Level Chapter 12 Aldehydes, Ketones and Carboxylic Acids Solutions (Set-1) SECTION -A 4. Aldol condensation 2,5 Proton 3. Yes, acetophenone shows keto-enol tautomerism due to presence of. hydrogen. 44 5. Enol form of pentan-2, 4-dione is stabised by interamolecular hydrogen bonding 6. Answer (1) Gattorman - Koch reaction 7. Answer (3) Due to two alky! groups in ketones carbonyl carbon is less electron deficient than carbonyl carbon of aldehyde and tetrahedral intermediate is more stable in aldehyde than ketones, 8. Answor(1) i oH cH,-C-cH, Hs cH,-c-cH, (se) wv (sp) 9. Answer(2) Wol-kishner reduction. 40. Answer (2) Formic acid do not give aldol condensation or cannizzaro reaction. 11. Answer (8) Aldehydes are easily oxidised to acid because of presence of ‘H’ atom on carbonyl carbon which can be converted into -OH group, without involving the cleavage of any other bond, Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-476234562 2 13. 14, 45. 16. 17. 18. 19. 20. 2 2, Aldehydes, Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) — But aromatic aldehyde (benzaldehyde) however do not reduce Fehling solution or Benedict solution. The weaker oxidising agent. like Fehling's solution (or Benedict solution) fail to oxide benzaldehyde because the C —H bond in aldehyde is strong (due to the increase of electron density in C — H bond of the aldehyde: group) and hence stronger oxidising agent are required, Answer (8) ‘Compounds containing CH, - C~ and ’CH,~ CH groups undergo Haloform reaction. O# ‘Answer (C) ‘Aromatic aldehydes are less reactive than aliphatic aldehyde towards nucleophilic addition reaction because of +M effect of benzene decreases the positive charge density on its carbonyl carbon of aromatic aldehyde, ° ° I i ©. ©. Gren 8G ae Order of the charge + 8, < + 5,,0n carbonyl earbon Answer (C) ° 9 ill 0, Mos = (hora 0 Tame PA, Cros Benzene Is n aromatic compound. Answer(0) fe) Acide strength order > 507 SOH ” Hye“ SoH Because of strong - | effect of ‘3’ 'F* atom at « — C, conjugate base of CF,COOH is more stable. cH,COOH— 284. cH,CocI+ POC}, +HCI 2-Methyleyclohexanone. H,.C—C=N.MgBr COCH, Seme & ° cH, —c-c—cH-cH—- Lon Actadohyde ges poste idofom radon whe berzaldhyde des rt Fermin is 40% aqueous slution of HCHO and tioxae is a timer of HHO Formic acid gives siver minor wih Tler’s reagent while acetic aid does na give this tes Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-1) (Levelt) Aldehydes, Ketones and Carboxylic Acids 3. 23, 24, 28. 26. 27. 28. 29, OMg8r OH L I CHyCHO + CFyMaBr—scH, —CH—cH, M2" cH, — CH cH, ‘CH,COOH+PCI, HCOOH > ow > CH,COOH All have comparable molecular masses so deciding factor is their intermolecular forces of interaction, which are strongest in alcohol and weakest in alkane, Therefore »CH,COCI+POCI, +HCI CH,(CH,),CH, < C,H,—O—C,H, < CH,CH,CH,CHO < CH,(CH,),CH,OH 00H ® ‘SO.H (i) CH,COOH +N, + H,0 (ii) CH,CH = N—NH—C,H, + H,0) acetaldehyde phenythydrazone (i) Cannizzaro reaction: Aldehydes which do not contain any c-H atom undergo disproportionation on treatment with cone. alkali in which one molecule is oxidised and another is reduced, HY, HY Sc=0+ Sc=0 + conc. KoH——> CH,OH + HCOOK H H Pe (i) Gross Aldo condensation: Whef aol éondersationis cared out between tw diferent aldehydes or Ketones both contaring aH alom, is Grose Atal condensation on —> cx—dH-cH,.cHo cHcHo + cHcHcHO as oH [+ on.di-gi--cno CH, OH 4 possible products I [> Chick. —CH_¢H_cHo cH, H (> CH,CH,—CH—CH,CHO 0) CHyBr +KCNaq)—>cH,cn—H2"s.cH,COOH 4, On Om Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-476234564 Aldehydes. Ketones and Carboxylic Acids 30. 