CH,-OH (1) CL.CH-CH,-OH (1) CL.CH-CH,-CH,-OH (IV) CICH,-CH,-CH,-OH (A) I> 11> 1>1V (B) IV>Il>>1 (QC) Iv>eMl (D)1> > > IV oH oH CoH ¢ cH, cH, (@) (b) © @ Compare acidic strength :- (Aya>e>d>b (B)d>a>e>b (C)d>e>a>b (D)d>e>b>a The correct order of acidic strength is (A) Chloroacetic acid > Fluoroacetic acid > Phenol > Ethanol (B) Ethanol > Phenol > Chloroacetic acid > Fluoroacetic acid (©) Fluoroacetic acid > Chloroacetic acid > phenol > Ethanol (D) Fluoroacetic acid > Chloroacetic acid > Ethanol > PhenolwSaral QIT. Which is most acidic OH NO, OH OH “©. NO, OH NO, (©) (D) QI8. Which of the labeled hydrogen atom in the following structure is the most acidie ° ° ale tle @ CH, CH, ~C- CH, oO ® o @ (Ay (B)2 3 (D4 QI9. Arrange these compounds in decreasing order of basic strength NH, NH, @ (i) No, NH, NH, (iii) (iv) oN CH, (A) (i) > (ii) > Gili) > (iv) (B) Gi) > Gil) > Gi) > (iv) (C) iv) > ( > (iii) > Git) (D) Civ) > Gi) > Gi) > Gi) General Organic Chemistry Q20. In which of following is minimum basic :- (A) “0 :NH, :NH, 7 of | () e N ) H Resonance Q21. Which compound will not show the resonance? OO Nu, © oO (D) Q22. Which of the following pairs of structures do not represent resonating structures - ; on (A) CH, CCH,» CHC = CH; 8 5O5) i ne (© cH-C-cHy cH C® cH, + 8 (D) City ¢ Bit, CHG = OH 0 o Q23. Which of the following statement is incor- rect? (A) Resonating structure are real & have real existence. (B) Equivalent contributing structures make resonance hybrid very stable. (C) Contributing structures are hypothetical having no real existance. (D) Contributing structures are less stable wWSaral & at wae area SI than the resonance hybrid.wSaral Qa, Q25. Q26. Q27. Which of the following compound has lone pair —> conjugation :~ O=HC ) oO ®) oO “Oo In which of the following cases lone-pair is involved in Resonance :- CH, 1 ] U. x \ m.&, I H TV, CH.=CH-O-CH=CH, (A) LTT (B) ILIV (LIV (@)L I Which of the following compounds has localized lone pair? NH, “6 CH,—NH, @) © 9 CH-CH, | | (© (D) } H In which of the following compound resonance does not takes place ? (A) ANA (B) CO oO 9 © (D) 6 General Organic Chemistry Aromaticity Q28. Q29. Q30. Q31. Aromatic compound are these that meet the following criteria (i) The structure must be cyclic, containing (4+ 2)n electrons (ii) Each atom in the ring must have unhybridized p-orbitals (iii) Unhybridized p-orbital must overlap (iv) Structure must be planar In anti-aromatic compound (4nz) electron are delocalization, but delocalization of pi electrons over the ring increase the electronic energy. Which of the following is anti aromatic? im oO (D) All (A) ol Which of the following is an aromatic speci ies : @ wf ot) 0 J Among the following aromatic compound (A) y O ©ll_ J Which of the following will show aromatic behaviour :~ »CO of oOwSaral Q32. Which of the following is heterocyclic aromatic species :~ yy @) W 0 oD) N y 33. Which of following is non Aromatic := 8 08 0 oll | wll | © J Qa. |l| aromatic compounds ? RQ a efoea structure following canonical structures is : ay Which of the following set have only The correct order of stability among Q36. Q37. General Organic Chemistry (A) 1> > IL (>>I (B) 1> >I (D) Wl >1>1 Which of the following resonating structure contributes equally to the resonance hybrid. e (A) CHy-C-CH=CH-CHy <> CH; CHy-G=CH- CH-cH, CH, (B) chy-G-NH, cH,-c=NH, be oO SP Z © cH, -c@ oa cH, oe ° (D) CH, = CH-CH=0-—> Gh,-cH=cH-& Which is correct representation of resonance hybrid of Hy at 5 (A) H,.C==CH==CH==0 a & (B) H,C==CH,—CH,==0 7 3h (©) H.C==CH==CH==0 bt a (D) H.C=CH==CH=0 Mesomeric Effect 38. 