QUESTION PAPER DESIGN 2020-21

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QUESTION PAPER DESIGN 2020-21#S. No.ChapterPassage based/SA-ISA-IILAMCQs/A & R (1 mark) (2 marks) (3 marks) (5 marks)1.The Solid ctrochemistry1(1)––1(5)4.Chemical Kinetics–2(4)––5.Surface Chemistry1(4)–––6.The p-Block Elements1(1)1(2)1(3)1(5)7.The d- and f-Block Elements2(2)–1(3)–8.Coordination Compounds1(1)1(2)––9.Haloalkanes and Haloarenes1(1)2(4)––10.Alcohols, Phenols and Ethers2(5)1(2)––11.Aldehydes, Ketones and Carboxylic al11(24)9(19)13(27)33(70)1.The Solid State 12.Solutions 123.Electrochemistry 254.Chemical Kinetics 355.Surface Chemistry 486.General Principles and Processes of Isolation of Elements 7.The p-Block Elements 568.The d- and f-Block Elements 659.Coordination Compounds 7210.Haloalkanes and Haloarenes 8411.Alcohols, Phenols and Ethers 9812.Aldehydes, Ketones and Carboxylic Acids 11113.Amines 12614.Biomolecules 13715.Polymers 16.Chemistry in Everyday Life Thischapter is not a part of the Board Examination 2020-21 syllabus#For latest information please refer to www.cbse.nic.in

CHAPTER12Aldehydes, Ketonesand Carboxylic AcidsCASE STUDY / PASSAGE BASED QUESTIONS1SyllabusAldehydes andKetones : Nomenclature, nature ofcarbonyl group,methods of preparation, physicaland chemicalproperties, mechanism of nucleophilic addition,reactivity of alphahydrogen in aldehydes, uses.Carboxylic Acids :Nomenclature,acidic nature,methods of preparation, physicaland chemicalproperties, uses.Read the passage given below and answer the following questions :The addition reaction of enol or enolate to the carbonyl functional group of aldehydeor ketone is known as aldol addition. The b-hydroxyaldehyde or b-hydroxyketone soobtained undergo dehydration in second step to produce a conjugated enone. The firstpart of reaction is an addition reaction and the second part is an elimination reaction.Carbonyl compound having a-hydrogen undergoes aldol condensation reaction.OO2CH3CH2COHCCHCHOOC CHC–H2OH3CCHHHHCH3CH2CHOCHCHCH3OHCH3CH2 CHCOH CH3H2O–OH–COOCH3CH3CH2CH3CH2CHCH3Mechanism :HO H–H DOOCHCH3CH–H2ODCH3CH2CHCCHCH3The following questions are multiple choice questions. Choose the most appropriateanswer :(i) Condensation reaction is the reverse of which of the following reaction?(a) Lock and key hypothesis(b) Oxidation(c) Hydrolysis(d) Glycogen formation(ii) Which of the following compounds would be the main product of an aldolcondensation of acetaldehyde and acetone?(a) CH3CH CHCHO(b) CH3CH CHCOCH3(c) (CH3)2C CHCHO(d) (CH3)2C CHCOCH3