31 22. 33. 36. 36, 0 “i “i 0 (i) @ w @ (b) @ w@ i) @ wo a) Solutions of Assignment (Set-1) (Level!) Acetic anhydride is used to stop the reaction at benzaldehyde otherwise the end product must be benzoic acid ‘Acids with even no. of carbon atoms fit into crystal lattice more readily than odd ones, hence they have higher lattice energy and higher melting point. cHycHo— M2!" ,cH,cooH—242_(CH,C00),Ca—-81-—-sCH,COCH, + Caco, ° Il HC=CH+NaNHy —3CH= C—Na—2#2\ 5H = ¢— cr, HOMES cH, — CCH, C4H,06,H,R—CHO +H, (i) R—COCi+H, P8882 4 CHO =H! Due to presence of Som Ke. carbonyl group aldehyde molecules ar poe. on ° I Il CH,CH,CHO— O24 cH, — CH CH,CH, HEH CH, — CCH, — Hy CHyCH,CocI 242424" cH, — CH,CONH—CH,CH,CH, 28426 H)NHCH, ci Red Pick I CH,CH,COOH CH, — CH— COoH—#4°#_,cH, = CH— COOH NE 0” hybridised state of C is sp? $00 2 bonds and tx bond on € atom \ ZO crectophile Nictoophile Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-1) (Levelt) Aldehydes, Ketones and Carboxylic Acids 5 37. ()) Due to resonance position of carbonyl group is changing in hence these compounds do not give reactions of carbonyl group. (i) On nucleophilic addition of HCN to benzaldehyde, it forms two optical isomers which have same physical properties, hence can not be separated by fractional distillation. 9 oH oH ores or aC) A A (ii) Aldehydes and ketones form addition products with NaHSO,, whereas impurities don not react and are let behind. Adaition products which were earlier erystalised can be easly reconverted to aldehyde and ketone oH I - CH,CHO+NakiS0, —>CH, —CH—SO,Na—25CH,CHO =NaHSO, 38. ()CH,CH,OH!21_,cH,cooH—8294-5cH,cocl_MscH,CONH, M28 CHNH, ° i (i) CH,CH,CI CHO FBE-?CH.CH, — CNH, B95 5CH,CH,CN ° oH I I (i) cHcooH EASE —+cH.cOOCaH, SHE cH, CCH SP cH, C— oH CH, 39. Benzaldehyde is considered to be lesser reactive than propanal due to reduced polarity of carbonyl group. HK Bo S He HA O-O “On 5 on Ne on wwe HO, Ho 40. (i) + CHCI, + 3KOH ——> — Crtoretorn Salicylaldenyde Ihe Reiner lama reaction cn, och, wi) +CH,cocl Ach, -methoxyacetophenone NZ, show eo Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456a 42, 43, 44, 45, 46. Aldehydes, Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) ()_Propanoyl chloride does not give brisk effervescence with NaHCO,(aq) but propanoic acid does so. (i) Acetophenone gives yellow ppt of iodoform with |, and NaOH whereas benzaldehyde does not show this reaction. () Methyl 4-bromobenzoate (i) 3-Methylpent-2-ene-1,5-dioie acid (ii) 6-Bromo« hydroxy-5-nitrobenzoic acid () CH,CHO—2!_5cH,cOoH—#_5CH,COONa—S2K* _5CH, +Na,CO,, sa(or),. CH,COO. fw cHycH.oH— 2s cH,cooH—22H sca <5 cH,co_cH, + caco, CH,COO Gillan cH, CH, CH, I | I () CH, —C —CHO—_%-N804__, cH, — C_COONa + CH; — C—CH,OH Tannizzar reaction I I I CH, CH, CH, OH wa I O} 20H — CH-CHO— ra? CH = CHe — GH CH —CHO CH, (OOH coc! 0 +800, > GJ +80, +0 (i) CHyCOOH + 6HI—2""*_5CH, — CH, +31, +2H,0 (ii) 2CH,COOH +2n—»(CH,COO),Zn-+H, OH No, No, NH, 2076 HNO, Be HuPt +O-22-0+02"G, B c BO OH N,cl Ho NaNO, + HCL — ‘or HONG Br Br F E Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-1) (Levelt) Aldehydes, Ketones and Carboxylic Acids 7 47. 48. 49, (@) @ HO=CH+H,0—f8+ ¥CH,cHO—®!