39. Which of the following is not o, p-directing:- (A) - OH (B) ~ CH, (c)-Cl (D) — NO, In which of the following molecules x- electron density in ring is maximum ? NO; wWSaral & at wae area a1wSaral Q40. Q42. Which one shows +M effect :- 0 A (A) Ng B) (© GH (D) FH. oO oO Which of the following series contains atoms groups having only —M effé (A) COR, OR, COOR (B) Cl, CHO, NH, (C) NO,, CN, SO,H (D) OH, NR,, SR Toluene is more reactive than benzene towards electrophilic substitution due to :- (A) Inductive effect only (B) Hypereonjugative effect only (C) Both inductive as well as hyperconjugative effects (D) Strong mesomerie effect oOY Which of the following compounds will not show resonance :~ ° cu, (A) Hy 1 General Organic Chemistry (B) CH—CH—CH—CH—CH. H @ HON" © O @ ) oO rconjugation Q4s. 46. Qa7. Which of the following free radical is most stable? (A) CH, ~CH-CH, (B) CH,-CH, (©) CH, (CH. ba (D) CHS-CH-CH CH, cH, Correet order of heat of combustion is (p) 1, 3-pentadiene (q) 1,3-Butadiene (x) 2,3-Dimethyl-1,3-butadiene (s) Propadiene (A)s>q>p>r (Or>p>q>s (B)s>r>q>p (D)s>r>p>q Which ofthe following molecule has longest C=C bond length ? (A) cH, cH (B) CH,— CH=CH, cH, (© cH t CH=CH, bu (D) CH,—C=CH, br¥Sa ral Select the most stable carbonacation among | Q53. the following = MW AAY 6 ®) oye (0) AY, Q49. Which of the following alkene is the most stable:- y wy oY oR oX% Q50. Which of the following alkene has minimum heat of hydrogenation : ol 0 O54. ok oC QS51. Which cation is most stable : le ) B) «© ay Q52. Which of the following can not exhibit hyperconjugation : |A) CH, -CH By Sci (a) CH CHB) (C) CH-CH=CH, (D) (CH),C-CH General Organic Chemistry Arrange following compounds in decreasing order of reactivity of ring towards attack of electron deficient species - CH, wd — CH, ‘© *O CH, j ‘ CH,—C— CH, H— boy, Gi) oO) (iv) o) (A) i> ii> iii> iv (B) iii> iw > ii>i (i>iv>ii oe (D) ii> ii> iv> itt Most stable carbonium is :- (A) cH-cH-€1 (B) CH-CH-CH,-CH, (© cH-t-cH, CH, cH, ie (D) CH-C-CH, cH, Arrange the stability of following 0 Ao o (a) any (A)I< I< II (By <1 i> i> iv Bi (©) i> iv>iti> i (D) iv> i> >i Which is having maximum heat of hydrogenation? (B) O “CY of Select the correct statement : (i) Delocalisation of o-eleetron is hyper conjugation, (ii) Delocalisation of x-electron is reso- nance, (iii) Permanent partial displacement of o- electron is inductive effect. (A) i & iii (B) ii & iti (iki (D) i, ii, iff General Organic Chemistry Q61. In which of the following compound hyperconjugation is observed ? (a) > ox © yt, (D) None of these 62. Which of the following C-H bonds partici- pate in hyperconjugation ? I Iv L Lu H cH, My gt mW (A) Tand IT (B) Land IV (© Land I (D) Ill and IV Q63. Which of the following shows minimum, heat of combustion ? 