HYDROCARBON13th.pdf

1. (1) R–CCH C 300 200 Ni , H2       or R–CH=CH2 Sabatier senderens reaction (2) R–X 4 LiAlH , Hi P d Re HCl Cu Zn          (3) R–Mg–X 2 3 RNH or NH or ROH or HOH        (4) RX reaction Wurtz ether dry , Na       (5) RX reaction s ' Frankland Zn        (6) O || ROH or Cl C R        Hi / P d Re or O || R C R   or RCHO (7) O || R C R   reduction s ' Clemension HCl . Conc / Hg Zn          (8) R | O C R   reduction Kishner / Wolf NH N H 2 2             or (RCH2 CH2 )3 B       O H2 (9) RCOONa         CaO NaOH (10) RCOONa           synthesis ic electrolyt s ' Kolbe (1) RX C 400 or light UV or h , X2                 (2)       Nitration R-N (3) acid Sulphonic Alkyl 7 2 2 O S H on Sulphonati             (4) SO2 + Cl2        h reaction ed Re RSO2 Cl (5) ion Isomerisat HCl / AlCl3        branched alkanes (6) C 700 500 Pyrolysis         Alkenes + CH4 or C2 H6 (7) C 500 O Al oxide V or Mo or Cr 3 2              Aromaticcompound (8) reaction up step N CH 2 2       Higher alkane (9)      2 O CO2 + H2 O Combustion R–H or R–R or Cn H2n+2 GMP GR REACTION CHART FOR ALKANES

2. (1) CH2 Br–CH2 Br         2 NaNH or KOH . alc (2) CH3 –CHBr2        2 NaNH , KOH . alc (3) CHCl3        powder Ag (4) CHBr2 –CHBr2       dust Zn (5) CHBr || CHBr   Zn (6) CH2 =CH–Cl        2 NaNH , KOH . alc (7) COONa HC || COONa HC             synthesis tic electroly s Kolbe' (8) CaC2     O H2 (9) 2C + H2 process s ' Berthelot C 1200 , arc electric          (10) CH3 –CCH        X R ) ii ( Na ) i ( (10) CH3 –CCH         X R ) ii ( MgI CH ) i ( 3 (1) Ni H2   C2 H4 , C2 H6 (2)   2 X C2 H2 X4 (3) Peroxide HBr     CH3 BrCH2 Br (4) Peroxide No HBr     CH3 –CHBr2 (5)     HOCl Cl2 CHCHO (6)        2 ) CN ( Ba , HCN CH2 =CHCN (7)        2 3 Hg , COOH CH CH3 CH(OCOCH3 )2 (8) ) reaction s ' Kucherov ( SO H . dil , C 80 , Hg 4 2 2            CH3 CHO (9)       4 2SO H . Conc CH3 CH(HSO4 )2 (10) reaction Bunsen & det Ca AsCl3     CHCl=CHAsCl2 (11) 4 2 5 2 HgSO O H / OH H C        CH3 CHO (12) 4 ) CO ( Ni HOH CO        CH2 =CH–COOH (13) C 160 , Ni EtOH CO         CH2 =CH–COOEt (14)      2 NaNH Na–CC–Na (15) ) agent Re s ' Tollen ( OH NH AgNO 4 3          Ag–CC–Ag (16)          OH NH Cl Cu 4 2 2 Cu–CC–Cu (17)        2 O Combustion CO2 + H2 O (18)        agent Re Bayer CHO HCOOH | CHO  (19) Ozonolysis O3        O H2 HCOOH (20) ) tube iron hot d (Re ion Trimerisat       benzene (21) ] ) CN ( Ni [ ion Trimerisat 2       C8 H8 or 1,3,5,7-cyclo octa tetraene (22)        ] ) NH ( Cu [ on Dimerisati 2 3 butenyne (23)   s (24) ) HgO BF ( OH CH 3 3       methylal C2 H2 REACTION CHART FORALKYNES GMP GR

3. Q.8       4 2SO H P (Major)     NBS Q (Major) The structure ofQ is (A) (B) (C) (D) Q.9          O H ) ii ( OH COO CH ) i ( 3 18 3 X The probable structureof‘X’ is (A) (B) (C) (D) Q.10   P(Alkene) 4 2 CCl Br    Acetone NaI    Q (Alkene) Alkene (P) & (Q) respectively are (A) Both (B) , (C) Both (D) Both Q.11 Ozonolysis ofCH3–CH=C=CH2 willgive (A) Only CH3CHO (B) OnlyHCHO (C) Only CO2 (D) Mixture of CH3CHO, HCHO & CO2 Q.12 O-xylene onozonolysis willgive (A) CHO | CHO & CHO C CH | | O 3   (B) O C CH | O C CH 3 3     & CHO C CH | | O 3   (C) O C CH | O C CH 3 3     & CHO | CHO (D) O C CH | O C CH 3 3     , CHO C CH | | O 3   & CHO | CHO