112Chemistry Class 12(iii) Which combination of carbonyl compounds gives phenyl vinyl ketone by an aldol condensation?O(a) Acetophenone and Formaldehyde(c) Benzaldehyde and acetaldehydePh(b) Acetophenone and acetaldehyde(d) Benzaldehyde and acetone(iv) Which of the following will undergo aldol condensation?(a) HCHO(b) CH3CH2OH(c) C6H5CHO(d) CH3CH2CHOORWhich of the following does not undergo aldol condensation ?(a) CH3CHO(b) CH3CH2CHO(c) CH3COCH3(d) C6H5CHO2Read the passage given below and answer the following questions :When an aldehyde with no a-hydrogen reacts with concentrated aqueous NaOH, half the aldehyde is convertedto carboxylic acid salt and other half is converted to an alcohol. In other words, half of the reactant is oxidizedand other half is reduced. This reaction is known as Cannizzaro reaction.O2CMechanism :OPhCHOHPhOHConc. NaOHOOCH COHONa CH2OHPhHPhCOOCOH HCOHOPhHPhCO HCPhHThe following questions are multiple choice questions. Choose the most appropriate answer :(i) A mixture of benzaldehyde and formaldehyde on heating with aqueous NaOH solution gives(a) benzyl alcohol and sodium formate(b) sodium benzoate and methyl alcohol(c) sodium benzoate and sodium formate(d) benzyl alcohol and methyl alcohol.(ii) Which of the following compounds will undergo Cannizzaro reaction?(a) CH3CHO(b) CH3COCH3(c) C6H5CHO(d) C6H5CH2CHO(iii) Trichloroacetaldehyde is subjected to Cannizzaro’s reaction by using NaOH. The mixture of the productscontains sodium trichloroacetate ion and another compound. The other compounds is(a) 2, 2, 2-trichloroethanol(b) trichloromethanol(c) 2, 2, 2-trichloropropanol(d) chloroform.ORIn Cannizzaro reaction given below :2PhCHO–OHPhCH2OH PhCO–2 the slowest step is

113Aldehydes, Ketones and Carboxylic Acids(a)(b)(c)(d)the attack –OH at the carboxyl groupthe transfer of hydride to the carbonyl groupthe abstraction of proton from the carboxylic groupthe deprotonation of PhCH2OH.(iv) Which of the following reaction will not result in the formation of carbon-carbon bonds?(a) Cannizzaro reaction(b) Wurtz reaction(c) Reimer-Tiemann reaction(d) Friedel-Crafts’ acylation3Read the passage given below and answer the following questions :A tertiary alcohol H upon acid catalysed dehydration gives a product I. Ozonolysis of I leads to compounds Jand K. Compound J upon reaction with KOH gives benzyl alcohol and a compound L, whereas K on reactionwith KOH gives only M.OH3CPhM PhHThe following questions are multiple choice questions. Choose the most appropriate answer :(i) Compound H is formed by the reaction ofOO PhMgBr(a) PhHMeOO(c) Ph PhCH2MgBrCH3(b) Ph PhCH2MgBrH (d) PhHPhMgBrORThe structure of compound I isPh(a)HCH3Ph(b)H3 CPhHPhPh(c)HCH3CH2Ph(d)H3 CPhCH3H(ii) The structures of compound J, K and L, respectively, are(a) PhCOCH3, PhCH2COCH3 and PhCH2COO–K (b) PhCHO, PhCH2CHO and PhCOO– K (c) PhCOCH3, PhCH2CHO and CH3COO– K (d) PhCHO, PhCOCH3 and PhCOO– K (iii) When (J) is treated with acetic anhydride, in the presence of corresponding salt of an acid, the productobtained is(a) cinnamic acid(b) crotonic acid(c) maleic acid(d) benzylic acid.(iv) Which of the following statements is correct for compound (K)?(a) It reacts with alkaline KMnO4 followed by acidic hydrolysis and forms benzoic acid.(b) It reacts with iodine and NaOH to form triiodomethane.(c) It is prepared by the reaction of benzene with benzoyl chloride in presence of anhydrous aluminiumchloride.(d) It reacts with freshly prepared ammoniacal silver nitrate solution.