7 eee or \ ability of intermediates part 1 64. GH, is tess stable than = (A) cH, -H, (B) cH,-H-cH, (©) Cu, -No, (D) CH, -CH-CH, Q65. Which of the following statement is incorrect (A) Inductive effect is distance dependent (B) Inductive effect is permanent effect (C) Resonance is an intramolecular pro: (D) Phenol is more acidic than acetic awSaral Q66. Q67. Q68. Q69. Which one of the following will give most stable carbocation on heterolytic cleavage of C-Cl bond :- (A) CH, = CH - Cl (B) CH,- Cl (C) CH, - CH = CH- Cl (D) CH, = CH - CH, - Cl cu cH, On cucu cu, © «a (B) © The relative stabilities of these carbocations are such that - (A) (A)> B)> (©) (B) (B)>(C)> (A) (B)>A>O (D)(C)> (B)> (A) The correct order of stability of given anion is = (I) CH,-c=c? ay cucu NO, 2 (HD (cH),C-cD, (IV) (CH).C” (A) > 1> I> IV (B)I>1>1V> I (QC) >1>1V> UL (D)1>>m>IV Which of the following is most stable anion? CH, “ Cy (8) cH CH cu, éu © ) Co ony Q70. Qi. Q72. Q73. General Organic Chemistry Stability of intermediates part 2 Which of the following is correct order of stability:~ 296 (A) L> I> > IV (B) I> 11> > IV (©) M>1> > IV (D) I> IV >> 0 1H, NO, Vv Decreasing order of stability of e@ (a) CH, ~ CH- CH, ® (b) CH, - CH-OCH, 8 (©) CH, - CH-CO~CH, (Aya>b>e ()era>b (B)b>c>a (D)b>a>e Correct stability order :- of O (D) All are correct ® H-C-H “. OH Most stable resonating structure for (A) is:- wWSaral & at we area SlwSaral Q74. Q15. Q76. cu cn (A) (B) OH OH CH. CH, © | oH OH Which is most stable anion ? (A Ne (B) Yo O“N8 ) ASe Which of the following carbocation is most stable? @ @ (A) Chb-f-Chi-CH, (B) CHC OH CH, (cH E1-cH, () cH, ¢ Cu-cH OH oO Most stable carbanion is @ 2 (A) {Lf (B) of © Bond Legnth, acid base equillibrium & extraction of compounds Q7. CH,O-CH=CH-NO, I CH, =CH-NO, 0 CH, =CH-Cl Tl CH, =CH, Vv Qs. Qn. 80. Qsi. General Organic Chemistry Which of the following is the correct order of C— C bond lengths among these com- pounds : (A) [> 11> I> 1V (B)IV> I> > 1 (> m> > IV (D) > 11> I> 1V In which of the following compounds carbon-chlorine bond distance is minimum: (A) CH,Cl (B) CH-CH-CI (©) CH=CH-Cl (D) CH,=CH-CH,-Cl Which of the following shows the correct order of decreasing basicity in aqueous medium (A) (CH,,N> (CH,),NH > CH.NH,> NH, (B) (CH, NH > (CH,),N > CH.N (©) (CH, NH > CH.NH, > (CH,),N> NH, (D) (CH),NH>CH,NH, > NH, > (CH),N Correct order of bond length is :~ (A)1> =I (C)l>m> I (B) > U1 >1 (D) == Which has maximum C-O bond length :- ° ° (A) (B) ° ° © O (D) TeddwSaral Exercise - IA General Organic Chemistry Concept Builder ONE OR MORE THAN ONE CORRECT TYPE Each question has FOUR options for correct answer(s). ONE OR MORE THAN ONE of 0 se four option(s) is (are) correct option(s). For each question, choose the correct option(s) to answer the question. a. Q. Q3. Which of the following is true order of - I effect :- (A)-F> Cl —Br>-1 ial CH>-H Which of the following less basic then 0 H (A) oO NH, © (D) None In which of the following 2 structure is aromatic ? oO. I Y Qs. Q. (C) CH,=CH-CH=CH-CH, vs Oo OC ws Groups which are showing -M effect :- 2 NZ (B) -& © gH (D) ~C-CH, ° 0 In which of the following + M effect is in operative mode - OO © 0 OCH, (C) (D) All NH, Which of the following has Lesser HOH for per mole of H, than: O “a