| il Oxidation Reduction S518 D © CHEMISTRY eSaral.comwSaral Oxidation Reduetion Contents 1 Module Description Page - i 2 Homework Index Page - il 3. Exercise 1 Page - 1 4, Exercise 1A Page - 3 5 Exercise 2 Page - 6 6 Exercise 2A Page - 8 7 Answer Key Page - 10 Note Detailed solutions are available on the eSaral App. wWSaral & at wae area SlwSaral Oxidation Reduction 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 I & 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wSaral Oxidation Reduction 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-l_| Ex-1A| Ex-2_ | Ex-2A 1 Recap of Oxidation and Oxidation of Diols 1 7 1 2 |Oxidation of Alcohols 2-3 1,8 43 [Distinushing Tests Between Aldehyde and 38 3 as | 125 [Ketone [Reduction by Hydrogenation, Rosenmund's and 4 E 9-12 6 Stephen's Reduction 5 |LAH, SBH and Bouevault Blanc Reduction 13-15 9 71 6-8 6 | Wolff Kishner and Clemmensen Reduction 12 9 7 |Mozingo Reduction, Red P and HI Reduction 16 8 |ACC 17 4-6, 10 13-15 3-4 wWSaral & at wae area SlwSaral Exercise - 1 Oxidation Reduction Concept Builder 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, QU. Oncatalytic reduetion with H/Pt how many alkenes will give n-butane ? (Including stereoisomers) (Al (B)2 1) 3 (D)4 Oxidation of Alcohols Q2. Which one of the following alcohols are oxidised by MnO,? (A) C,H, - CH, - CH ou (B) CH, =CH-CH, -~CH-CH, ou (C) CH; -CH = CH-CH-CH, (D) CH,-CH, ~ CH, -OH Q3. Consider the following sequence of reactions:~ LCHMgbr_, ,_K,Cr,0) CH,CHO “Sgt 480, B The product (B) is- (A) CH,COOCH, (C) CH,COCH, (B) CH,CHOHCH, (D) CH,COOH Distinguishing Tests Between Aldehyde and Ketone Q4. Silver mirror with Tollen’s reagent is given by the compound :- (A) Benzaldehyde — (B) Methanal (C) Methanoie acid (D) All the above Glucose gives test with :- (A) Tollen's reagent (B) Fehling solution (©) Benedi (D) All 's solution To distinguish between formic acetic acid, suitable reagent is (A) Tollen's reagent (B) Ethanol (C) Litmus solution (D) Sodium bicarbonate 9 CHs en and CH; _tocn, is differentiated by - (A) Tollen’s reagent (B) Lucas test (©) lodoform test (D) NaHSO, test Q7. Which will give silver mirror test with Tollens reagent (A) C,H,CHO (B) CH-CHO (©) HCOOH (D) All of these Reduction by Hydrogenation, Rosenmund's and Stephen's Reduction Product of above reaction will be : (A) Racemic mixture (B) Diastereomers (C) Meso (D) Constitutional isomers wSaral & at aa aea SIwSaral ° ° a “A. an Qi0. Which reagent will be used for the above conversion ? (A) NalLig. NH, (©) Li, Ph-NH. (B) H,, Pd-CaCO, (D) H,, Pt Qu. Reducing agent is - (A) Red P and HI (B) Pd + BaSO,/ H, (©) LialH,/ H (D) Zn-Hg / cone. HCI ‘EAE ac cH,— Qi2. (A) CH, —CH,-OH (B) CH,-COOH (C) CH,-~CHO (D) CH, ~ CH, -NH, LAH, SBH and Bouevault Blanc Redus Q13. Predict the product when given compound reacts with LiAIH, = QH C-0-CH. @B) OH Qua. Qs. Oxidation Reduction oH ‘OH © oH 9 i HA ‘OH (D) on CH; ff ‘OCH. CH,-C-H oO § P & Q respectively is - (A) DIBAL-H followed by HO & AWOCH,CH,), (B) LiAIH, followed by HO Hy alo on ) cH J (©) DIBAL-H followed by HO & m-CPBA followed by CH,OH/H* (D) None of these and s7S4 Exercise - 1A Concept Builder ONE OR MORE THAN Q2. Silver mirror test with Tollens reagent is ONE CORRECT TYPE sag (A) C,H,CHO Each question has FOUR options for correct 9 answer(s). ONE OR MORE THAN ONE of these (B) Ph—C—CH, four option(s) is (are) correct option(s). For each ‘question, choose the correct option(s) to answer the (©) CoH CH, ~¢-CH,0H question. 