4. Q.17 Compound (A) on oxidation with hot KMnO4 / OHr gives two compound 3 3 CH | COOH CH CH   & 3 2 2 3 CH CH CH C CH | | O   compoundA willhavestructure. (A) 3 3 3 2 2 3 CH CH | | CH CH C C CH CH     (B) 3 3 3 2 2 3 CH CH | | CH CH CH C CH CH CH     (C) 3 3 3 CH | CH C C CH CH    (D) 3 3 3 3 CH CH | | CH CH C C CH CH      Q.18 Considerthefollowingreaction (A) C6H12          / OH / KMnO4 C5H10O In the above reaction (A) will be (A) CH3–CH2–CH2–CH2–CH=CH2 (B) 3 2 2 3 CH | CH CH CH CH CH     (C) 3 2 2 3 CH | CH CH CH CH CH     (D) 3 2 2 2 3 CH | CH C CH CH CH   Q.19        KOH alcoholic product Major product is: (A) (B) (C) (D) Q.20 Number ofrequired O2 mole for complete combustionofone mole ofpropane – (A) 7 (B) 5 (C) 16 (D) 10 Q.21 How muchvolume ofair willbe needed for complete combustionof10 lit. ofethane – (A) 135 lit. (B) 35 lit. (C) 175 lit. (D) 205 lit. Q.22 When n-butane is heated in the presence ofAlCl3/HClit willbe converted into – (A)Ethane (B) Propane (C) Butene (D) Isobutane Q.23 The reacting species of alc. KOH is – (A) OH– (B) OR+ (C) OK+ (D) RO– Q.24 The product of reaction between one mole of acetylene and two mole of HCHO in the presence of Cu2Cl2 – (A) HOCH2 – CC – CH2OH (B) H2C = CH – CC – CH2OH (C) HC  C – CH2OH (D) None ofthese

5. Q.36 Whichofthe following reagents cannot be used to locate the position oftriple bond in CH3–CC–CH3 (A) Br2 (B) O3 (C)  2 2 Cu (D) KMnO4 Q.37 CH3–CH2–CCH CH3CC–CH3 A and B are – (A) alcoholic KOH and NaNH2 (B) NaNH2 and alcoholic KOH (C) NaNH2 and Lindlar (D) Lindlar and NaNH2 Q.38 B       OH / O H THF / BH 2 2 3      O H3 A A and B are – (A) Both (B) Both (C) (D) Q.39 B       OH O H THF BH , 2 2 3 CH3–CCH        4 2 4 SO H / HgSO A A and B are – (A) 3 3 2 3 CH C CH , CHO CH CH || O   (B) CHO CH CH CH C CH || O 2 3 3 3   (C) CH3CH2CHO (both) (D) O || CH C CH 3 3   (both) Q.40 CH3CH=CH2      OH / O H D B 2 2 6 2 product X X is – (A) OH | D CH CH CH 2 3   (B) D | OH CH CH CH 2 3   (C) OD | CH CH CH 3 3   (D) noneis correct Q.41 CH2=CH–CH=CH2      Br CCl3 product. The major product is – (A) Br–CH2–CH=CH–CH2–CCl3 (B) Br | CCl CH CH CH CH 3 2 2     (C) 3 2 2 CCl | Br CH CH CH CH     (D) None is correct

6. Q.46      2 R reagent      1 R reagent R1 and R2 are – (A) Cold alkaline KMnO4, OsO4/H2O2 (B) Cold alkaline KMnO4, HCO3H (C) Cold alkaline KMnO4, CH3–O–O–CH3 (D) C6H5CO3H, HCO3H Q.47 3 3 CH | C H || C H | CH          4 KMnO alkaline A, whichistrue about this reaction? (A)Ais meso 2, 3–butan–di–olformed bysyn addition (B)Ais meso 2, 3–butan–di–ol formed byanti addition (C)Ais a racemic mixture ofd and l, 2, 3–butan–di–olformed byantiaddition (D)Ais a racemic mixture ofd and l 2,3–butan–di–olformed bysyn addition Q.48 + CH3MgBr      O H3 A       4 2SO H . Con B       Zn / O H / O 2 3 C A, B and C are – A B C (A) (B) (C) (D) Q.49   A A can be – (A) Conc. H2SO4 (B) alcoholic KOH (C) Et3N (D) t-BuOK