oO © CO Which are correct stability order :~ (A) CH,- CH = CH- CH, > CH,=CH-CH,-CH, “O (D) None e CH, CH (B) > cH, wSaral & at wae ae SlQs. General Organic Chemistry Qu0. Which are incorrect order of stability of carbocation :- w <> “OO oC (D) AN > 0 Correet options about I and II is/are Di Dix (A) [> II stability (B) At least one carbon is sp* in Both I & I. (C) At least one of carbon in case - I & I has Incomplete octet (D) Allare correct Which of the following is/are incorrect order:- NH NH, cl 7) > (Basie Strength) cl Cl F NN @ ornn> a © a OQ (Stability) OM Age > AX Gubility) NH, (Basicity) Qu. Qu. Qu3. Which of the following more stable than - én @ OL ®) ‘OH NO, en ‘ © ©) b ba In which of the following reaction CO, gas will evolve. con “ Nao, on ®) x0, ° SOH jaro © ce ou a a ) Neko, a, Compare the correct Resonance energy order :~wSaral of} > Cth 2K cH CH, CH, “OO (D) None Ql4. Which of the following correct order of stability :- “CO »O ; O oon <>~y (D) Allare correct QI5. | Which stability order is/are correct :~ Wor vas oD) ol o-OF PARAGRAPH TYP! This section contains PARAGRAPHS. Based on each paragraph, there are questions. Each question has FOUR options. ONLY ONE of these four options corresponds to the correct answer. For each question, choose the option corresponding to the correct answer. General Organic Chemistry Paragraph for Q. 16 to 17 When a covalent bond is formed between atoms of different electronegativity, the electron density is more towards the more electronegative atom of the bond, Such a shift of electron density results in a polar covalent bond. Bond polarity leads to various, electronic effects in organic compounds Let us consider cholorethane (CH,CH,CD in which the C CI bond is a polar covalent bond. It is polarised in such a way that the carbon-1 gains some positive charge (5°) and the chlorine some nega- tive charge (6°), ae a = CH, —>— CH, —>—Cl 2 1 Such polarisation of o-bond caused by the polarisation of adjacent o-bond is referred to as the inductive effect. Choose the incorrect option about induc- tive effe (A) Inductive effect of Cl decreases on terminal carbon of chloroethane as intervening bonds increases. (B) Inductive effect effect, Qt6. a distance dependent (©) -CT, is more electron donating by inductive than - CH, (D) Inductive effect isa temparory and weak effect QI7._ In which of the following pair, both atom / group will show electron donating (+1) ef. fect? (A) -CH, , -OCH, (B) -O* , -CH, (©) -NO, , -F 1H, ve (D) -OH ,—C— CH, Ncw, wWSaral & at we area SlwSa ral General Organic Chemistry .TCHING LIST TYPE Each question has TWO (02) matching lists: LIST I and LIST I. FOUR options are given representing matching of elements from LIST Land LIST Il. ONLY ONE of these four options corresponds to a correct matching. For each question, choose the option corresponding to the correct matching. Qs. List - 1 List - II ol J (1) Aromatic N t H @ | | (2) Non aromatic N Ht Ny (R) (3) Unstable at room temperature because of antiaromatic character oO (S) oO (4) Homocyelic Code: a 1 2 1434 (@) 34 14 1 oO ol 203 4 () 1 2 34 14 QI9. Mateh the list: List-I (Group ) List-II (Effect) (P) -CH, (+i (Q NH, Q-1 (R) -CN (3) +M/4R (S) -NH, (4) —M/-R