114Chemistry Class 124Read the passage given below and answer the following questions :Carboxylic acids dissociate in water to give carboxylate ion and hydronium ion.RCOOH H2ORCOO– H3O The acidity of carboxyl group is due to the presence of positive charge on oxygen which liberates proton. Thecarboxylate ion formed is resonance stabilised.OO–OO–1/2H2OO–e.g.,CR CCRRCRO HO H –H3O R CO–O O–1/2Carboxylic acids are stronger acids than phenols. Electron withdrawing groups (EWG) increase the acidity ofcarboxylic acids by stabilising the conjugate base through delocalisation of negative charge by inductive and/orresonance effects. Electron donating group (EDG) decrease the acidity by destabilising the conjugate base.The following questions are multiple choice questions. Choose the most appropriate answer :(i) Which of the following reactions is showing the acidic property of carboxylic acid?OOO(a) 2R C OH 2Na2R C ONa H2O(b) R C OH NaOHOR C ONa H2OO(c) 2R C OH 2Na2CO32R C ONa H2O CO2(d) All of these.(ii) Which one of the following is the correct order of acidic strength?(a) CF3COOH CHCl2COOH HCOOH C6H5CH2COOH CH3COOH(b) CH3COOH HCOOH CF3COOH CHCl2COOH C6H5CH2COOH(c) HCOOH C6H5CH2COOH CF3COOH CHCl2COOH CH3COOH(d) CF3COOH CH3COOH HCOOH CHCl2COOH C6H5CH2COOHORThe acidic strength of the given compounds follows the order :OCH3CHCHCOHII. CH3(b) III II I(c) II I IIIO: :I.OCHCHCOHIII.(a) II III I(iii) Which of the following acids has the smallest dissociation constant?(b) FCH2CH2COOH(c) BrCH2CH2COOH(a) CH3CHFCOOH(d) I II III(d) CH3CHBrCOOH(iv) The correct order of acidity for the following compounds is(a) I II III IV(b) III I II IV(c) III IV II I(d) I III IV II

115Aldehydes, Ketones and Carboxylic Acids5Read the passage given below and answer the following questions :OAldehydes and ketones having acetyl group CH3Care oxidised by sodium hypohalate (NaOX) orhalogen and alkali (X2 OH–) to corresponding sodium salt having one carbon atoms less than the carbonylcompound and give a haloform.OOCH3 or XNaOXR C ONa CHX3 (X Cl, Br, I)2 NaOHSodium hypoiodite (NaOI) when treated with compounds containing CH3CO group gives yellow precipitateof iodoform. Haloform reaction does not affect a carbon-carbon double bond present in the compound.RCThe following questions are multiple choice questions. Choose the most appropriate answer :(i) Which of the following compounds will give positive iodoform test?(a) Isopropyl alcohol(b) Propionaldehyde(c) Ethylphenyl ketone(d) Benzyl alcohol(ii) Which of the following compounds is not formed in iodoform reaction of acetone?(b) ICH2COCH2I(a) CH3COCH2I(d) CH3COCI3(c) CH3COCHI2(iii) For the given set of reactions,starting compound A corresponds toOO(b)(a)CH2COOHCH2COOHO(c)O(d)COCH3COCH3ORIn the following reaction sequence, the correct structures of E, F and G are(* implies 13C labelled carbon)(a) E OF O– G CHI3Ph * ONaPh * CH3OO*F G CHI3(c) E – *CHONaPhPh3O(b) E Ph(d) E OPhF *CH3Ph*CH3F OOPh– G CHI3– *G CHI3ONaO Na(iv) An organic compound ‘A’ has the molecular formula C3H6O. It undergoes iodoform test. When saturatedwith HCl it gives ‘B’ of molecular formula C9H14O. ‘A’ and ‘B’ respectively are(a) propanal and mesityl oxide(b) propanone and mesityl oxide(c) propanone and 2,6-dimethyl-2,5-hepta-dien‑4‑one (d) propanone and propionaldehyde.