0 (D) CH,CHO. QI. Which one of the following alcohols can be oxidised by K,Cr0,? Q3. _ Fehling solution gives red precipitate with: (A) Ethanol (B) Tert butyl alcohol (C) Isopropyl aleohol (D) Allyl alcohol (A) Aromatic aldehyde (B) Aliphatic aldehyde (C) Ketones (D) CH, ~C- CH, bu MATCHING LIST TYPE Each question has TWO (02) matching lists: LIST I and LIST I. FOUR options are given representing matching of elements from LIST I and LIST Il. ONLY ONE of these four options corresponds to a correct ‘matching. For each question, choose the option corresponding to the correct matching. Qa. List —I (Reaction) Match the given reaetion in List I with the reagent used in List I List — II (Reagent) (P) 1-(3-Hydroxyeyclopentyl) cthanone — 3-Ethyleyclopentanol (1) NH,~ NH, /OH/glycol (Q) Cyclohexanone > cyclohexanol (2) DIBAL-H (R) Cyclohexane carbonyl chloride -» Cyclohexane carbaldehyde (3) LiAIH, (S) Phenylbenzoate > Benzaldehyde (4) H/Pd/BaSO,/Quinoline wSaral & at aa aea SIwSaral Oxidation Reduction Code : PQ RS @ 1 2 4 3 (B) 1 32 42 2 (Cc) 1 2 4,2 3 (D) 4 2 1 3 MATCH THE COLUMN TYPE 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 statemems in Column-II are 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-IT. QS. Column -1 Column - I (A) (©p-ano (P) Positive Todoform test (B) CH-CHO. (Q) Reduces Fehling solution (C) HCHO (R) Positive Tollen’s test OH () (S) Brady's reagent turns red 0 NUMERICAL TYPE SUBJECTIVE TYPE The answer to each question is a NUMERICAL VALUE. For each question, find the correct | Q7- (i) Me~CH-CH, -OH wend mumerical value (in decimal notation, truncated/ ou rounded-off to the second decimal place; e.g. 6.25, 7.00, -0.33, ~.30, 30.27, -127.30) (i) MesC CH —Et M45 REMOVE TI 4 OH OH Q6. RCR—> RO OH Identify numbers of reagent that can be used | il) Ch 4 for above conversion. H (A) Zn-Hg / HCI (B) LialH, (iv) HO~CH, ~CH, ~CH-CH, -OH HO, 3 (C) CHCl, + NaOH (D) NH, / O° OH CH,SH sH-CH,—CH, _!2: . Se (v) CH, —CH-CH, ~CH, #5 (E) bu. su Hh/ Ni (F) Se0, | 4 OH OH TeddwSaral (vi) CH, —CH-CH-CH, “+, | Ld “ OH OH OH CH, —CH-CH-CH, #1, I lot 2 OH OH OH OH Me~C-CH~Me #025 Il “ O OH (ix) Me~C-C—Me — #04, Nit “ oo KMa0 4 /OHTA . — Q8.(i) CH, CH, CH, OH ee on ro .st® (i) CH; -CH-CH, -cH, “8,2 or K3C7,07,8® K.Ch0,/H LA or cone, HNOs, A Q9. Identify the product ? 3 (i) S844 Me CHO, Rey, es (ii) <8\_Me,co@, . ey ys y (iv) «S08 mecoonye &, RA Oxidation Reduction Quo. (i) CH,=CH, (i) CH,-CH= CH, 8° SLA 2 nao, wo [A H KO, oO ] Be wi) ~“ vii) Cx ey iiiy oO “ee = OC u* 00, oO aly - CoO "71004 (wii) C,H, HOOC-C-C-C-COOH C-COOH (xi) CH=C-CH.-CH-CH.-C=CH CH, | C=CH wSaral & at aa aea SIwSaral Exercise - 2 Oxidation Reduction 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. In the given reaction : OH OH | I CH, -CH—C-CH, I CH, a) +0) (a) and (b) respectively be : (A) CH,CHO and CH,CHO (B) CH,COCH, and CH,CHO (©) CH,COCH, and CH,COCH, (D) CH,COOH and CH,COCH, Q2.— Thereagent that can distinguish benzaldehyde fiom propionaldehyde is - (A) L/NaOH (B) Fehling's solution (C) Tollens reagent (D) 2, 4-dinitrophenyl hydrazine Q3. Which of the following do not reduce Febling solution, (1) CH,CHO (3) HCOOH (A) 1 Only (C)2.3.4 (2) Ph-CHO (4) HCHO (B) 2.4 Only (D) None Nk —Ho!