Code: P QR (A) 2 24 1 23 (B) 1 z 24 «© 1 24 23 (D) 24 23 I CSG soci (rodwSaral MATCH THE COLUMN TYPE General Organic Chemistry Following questions contain statements given in two columns, which have to be matched. The statements in Column-1 are labelled as A, B, Cand D while the statements in Column-II ave labelled as (P), (Q), (R) and (S). Any given statement in Column-I can have correct matching with ONE OR MORE statement(s) in Column-HI. Q20. Column I Column IL Br (A) (P) Anti Aromatic (B) Br (Q) Aromatic Ph, ° © tj (R) Non-eromatie Phy 2 br (D) (S) Gives yellow ppt with AgNO, NUMERICAL TYPE moot coon The answer to each question is a NUMERICAL (E) NO. ) VALUE. For each question, find the correct numerical value (in decimal notation, truncated/ lo rounded-off to the second decimal place; e.g. 6.25, a 7.00, -0.33, -.30, 30.27, -127.. 7.00, 3, J 127.30) coon Q21. How many of the following are more Acidic than - (@) COOH Ou Q22. How many of following Aromatic COOH COOH io CH, A LL \ , , (a) @) t ® H CH, Sy SOH coon l Uf) AAs ‘0 © ©) | NO, H wWSaral & at wae area SlwSaral Q23. Qua. Identify total number of hyper conjugating structures involving C-H bond in following, carbocation? van Total number of pairs of in which second is more s nating structure fable than first. (A) CH,-C=0 5H, -C © ° Oe a A, © O@BLDR OF AAW (D) on” moon Z Q25. General Organic Chemistry IO TA Ch @ ao ° Number of carbocation Which is stable than CH,—CH.—CH, are - cl ely, Pi Ph, . CH,—CH—CH, Gi CH t et No, O Exercise - 2 Brain Booster SINGLE CORRECT TYPE Each question has FOUR options for correct answer. ONLY ONE of these four options is correct option. For each question, choose the correct option 10 answer the question. Qi. Which of the following statement is incorrect for inductive effect ? (A) It involves shifting of 6 bonded electron (B) It is distance dependent effect (C) It arise due to difference in electro- negativity of atom attach to organic chain (D) It is a temporary effect Q. The correct order of increasing acid dissociation constant H OH NO: () dp No: NO; oH NO. NO: oH (ul) (Iv) Xo, NO: (A) I< IV S>Q>R (B)S>Q>P>R (C)R>Q>P>S (D)P=Q>R=S |W QS. The decreasing order of basie strength of the following aniline derivative :- be6.6 5 “ (A)S>R>Q>P (B)P>Q>R>S (C)S>Q>P>R ()S>R>P>Q Q6. Order of Acidic strength OH OH (a) No. 1) a NO, Qi0. OH H (©) (d) NO, (Aja>b>e>d — (B)c>a>b>d (C)a>c>b>d — (D)e>b>amd General Organic Chemistry The correct order of basic strength Pa one (ii) CH-CH,-NH, (CH,),NH (iy) cI (A) ii> i> i> iv (B)i> iti> i> iv (C)ili>i>i>iv — (D)i> i> ili>iv The correct order of basic strength. NH s N oO U J U3 uv Nu voy : hoon 1 om v ()IVeI> I> IL (B)IV>1> >I (Maal (D)IV>M>1> 1 Decreasing order of acidic strength of following compound COOH CooH 3 HC CH, NO, NO, @) @Q COOH COOH HC CH, O NO, SOM (R) (s) (A)P>Q>R>S (B)S>R>P>Q (C)S>Q>P>R (D)Q>R>P>S Arrange the following in decreasing kb value == NH, NHGH, NH, o a amy (A) > 1> 1 (By <1<01 (ui NO, (B) NO, (C) CHCl, < CHF, Pen COOH ) NO. No. (A) B and C (B) Cand D (C)A,BandD — (D)A,B, and C For which of the following compound Ka value will be maximum :- COOH The decreasing order of acidity of follow- ing benzoic derivativ COOH COOH CH COOH CH, CH, cH, @) @ (R) (8) (A) P>Q>R>S (B)S>R>Q>P (C)P>S>Q=R (D)Q>S>P>R Qi. Qs. QI6. Qu7. General Organic Chemistry Correct in decreasing order of PK, values:- (A) C,H-NH-CH, > C,H_-NH, > (CH), NH > CH.NH. (B) C.H-NH-CH,> (C,H, NH, > C,H.NH, (©) (CH), NH > CH-NH, > C,H NH, NH > CH= > CH, NH CH, (D) CH.