116Chemistry Class 126Read the passage given below and answer the following questions :(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula C4H8O.Isomers (A) and (C) give positive Tollen’s test whereas isomer (B) does not give Tollen’s test but gives positiveiodoform test. Isomers (A) and (B) on reduction with Zn(Hg)/conc. HCl give the same product (D).The following questions are multiple choice questions. Choose the most appropriate answer :(i) Compound A is(a) CH3 CHCHO(b) CH3CH2CH2CHOCH3O(c) CH3CCH2CH3(d) none of these.ORCompound (C) is(a) iso-butyraldehyde(b) butyraldehyde(c) crotonaldehyde(d) acrolein.(ii) Compound (B) can be obtained by(a) CH3C C(c) CH3CCCH2CH3CH3dil. H2SO4 HgSO4B2H6/THFH2O2/NaOH333 K(b) (CH3CH2COO)2Ca(d) CH3CHCHDry distillCH3O3Zn/H2O(iii) Out of (A), (B) and (C) isomers, which one is least reactive towards addition of HCN?(a) A(b) B(c) C(d) All are equally reactive(iv) What will be the product when (B) reacts with ethylene glycol in presence of HCl gas?(a)(b)(c)(d) None of these.7Read the passage given below and answer the following questions :Aldehydes and ketones are reduced to primary and secondary alcohols respectively by NaBH4 or LiAlH4 aswell as catalytic hydrogenation. The carbonyl group of aldehydes and ketones is reduced to CH2 group ontreatment with Zn-Hg and conc. HCl (Clemmensen reduction) or with hydrazine followed by NaOH or KOH inhighly boiling solvent such as ethylene glycol (Wolff-Kishner reduction).Aldehydes differ from ketones in their oxidation reactions. Aldehydes are easily oxidised to carboxylic acids ontreatment with HNO3, KMnO4, K2Cr2O7 etc. Even mild oxidising agents mainly Tollens’ reagent and Fehling’ssolution also oxidise aldehydes. Ketones are generally oxidised under vigorous conditions i.e., strong oxidisingagents and at elevated temperatures, to give mixture of carboxylic acids having lesser number of C-atoms thanthe parent ketone.The following questions are multiple choice questions. Choose the most appropriate answer :(i) Which of the following cannot be made by reduction of ketone or aldehyde with NaBH4 in methanol?(a) 1-Butanol(b) 2-Butanol(c) 2-Methyl-1-propanol(d) 2-Methyl-2-propanol

117Aldehydes, Ketones and Carboxylic Acids(ii) The carbonyl compound producing an optically active product by reaction with LiAlH4 is(a) propanone(b) butanone(c) 3-pentanone(d) benzophenone.(iii) A substance C4H10O(X) yields on oxidation a compound C4H8O which gives an oxime and a positiveiodoform test. The substance X on treatment with conc. H2SO4 gives C4H8. The structure of the compound(X) is(b) CH3CH(OH)CH2CH3(a) CH3CH2CH2CH2OH(c) (CH3)3COH(d) CH3CH2 O CH2CH3O(iv) In the oxidation ofO14by acidified K2Cr2O7, the products areO1414(b) CH3(CH2) – C – OH and CH CH2COOH(d) none of these.(a) CH3 – C – OH and CH3CH2COOH14(c) CH3CH2CH2COOH HCOOHORThe appropriate reagent for the following transformation is(a) NH2NH2, –OH(b) NaBH4(c) H2/Ni(d) AlCl38Read the passage given below and answer the following questions :Carboxylic acids having an a-hydrogen atom when treated with chlorine or bromine in the presence of smallamount of red phosphorus gives a-halocarboxylic acids. The reaction is known as Hell-Volhard-Zelinskyreaction.R CH2 COOH X2 red P R CH COOHX(X Cl, Br)When sodium salt of carboxylic acid is heated with soda lime it loses carbon dioxide and gives hydrocarbon withless number of teNaOH CaODRH Na2CO3AlkaneIn these questions (Q. No. i-iv), a statement of assertion followed by a statement of reason is given. Choosethe correct answer out of the following choices.(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.(c) Assertion is correct statement but reason is wrong statement.(d) Assertion is wrong statement but reason is correct statement.(i) Assertion : (CH3)3CCOOH does not give H.V.Z reaction.Reason : (CH3)3CCOOH does not have a-hydrogen atom.