_,cH,COOH (i) CHyCOOH—222%_(CH,COO), CaN CH,COCH, +CaCO, Gi) ‘cH,CooH8"_.cH,cH,0H ee “2+ OL area a No, NO, OCH, 00K w heno/KOH, “fF fee, terepthalic acid cH, cook CooH ‘COOH ‘COOH © CHO or" Ho, oye Zaihh0. O Oo o B A 9 CHO 0 . O 4D) _sinoott cr X +H x pec, SS CHACH, oH 0 °, 0 ‘CHO: YS SCHCH, yso X Cee ae, w So ‘OH obou oust, oo 8 Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-476234568 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) CHOH c6 CHO oe F H HO. KOH (cone), Canmzzare reactor” 6:-6—O--=6 o + 6—o 50. Compound A forms 2,4-DNP derivatives. Therefore it is an aldehyde or a Ketone. As it does not reduce Tollen’s or Fehling’s reagent, it must be a ketone. Compound A responds to iodoform test, hence it must be a methyl ketone. Molecular formula of A indicates high degree of unsaturation yet it does not decolourise bromine water or Baeyer's reagent. It indicates presence of aromatic ring. ‘Compound A on oxidation produces B, which must be a carboxylic acid d fon ores + HINA wH-CH,CooMger—°_,cH,cooHP°_ycH,coct (© CHyCooH—22°_.cH,cocl_## cH CH,OH 55. (a) HCOOH (b) CH,COOH (c) HCOOH (4) CLLCH,—cooH OOH OH fe) OOH o) No, Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345610 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) ‘OH 1 Mgt | | | 56. (a) CH,CH, —CH—CH, "2 4¢,H, —C— CH, “#4 5¢,H, —C—CH, co, CH, —CH—cooH 32" _c,H, —CHCOOMg! I < io cH, cH, tb) ‘CH,cH,cOoH—Mt:* +0,H,CONH, 220M 50,H,NH, HOM. cH,CHLOH —!°_.cH,COOH r4NaOH #3, () (CHyc=CHHCoch, MOH (cH, CH-COONa + CHI, + 3Nal + 3H,0 Ho (CH,),C=CH—COOH 57. (a) _ In acetate ion there is delocalisation of -ve charge which is not possible in ethoxide ion. (b) To oxidise the alkyl group attached to benzene ring atleast one o-hydrogen must be present e.g., toluene gets oxidised to benzoic acid but tert butyl group has no a-H hydrogen hence it does not oxidise with KMno, ) HB 84 romenee 98 ine sb 6 In formate ion contributing structures for anion are equivalent while these are not the same in formic acid, Formate ion 58. Acid (A) has COOH group and -Br atom. As on monobromination it gives two isomeric monobromo derivatives. It means both i.e., COOH and -Br must be at orthopositions w.r.to each other. Therefore all the reactions involved must be as following Hi, coon Hi coon H,COOH Base Br ae le lo le ae: Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-1) (Levelt) Aldehydes, Ketones and Carboxylic Acids 111 59. Upon reduction with LiAIH,, compound A gives two compounds, hence it must be an ester. Compound F is monobasic with mol. wt. 60. It is CH;COOH, hence compound D must be CH,CHO. As compound D is obtained by oxidation of compound B, hence compound B shall be alcohol i.e. CH,CH,OH. As compound A. ‘on reduction with LiAIH, gives CH,CH,OH, hence it must be CH,COOC,H, (n-butyl acetate). CyH,CO0C,H, MMs. CH,CH,OH +CH,CH,CH,CH,OH A . ¢ crycH,oH—2LscH,cHo—21scH,cooH OH | " 2CH,CHO— 2s CH, — CH— CH CHO! 5 CH,CH = CHCHO—!™ CH, CH,CH,CH,OH (Crime SECTION - B 1. tis due to dipole-dipole interaction in aldehydes 2. Butan-1-ol molecules are associated due to extensive intermolecular hydrogen bonding therefore bolling point of butan-t-ol is higher than butanal. 3. Due to hydrogen bond with water. 4. Answer (4) CH,CH,CN 5. Answer (3) Ph-cHO+ Red ppt 6. Answer (C) 7. Answer (C) Acidic strength order HCO,H > C,H,CO,H K, order HCO,H > C,H,CO,H { But C,H, - group shows +1 & #R effect } So, pk, order HCO,H < C,H,CO,H 8 (@)_CH,C’'= C-CH = CH_COOH » OC 9. 2-Bromo-4-nitropentan-3-one ° 10. Compoune Ais cH, —ch, —E—cH, — cH As itis neither an aldehyde nor a methyl ketone. Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345612 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) OH OH I I 41. cHycHO—M4cH, — cH N22 5cH, —CH—COOH fe} 12, Fore acid jo,, H—E—0—H has aletya group, Therefore is ready oxidised to CO, and H,O and reduces Tollen's reagent. 18, Decreasing order of acidic strength is CH,COOH > 0,H,0H > H,0 > CH,OH 14. Alkaline KMnO,, K,Cr,0;/ H* or HNO, are not suitable oxidants for the above conversion, as they all lead to the cleavage of C = C giving a mixture of ketone or acids while NaOH and |, is best oxidant for this, Because compound is a methyl ketone which reduces halogen to halide. oH ° a i 15.) CHy—C craton, — b= crs] OCrOHCI, oH, “Socroucl, CHO Wi cro,ci, No, No, No, 16. Presence of EWG increases while EDG decreases reactivity of carbonyl compound towards nucleophilic addition reaction, Therefore order of decreasing reactivity must be ° I > > > CH; —C—CH, 7 Kir. KOH COOK 40 ‘COOH ~—HoooK > ~~ 18. -OH group is electron releasing and it increases —ve charge on anion, hence p-hydroxy benzoic acid is lesser acidic than benzoic acid while its ortho isomer is more acidic due to stabilisation of its anion by intramolecular H-bonding, COOH i. Cy oO. ‘OH ot Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-1) (Levelt) Aldehydes, Ketones and Carboxylic Acids 13. 19. i 0 Cyctohexyiphenyimothanct ° Ul 20. Acetaldehyde has CH, —C— group hence it gives positive fodoform reaction with NaCH and L, and forms yellow ppt of CHI, while C,HgCHO does not give this reaction ° I CH, —C—H+ 4NaOH+ 3], —>HCOONa + 3Nal+3H,04+ CHIL 00H 2 NO, (i) CH,CONH, 2 CH,CN+H,0, 22. 2HCHO—2*EK2"_.HCOOK +CH,OH CH,OH(8) 3 HCHO (A) HCOOK +HCI—>HCOOH + KCI 23. (i) Cannizzaro reaction: Condensation between two molecules of carbonyl compounds not having any ‘o-H atom in the presence of alkali is called Cannizzaro's reaction HCHO + NaOH + HCHO HCOONa + CH,OH Itis a disproportionation reaction in which one molecule is oxidised and another is reduced, (i) Cross-Aldo! condensation: Condensation reaction between two different aldehydes and ketones (both containing one or more a-H atoms) in presence of dil. alkali is Cross Aldol condensation. It gives a mixture of condensation products. Example: OH | CH,CHO+CH,COCH, 2" CH, CH CH, —COCH, —j4->CH, — CH = CH—COCH, OH OH I I Other products in this reaction are CH, —C—CH,—CHO, CH, —GH—CH, —CHO and cH. OH * I cH, — C—CH, —CHO I CH, Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345614 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) 24. (a) Benzoic acid and ethylbenzoate: Benzoic acid gives brisk effervescence of CO, with NaHCO, coon oot COOC,H. GX = Nattco, —> No eterescance oH coon ) Or ana (OY OH Cre natn —> (GY) Violet cotout coon 0 or + FeCl, —> Om Feb + 3HCI Bur colouree pet (c)_Propanal gives silver mirror with ammoniacal AgNO, ie, Tollens test, While ketone does not reduces, Tollens reagent. CH,CH,CHO + 2[Ag(NH, pI’ + 30H” > CH,CH,COO" + 2Ag! + 4NH, + 2H, Br Br OOMgBr 00CH Br Ma (00, HOH (excess) = 0 Oe OrrORO 22-0" CH, CH, HO cue cone. HNO, (co,(eH,e0,0 » OBS © we © 223s No, No, 26. (a) RCOOH has following resonance structure Because of contribution of structure 1, there is some double bond character in the C—O bond of the ‘acid. Therefore C—O bond length is shorter than R—OH which has pure single bond character. Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-1) (Levelt) Aldehydes, Ketones and Carboxylic Acids 15) (b) The carboxylate ion (RCOO") of branched chain acids is shielded from solvent molecules and ca not be stabilised by solvation as effectively as carboxylate ion of unbranched acids. Simultaneously branched chain alkyl group causes more electron donating effect than unbranched chain, hence decreases acidic nature of carboxylic acid, 27. (i) Decarboxylation: Loss of a molecule of CO, from sodium salt of carboxylic acid is called decarboxylation. It is done by heating the mixture with sodalime. ;0ONa (i) Acetylation: Replacement of active hydrogen of alcohol, phenols or amines with acetyl group (i.e., ° I R—C—) to form corresponding esters or amides is called acylation or acetylation, CH,COCI + CHCH,OH EH" 5 cH,COOC,H, +HCI On Om 28. (a) Following compounds will show the below mentioned reaction: condensation: [JHCOP*, EITOMEH® cn, cron an oero0eh en | is ‘These compounds have one or more o-H atoms, IcHO, ow ‘These compounds do not have any a-hydrogen Cannizzaro reactior (6) Compounds showing positive iodoform reaction are 2-pentanone, ‘CH; —CH—CH, and § ° on oH i \ oun As these all have either CH, — C— or CH, —CH— groups. ° 2 COOH e HCN ° Coo Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345616 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-1) (Level!) CH,CH,CHO Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-2) (Levelt) Aldehydes, Ketones and Carboxylic Acids 17 Solutions (Set-2) SECTION -A 4. Answer (2) The general formula of dehy and ketone is C,H,0 2. Answer (1) cH, bib -8 0H, 04,04 8 ‘yey 4 mteporee 3-08 2. Answer) cct,-cHo 2, 2, 2— trichloroethanal 4. Answer (2) 9° I (0)-e-0n, This is mixed ketone. 5. Answer (3) 6. Answer (4) ° Ca(CH,COO), > ACHCOO I cu Nou 7. Answer (1) ° cn Be ON W 8. Answer (1) °o = a Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345618 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-2) (Level!) 40. Answer (1) OO >> Ore 41. Answer (2) a —S cHocH,)—cHo X Must be O,, Zn/H,0 12. Answer (2) ° A grt oy 13. Answer (2) > 0 It Zis (4) effect group, then reactivity will increases because such gp increases more partial the z charge density on carboxyl carbon. Which inhanees nucleophilic substitution (SN) reaction and nucleophilic addition reaction 44. Answer (1) Nucleophilic addition on carbonyl compound follows as Since, the first step is attack of Nu on carbonyl carbon, so more is the positive charge on carboxyl ‘C’ more the probability of attack on it. Because of this, the reactivity order follows as 15, Answer (3) ° ° wono> K_ > (6)-b-en, » (o)--Xo) cHY “CH, “ Because more is the positive charge on carboxyl carbon more is the reactivity, Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-2) (Levelt) Aldehydes, Ketones and Carboxylic Acids 46. Answer (3) cHu—cHo > > 6) Because more is the positive charge on carboxyl carbon more is the reactivity, 17. Answer (2) ° Cpa. aLchier CL one on, [Be Jom MgB 4 duae a, 18. Answer (2) R RK pom OTH ON —> ROH cn This is nucleophilic addition 49, Answer (1) H H H I I Ko" i R—C=0 —> R—C—oH —“°> Roc—On one I I cv oN coon (Optically active) Due to presence of chiral center. 20. Answer (1) \ oH oH D=Or ncn —> SX “yx CN COOH A 8 21. Answer (1) Chloral (CC1,-CHO) will not give Aldol reaction. 22. Answer (3) CH) —CH, —G —CH, have «hydrogen. So it wil given aldo reaction Corporate Office : Aakash Tower, 8, Pusa Road, New Del 10005. Phone : 011-47623456 1920 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-2) (Level!) 23. Answer (3) x More acidic'H! 8H 24, Answer (4) H COOH COOH zo Dus” 25. Answer (2) (0)-cho + 04 —> (0)-coo'+ Orn This is Cannizzaro reaction. 