-NH,> CH NH > C,H. NH, cH > (C\H,),NH Idemtify the strongest base from the given compounds : (A) Nt d H ‘ (D) All have same basic strength Strongest base among following is :- Ni, a) >y ®) i oy of H N Which is aromatic compound - (B) 9 NH (D)wSaral QI8. Which is not stable at room temperature? “0 oO (a) of | Q19. Among the following is aromatic compounds :~ (a) YV &) U 4 Ol J ls) Y N (A)a, be (B)abed acd (D) b,c, d Q20. Which of the following is aromatic :~ sy Oa ov wv U ® rot © @ (A) a,b (B) b,c (ed (D)a,d Q21. Which of the following compound is unstable at room temperature :~ “Aly eT)" of ol | Q22. Which will be the least stable resonating structui ee. (A) CH=CH-CH-CH-Nu, e @ we (B) CH, -CH-CH=CH-Nu, ® (©) CH, -CH=CH-CH=NH, a ® (D) CH,=CH-CH-CH=NH, General Organic Chemistry Q23. The most stable resonating structure of CH, -O-CH=CH, is = (A) CH, -0- ° 7 (B) CH, -O=CH-CH> eos (C) CH, -O-CH-CH> (D) All are equally stable Q24, The relative stability of the compounds Gi Gt () CH, C= C—CH, CH; (I) CHC = CH-CH, cay CH, H CH, Iv) a un” (V) CH,—CH = CH, (VD CH,=CH, is in the order - (A) I> Il > Ill>IV>V>VI (B) VI>V>IV> I> I>1 (C)I>M>V>0>IV>VI (D) > 1>IV>l>Vv>VI Q25. Correct stability order of following alkene will be:~ H Hy HH c=c C=C “nH caf NH I u uy HC cH, Qo COHN cH c= WON cd (Nc i Iv (A) > IV >m> 1 (© M>IV>1>1 (B)IV> >> 1 (D)1> > > IV wWSaral & at wae area SlwSaral Q26. Q27. Qs. Q29, Stability of following alkenes in the increas ing order is (1) CH-CH=CH-CH-CH, (il) CH, C= CCH, CH,CH, (att) CH, =CH, cH, (IV) CH, -¢ = CH-CH, CH, (A)I 1> IV >I Correct statements about the following is : >= Y I u tte (A) 1> I> IIL sta lity order (B) I> Il > 1 Heat of hydrogenation (©) Both (A) & (B) (D) None Which of the following alkene has highest value of heat of hydrogenation ? “ oO * oO © & ” O Hyperconjugation occurs in :- oH : cneen{Oy mon CL ti fe Sc (i) (ii) (iii) (A) Only (i (B) (i) & (ii (C) @, (ii) & Gil) (D) only General Organic Chemistry Most stable carbocation Q30. 1, ° O 8, er a Cu, oc “6 Qa. Arrange the following carbanions in decreasing order of stability: 9 a 9. CHaCH = Ph-CHL cHaCH CL. - “Qn (A) P>Q>R>S (B)S>Q>P>R (C) S>Q>R>P (D)Q>S>R>P Q32. The decreasing order of stability of the following anion is: HG &, & Xo. : - ‘ ~ (A) S>R>Q>P (B)P>Q>R>S (C)Q>P>R>S (D)P>Q>S>R & Which jis the least stable carbonium ion Q33. (A) GHD (B) cueH, ° (© cnycu (D) cH=cH-CH, Q34. Order of stability of following carbocation: oT oO 6 c o (Aye>b>a (C)b>c>a (B)a>b>e (D)c>a>bwSaral Q35. Find out correet stability order in the following earbocations- oF wi (up, Or (IV) oe (A IV>1> I> (B)IV> > 1> 0 (C)1>1V> 11> ()1> > Ver Q36. Stability of following radical is :- CH, CHT cH,=CH, CH,—CH=CH,, O o a amy ayy (A) > > > IV (B) I> 1 >1>1V (il1> I> 1 (B)IV> I> 1 (QI>IV>tl>1 ()yI>m>IVveT Q38. Which of the following is most stable anon ‘ CH, (A) OCH, * CH, © QO NO, Q39. Qui. Qa. General Organic Chemistry