118Chemistry Class 12(ii) Assertion : H.V.Z. reaction involves the treatment of carboxylic acids having a-hydrogens with Cl2 or Br2in presence of small amount of red phosphorus.Reason : Phosphorus reacts with halogens to form phosphorus trihalides.ORAssertion : Propionic acid with Br2/P yields CH2Br — CHBr — COOH.Reason : Propionic acid has two a-hydrogen atoms.(iii) Assertion : C6H5COCH2COOH undergoes decarboxylation easily than C6H5COCOOH.Reason : C6H5COCH2COOH is a b-keto acid.(iv) Assertion : On heating 3-methylbutanoic acid with soda lime, isobutane is obtained.Reason : Soda lime is a mixture of NaOH CaO in the ratio 3 : 1.9Read the passage given below and answer the following questions :Fehling’s reagent : Fehling’s reagent is a mixture of two solutions. Fehling’s solution A is aqueous copper sulphatesolution. Fehling’s solution B is alkaline sodium potassium tartarate (Rochelle salt).CH(OH)COONaCuSO4(aq) CH(OH)COOKI t is a mild oxidising agent. It is weaker than Tollens’ reagent. It oxidises only aliphatic aldehydes to carboxylateions and itself gets reduced to reddish brown precipitate of cuprous oxide.Aromatic aldehydes do not respond to Fehling’s test. This reaction is used for the test of aliphatic aldehydesknown as Fehling’s reagent test.In these questions (Q. No. i-iv), a statement of assertion followed by a statement of reason is given. Choosethe correct answer out of the following choices.(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.(c) Assertion is correct statement but reason is wrong statement.(d) Assertion is wrong statement but reason is correct statement.(i) Assertion : Fehling’s solution can be used to distinguish between acetaldehyde and acetone.Reason : Fehling’s reagent is a mixture of two solutions.(ii) Assertion : Aromatic aldehydes can be distinguished from aliphatic aldehydes by Fehling’s solution.Reason : Aromatic aldehydes reduce Fehling’s solution, but aliphatic aldehydes do not.ORAssertion : Fehling’s solution oxidises acetaldehyde to acetic acid but not benzaldehyde to benzoic acid.Reason : The C — H bond of – CHO group in benzaldehyde is stronger than in acetaldehyde.(iii) Assertion : CH3CHO and C6H5CH2CHO cannot be distinguished chemically by Fehling’s solution.Reason : CH3CHO and C6H5CH2CHO can be distinguished by iodoform test.(iv) Assertion : Formaldehyde, when heated with Fehling’s reagent produces a reddish brown ppt. of Cu.Reason : Fehling’s reagent oxidises formaldehyde to formate ion.

119Aldehydes, Ketones and Carboxylic Acids10Read the passage given below and answer the following questions :Aldehydes and ketones undergo nucleophilic addition reactions.NuNuR1 EC O NuCCR2R1 R OR1 R OE22Carbonyl carbon is electron deficient hence acts as an electrophile. Nucleophile attacks on the electrophiliccarbon atom of the carbonyl group from a direction perpendicular to the plane of the molecule.R1 dCR2NudONuSlowCFastH NuCR1 R OR1 R OH22In this process, hybridisation of carbon atom changes from sp2 to sp3 and a tetrahedral alkoxide ion is formedas intermediate. This intermediate captures proton from the reaction medium to give the neutral product.Aldehydes are generally more reactive than ketones in nucleophilic addition reactions.In these questions (Q. No. i-iv), a statement of assertion followed by a statement of reason is given. Choosethe correct answer out of the following choices.(a) Assertion and reason both are correct statements and reason is correct explanation for assertion.(b) Assertion and reason both are correct statements but reason is not correct explanation for assertion.(c) Assertion is correct statement but reason is wrong statement.(d) Assertion is wrong statement but reason is correct statement.(i) Assertion : Benzaldehyde is more reactive than ethanal towards nucleophilic attack.Reason : The overall effect of –I and R effect of phenyl group decreases the electron density on the carbonatom of C O group in benzaldehyde.(ii) Assertion : (CH3)3CCOC(CH3)3 and acetone can be distinguished by the reaction with NaHSO3.Reason : HSO3– is the nucleophile in bisulphite addition.COCH3(iii) Assertion : Ease of nucleophilic addition of the compounds(I), CH3CHO(II) and CH3COCH3(III)is I II III.Reason : Aldehydes and ketones undergo nucleophilic addition reactions.ORAssertion : The formation of cyanohydrin from an aldehyde or ketone occurs very slowly with pure HCN.This reaction is catalysed by a base.Reason : Base generates CN– ion which is a stronger n

Aldehydes, Ketones and Carboxylic Acids 115 5 Read the passage given below and answer the following questions : Aldehydes and ketones having acetyl group CH 3 C O are oxidised by sodium hypohalate (NaOX) or halogen and alkali (2 OHX –) to corresponding sodium salt having one carbon atoms less than the carbonyl compound and give a haloform .

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