26, Answer (3) CHO or COO Oe OO 27. Answer (2) CHO - cor. ‘COOH = GOES HO ‘OH 28. Answer (4) Hq AX + Fehina test | + lodoform test He Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-2) (Levelt) Aldehydes, Ketones and Carboxylic Acids 21 29. Answer (2) ° 2X 4 OH —> CHI 30. Answer (4) H : 1 cc,—cHo+ (0) a o{o)-¢-{0)-e1 coy, (07) 31. Answer (1) cho +2,4 DP Test => + Tolen’s Test + Cannizzaro reaction 32, Answer (3) i ° | Orono Ley 33. Answer (1) COOH Benzene 1, 2-dicarboxylic acid, ‘COOH 34. Answer (2) ° I (0)-é-o _KOH, (0)- coos CH,CH,OH ‘cH, 35. Answer (3) ‘coo 36. Answer (3) CH,cHO M28", cH,COOH 37. Answer (4) Tartaric acid has chiral centre. 38. Answer (3) (On, +o —> (0) a ‘ 39, Answer (4) De «go, ho ese ch on Cts OH Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345622 Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-2) (Level!) 40. Answer (2) COOH OH This is most acidic because of ortho effect. 41, Answer (3) Pao ov teIALK 42. Answer (3) =. Acidic strength order R-CO,H> H,O > R-OH > HC=CH 43. Answer (4) FCH,COOH > CICH,COOH > BrCH,COOH > CH,COOH 44, Answer (4) Acidic strength order ac7 Son GT oH Hon oO oO fo} W Il I =~ ao aN Because the stably of conjugate base is Hic OX JO Sor < Hor 45, Answer (3) As, the acidic strength order 1 > 2 > 4'> 3, So, BrCH,CH,CO,H is weakest acid and hence it has smallest value of dissociation constant. BrCH,CH,COOH BrCH,CH,COO- +H" 46. Answer (4) COOH COOH (©) snes 47. Answer (4) ‘cl (m= chlorobenzoie acid) gz i r-ofz nol r—>e-o-lx 48, Answer (1) i CH,—C —OH + Cl,—®> cl—CH, — COOH + He! This is H-V-Z reaction. Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456Solutions of Assignment (Set-2) (Levelt) Aldehydes, Ketones and Carboxylic Acids 23 49. Answer (2) OH _NHs NCH (Phthalimide) ou A oO 50. Answer (4) Methyl salicylate does not occur in natural oils, SECTION - B 4, Answer (3) (CH, = CH cH - cn EAH cH, = CH CH, - CH= NH hee Ny 1 NH oy NCH, = CH= CH. C-H CH, = CH-CH, - CH, 2. Answer (3) (CH, -CHO + 20u" + 53H» CH,COD+ CHOL +340 Ho While a does not respond to this test. 3. Answer (2) Des0+H.N-R—> >o=NR (saree 4, Answer (3) a g cH,-C- cH, 2s cH, C-ONa + cH Yolo Pt. 5. Answer (3) Ry 5 HO-CH, _etam, Ry 0-H, = i) Hate Ne Tso Re HO-CH, “BEM RS cy, Eye aes ta 6. Answer (4) on, Crewe ev, a Ea Ho. 0, 7. Answer (4) Electrophilcity of carbon atom of carboxylic group decreases as the size of alkyl group attached to carboxylic. group increases. Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-4762345624° Aldehydes. Ketones and Carboxylic Acids Solutions of Assignment (Set-2) (Level!) 8 Answer(1) cul573 4), CH,CH,OH ‘CH,CHO ° ‘ i CH,CH(OH)- CH, “PSs cH,—C— cH, 9, Answer (4) wow | CH. . OH ¢: OF Hy Son sH,CHO + HCN {oni centre=1 | (Optical isomers = 2 10. Answer (1) 0 cH-0 mee Yon AvoO (8) () Ha(OAC) Df ece Lz 0 cmacn cn, Ses A es B and D are functional isomers of each other. 11. Answer (3) () Be sRog CH,CH,COOH TST CH, -CH- COOH Br @) 12, Answer (4) \Vigrous oxidation of alkyl benzens with alkaline KMnO, gives aromatic acids 13. Answer (2) Carbonyl group acts as a deactivating and meta directing group. 14. Answer (2) =M and —| effect of -NO, group is maximum at ortho position, 15. Answer (4) In Etard reaction, chromyl chloride oxidises methyl group to a chror corresponding benzaldehyde. im complex, which on hydrolysis gives Corporate Office : Aakash Tower, 8, Pusa Road, New Delhi-110005. Phone : 011-47623456