Correct order of stability for the following - o Cw a oy (uy De (vy) > (AIV> I> I>T (By I> Iv> M1 (C)UI>IV>1>I (D) None Correct order of bond length 9 Gs cutie cujon cuto CH#0H (A)y>x>p>q>r (B)y>p>x>q>r (C)p>x>y>q>r (D)ppy>x>qrr H e HL 0° ‘Squaric acid ‘Squaric acid dianion Squaric acid dianion has : (A) 4-identical resonating structures (B) C-C bond length is equal to C-O bond length (©) 3 nonidentical resonating structures (D) Localised negative charged on oxygen Which one is correct for bond length :- OH OH OH (a) oO > oO > O [C-O] bond length oO O° Oo (B) O oO > O [C-O] bond length oc (vy Oo > Oo [C-C] bond length {C-Cl] bond length wWSaral & at we area SlwSaral SO.H {O) coon NHC. ) on Total number of moles of NaHCO, consumed during given reaction will be x, so the value of x will be (A)1)3 (2M)4 Q43. He=c Compare C-N bond length in the following: NH NH, NH, T 1 ™ Correct order is - (A) 1> I> Il (C)m> m1 (B) I> 11> 1 (D) > 1> 1 Q45. Which of the following is incorrect: (A) R-COOH + Na >R-COONa + '% H, + on ONe (of +Na CY +hHt (C) R-COOH + NaHCO, —> R-COONa +H,0+CO,7 ou ON: oy + NaHCO, —> oy + H,CO, Q46. C-N bond length is minimum in :- NHL NH. ) O 6) cueo NH NH © () Qa7. Q48. Quo. Q50. General Organic Chemistry Which of the following not give CO, gas with NaHCO, ? cooH OH (A) (B) coon ou NO. HOY, a © (D) HO NO. Which of the following acid base reaction is least feasible : (A) CH = CH + NaNH,—> CH = CNa + NH, on ONs + NaHCO, —> or + HCO, (© CH,-COOH + NaOH —> CH, COONa + H,0 (D) CH,-CH,-OH +CH=CNa —> CH CH,-ONa + CH = CH (B) Which one amongst the following carboca- tions is most stable ? In which of the following lone pair involved in Resonance :~ NH, CHL. .CH, 4 oe oy" (D) None of these (A) (©) Both (A) & (B)wSaral Exercise - 2A General Organic Chemistry Brain Booster MORE THAN ONE CORRECT TYPE Each question has FOUR options for correct answer(s). ONE OR MORE THAN ONE of these four option(s) is (are) correct option(s). For each question, choose the correct option(s) to answer the question. QU. Incorrect order of Acidity =~ coon coon CH, (A) < CH, “O oO © 7>coon < “coon HOH HOW (D) > Q2. Which of the following are correct :- (A) Stabilit AY < ) yo SS (B) Stability I< bod O- ‘0 (©) Stability A.A > ee (D) Stability AA 1,< Aw Q3. Which of the following can show + M effect- (A)- OCH, (B)- NHCOCH, *) ~E-OCH, (D)- 0 Select the correct pair in which Ist has more HOH than 2nd ONY 8) AA. AWN © \ CH-CH=CH, (D) None In which of the following cases, the carbocation (I) are more stable than the carbocation (II) ? (A) C,H, -CH, (DCH, =CH-CH, (11) oC oC (©) CH, =CH(), CH, ~CH, (11) () H.-C. GH CHa F Which are correct stability order :- (A) CH, -CH=CH-CH, > CH, = CH-CH, -CH, @ ® CH, CH. Le” CH, cu, (©) cH 8 €) oO o (D) > wWSaral & at wae area SlwSaral Q7. Q8. Which are correct order of stability :- eters (B) Hc=¢ > (C) CH,-CH-CH, > CH,-CH-CH,-CH, Ch, ch, (D) xo No. Which carboanion is/are less stable than : cH? NH, cH? CHE (A) (B) oc. ou CHE (©) (D) None a How many of the following will produce effervescence of CO, with NaHCO, (a) Me-COOH —__(b) Ph-SO,H OH yo: © O os xo, cH = Quo. Qu. w@> General Organic Chemistry (g) CH-CH-OH —(h) CH,-C=CH 9° é (i) Me-C-COOH a6 Os (B)7 (D9 ° 0 In