_, A+B compound, (A) & (B) can be differentiated by - (A) 2,4-DNP (B) Febling solution (C) Lucas reagent (D) NaHso, 39+ lodoform est 5S Tollens tes Ho ‘Taper SO, Q5. Positive Tollens test Compound (A) is := 3 (A) CH-C-CH = CH cH, OCH 9 9cH (B) CH-C-(-CH OCH, ° (©) CH-C-CH,-CH-OCH OCH, ° 1 (D) H-C-CH,-CH,-CH-OCH, OcH, On catalytic reduetion with H/Pt how many alkenes will give Isobutane ? (AL (B)2 (C)3 (D) 4 Q7. (A) and (B) in the following reactions are : \ R-C-R' HS (ay BO 5 ‘CHLNH, OH (A A)=RRCE 5 (B) = LiAIH, ‘CN ou A= RRCK 5B) = NH, ‘coon OH (A=RRCK 5(B)= 1,0 CN (D) (A) = RR'CH,CN ; (B) = NaOHBe Saral Oxidation Reduction Q8. Which ofthe following reagents would carry Sav out the following transformation ? ~ ee! COLT oO C56 + CVC -cn, 7 f 8 D ou (A) NaBD, in CHOH Ax NH, (B) LiAIH,, then D,O olO ne) OL ee NH, OH (©) NaBD, in CH,OD (D) LiAIH,, then D,O oo i C—CH, @. AQ, Qn. Fae); oO HO’ In the above given compound how many identi functional group reduced by LAH (Lithium HCH, aluminium hydride) and SBH (sodium (ay borohydride) respectively? HO’ (Ay4.4 (B) 4,3 wry (34 (D)4,2 Q10. An optically active compound 'X' has «© ao molecular formula C,H,0,. It evolves CO, cr with NaHCO, "X' reacts with LiAIH, to give an achiral compound 'X" is : a A OH (a) cHCHCHCOOH ou QI3. Benzaldehyde can be formed by := (B) CH,CHCOOH o Me AO + cr0.c1, + AN (©) CH,CHCOOH cn, buon oo +Cr0, —uen.0_, a_i CH, (D) CH,CHEH.COOH oe + Cl A OH (D) All of them QI4. 3-Pentanol is produced by which of the Qu. tan, Ae B following reactions ? () CH,CH,Br > —cucnaw_, — Es i Gi) HC=CH 8, otcnew ,u Sha, Product (C) is: (iii) (CH,CH),CO 845 5 wSaral & at oa area BI EawSaral (A) (i) ont (B) () & (ii) only (C) () & Gil) only (D) (ii) & (ii) only QIS. Out of five carbonyl aromatic isomers of molecular formula containing C,H,O. One of the isomer X can give iodoform test while Y can give Benedict's test. What are the structure of X & Y respectively. Oxidation Reduction COCH, — CH,CHO ©y CHO oO cOcH, 6 ~O)- CH, CHO CHO Ho CHO (D) ) a. G., oO CH, CH, cH, Exercise - 2A Brain Booster ONE OR MORE THAN NUMERICAL TYPE 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. Schif’s reagent gives pink colour with (A) Acetaldehyde (B) Formic acid (C) Acetic acid (D) Methyl acetate Q2. Which will give the Tollen test. O. LOH O._OMe (a) Ox (B) cu,oH 0 OH |} —o, 1 Ho, H © R-C-Ct, The answer to each question is a NUMERICAL VALUE, For each question, find the correct numerical value (in decimal notation, truncated/ rounded-off to the second decimal place; e.g. 7.00, -0.33, -.30, 30.27, -127.30) Q3. Which of the following reaction alcohol ? @ cu-g-n A @ CiL-c-0-cHr LAH, oO @ CH-cH.-c=n-“B @ ch ai, © DIBAL-H, a“(6) o [ pes Red P+ HI = CH-C-H I (8) Q4. Number of reagents which will reduce Ph CHO iinto alcohol as one of the final major product(s) followed by acidification - (a) cone. NaOH (b) Hy/Pd (©) LiAlH, (d) NaBH, () Zn-Hgy/HCl (8) 9-BBN (g) BHY/THE (h) Red P/HI (i) Al (OCHMe,), / HOCHMe, @) CHMex SUBJECTIVE TYPE Q5. Identify the product ? (1) «8H e-Coon — HA (2) «atlla_Me-COOMe —Litils (3) <®8#4_Me-CONH, —HMHs (4) <8! Me-CONH-Me —S4tls_, (5) < 844 _Me-CONMe, Hilt Q6. Give product in following reactions Ho @ NaBH, wy ‘OOFt tl Gi) Cpe Ob (a) (B) Q. Oxidation Reduction _tiam.p0 i 4 w CE HO Solve the following Reaction Sequences:- zat), (4) (@) o-c—cH, NBS, (py 225 (Cc) HL (D) KOH R202 ° Zaits) (b) O HeLa’ r (© Ph-C-cH, @ san? 0 PIU inna Oo [aa o Ce Lat (excess) wSaral & at aa aoa SIYI Saral Oxidation Reduction Answer Key Ex-1A 1.A,C,D 2.A,C,D 3.B,D uf 5. (A) OR, S 5 (BYP, O. R$ | (C)2Q, R$: D)P.QARS 6.3 Ex-2A LAB 2.4,0,D 3.1,2.4,5,7 48 SSE Ge aces ton roy