r-% and Re - ‘oH o ay Incorrect statement about I & II - (A) Incase of IC = O and C - O bond length iden (B) Incase identical (C) Both in (1) & (II) C = O bond le same (D) (B) and (C) are correct 1C=Oand C- O bond length h What are the correct order : CH-NH, NH, NH, cH Oo > Oo (Basie strength) COOH COOH coon & O>O > OQ caeitiesrengty & oH oH OH © os Oo > oo "(Acidic strength) ol 4 Qn. > cHeNt >[J) Gasic strength) , (A) ow) (B) ff I a NH, Choose the correct statement - (A) Ais more basic than B (B) B is more basic than A (©) Bis more basic than C (D) All are aromatic baseswSaral Q13. Qi. Which are correct statement :- (a) Ore ‘Me Cran, “Me iS more basic than “Ae Me ‘OOH COOH OH oo ® CH, () is more stable than M Me NO, No. OCH, iH, (D) is more reactive than Q towards E.S.R. NH, N Me, Me, Me Me a* b* 1 I Correct statement about 1 & I~ (A) Electron density at la* > IIb* (B) No. of Hydrogen that can show Hyper conjugation is same in both (©) Rate of effective resonance between one pair and ring is same, (D) In Both I and II NH, and — NMe, can acts - [effects group. General Organic Chemistry QS. Correct order ofelectron density in Benzene ring of following :- elerere) avy) oO a ap (A) I> 11> I> IV (B) > 1> > IV (C)IV>Il>0>1 (D) MI>IV>I>1 Q16. Which of th following is/are correct example ron density {Stability Order) ‘OH OH (B) a chy oA-A a LC ‘cH, 8 (D) OO > A (Stability Order) MATCH THE COLUMN TYPE (No. of a-H) Following questions contain statements given in two columns, which have to be matched. The statements in Column-I are labelled as A, B, C and D while the statements in Column-I1 are labelled as (P), (Q), (R) and (S). Any given statement in Column-I can have correct matching with ONE OR MORE wWSaral & at wae area a1 statement(s) in Column-I.wSara l General Organic Chemistry QI7. Match the Column Column I Column II (A) (P) —M group present (B) (Q) #1 group pr (©) (R) -1 group present Mo (S) +M group present Q18. Match the Column Column 1 Column I (A) C\H.CH? (P) Pyramidal (a) (Q) 2p-3d-Back Bonding @i{L I (R) sp? hybridised (D) :ccl. (S) Aromatic (1) None 'UMERICAL TYPE Q19. How many are more acidic than :- OH The answer to each question is a NUMERICAL oO VALUE. For each question, find the correct numerical value (in decimal notation, truncated! OH OH rounded-off to the second decimal place; e.g. 6.25, 7.00, -0.33, -.30, 30.27, -127.30) “w ®) ‘OH OH Get Top Ranks in IIT-JEE/NEET/10"/9"/8" with eSaral APP Get it on ered (rodwSaral OH a OH () ‘NO, Q20. OH (D) Br OH (F) ‘OCH, Number of localised lone pair in heterocyclic compound is/are. General Organic Chemistry Q21. How many of the folowing can't partici- pate in Resonance. ~ OH, ~ CH, ~ CH, ~ CH, ~ CH, $ CHA, 3 CH=CH -BCI,, —PPh,,—CF, wWSaral & at wae area Slus Saral General Organic Chemistry Ex-1A 1.A, B,C 2.A,B,C 3.A, B,C 4.A,C,D 5.A,B 6.B,C 7.A,C,D 8A, B,D 9. B,C 10. A,B 4. C,D 12.4,C 13. B,C 14. A, B 15, B,C 16. D 17.B 18. D 19.B 20. AIRS ; BIR,S ; CQ; DQ 21.5 22.5 23. 008 24.4 25.3 Ex-2A 1LA,C 2.A, B,C 3. A, B,D 4. B,C 5.A, B,D 6A, C, D 7. B, C, D 8. A, B,C 9A 10. A, C, D 1. A.C, D 12. B,C, D 13. A, B,C 14. A, B, D 15.D 16. A, C, D 17, ADRS ; BRS ; CoP.R ; DOPRS 18, ADRS ; BoT ; COR,S ; DoQR 19.5 20.2 2.4 Tedd