7. Q.58 CH2=CH–CH=CH2 + CHCOOH | | CHCOOH   product X by reaction R. X and R are (A) DielsAlder (B) Friedel-Crafts (C) DielsAlder (D) Friedel-Crafts Q.59 For the ionic reaction ofhydrochloric acid with the following alkenes, predict the correct sequenceof reactivityas measuredbyreaction rates: (I) ClCH=CH2 (II) (CH3)2.C=CH2 (III) OHC.CH=CH2 (IV) (NC)2C=C(CN)2 (A) IV > I > III > II (B) I > IV > II > III (C) III > II > IV > I (D) II > I > III > IV Q.60 The additionof bromine to 2-cyclohexenylbenzoate in 1,2-dichloroethane produces ____ dibromo derivatives: (A) 2 (B) 3 (C) 4 (D) 6 Q.61 How manyproductswillbe formed whenmethylenecyclohexane reacts withNBS? (A) 3 (B) 1 (C) 2 (D) 4 Q.62 Br       ether dry / Mg (X)         O | | NH C CH 2 3 (Y) The structures of(X) and (Y) respectivelyare (A) X = MgBr ; Y = OH (B) X = ; Y = (C) X = MgBr ; Y = (D) X = BrMg MgBr ; Y = HO OH

8. Q.9      BuOK t Product which is / are correct statements about the product: (A) CH3 is anendocyclic Saytzeffproduct (B) CH2 is anexocyclic Saytzeffproduct (C) CH2 is anexocyclic Hoffmannproduct (D) CH3 is anendocyclic Hoffmannproduct Q.10 CH2 = CHCH2CH = CH2     NBS A, A can be (A) Br | CH CH CH CH CH 2 2   (B) CH2=CHCH=CH–CH2Br (C) CH2 = CH CH2 CH = CHBr (D) Br | CH C CH CH CH 2 2 2   Q.11 Which are correct statements? (A) meso-2, 3-dibromo-butane on reaction with NaI / acetone gives trans-2-butene (B) d-or l- 2, 3-dibromobutane on reaction withNaI/acetone gives cis-2-butene (C) meso-2, 3-dibromo-butane on reaction with NaI / acetone gives cis-2-butene (D) d-or l- 2, 3-dibromobutane on reaction withNaI/acetone gives trans-2-butene Q.12 Ph–CH=CH2 + BrCCl3      peroxide Product is: (A) (B) (C) (D)

9. Q.21 Indicate among the following the reactionnot correctlyformulated. (A) CH2=CH–CH3 light UV Cl SO 2 2       CH2Cl–CHCl–CH3 (B) HCCH+CH2N2  (C) (CH3)3CH + Cl2 on halogenati photo       (CH3)3C–Cl as major product (D) CH3–CC–CH2–CH2–CH3 ) liq ( NH in Na 3     Q.22 List I List II (A) n-Hexane          , O Al O Cr 3 2 3 2 (1)Substitutionreaction (B) CH  CH        tube Fe hot d Re (2)Eliminationreaction (C) 3 3 3 CH | X C CH | CH    aq. (3)Aromatisation (D) CH3–CH2–X  alc. KOH (4)Cyclization Q.23 List I List II (A) 3 2 3 CH | CH C CH    OH / O H ) ii ( BH ) i ( 2 2 3      (1) CH3–CH2–CH=CH2 (B) 3 2 3 CH | CH C CH   4 2 NaBH ) ii ( HOH / ) OAc ( Hg ) i (         (2) CH3–CH=CH–CH3 (C) 3 2 3 CH CH CH CH | Cl           / ONa CH3 (3) 3 2 3 CH | OH CH CH CH   (D) 3 2 3 CH CH CH CH | Cl           CONa ) CH ( 3 3 (4) 3 3 3 CH | CH C CH | OH   Codes: A B C D (a) 4 3 1 2 (b) 4 3 2 1 (c) 3 4 2 1 (d) 3 4 1 2

10. Q.27 List I List II (A)  (1) Birchreduction (B)  (2)Stephen’s reduction (C)  (3)Wolf-Kishner reduction (D)  (4) Clemmensenreduction Q.28 List I List II (A) n-Hexane  Benzene (1)Wurtz reaction (B) CHCH  Benzene (2) Coupling ofreactants is taking place (C) 3 6 2 3 CH — ) CH ( — CH  2,2,3,3 tetramethylbutane(3)AlCl3 + HClat 300°C (D) CH3–CH2–X  n-Butane (4)Polymerisation (5)Aromatic procducts is formed (6) Zn +  used as reagent (7)Al2O3 at hightemperature Q.29 Match List-Iwith List-II and select the correct answer using the codes given below the lists: List-I (Reaction) List-II (Reagents) (A) CH3–CH=CH2CH3–CHBr–CH3 (P) HBr (B) CH3–CH=CH2CH3–CH2–CH2Br (Q) Br2 (C) CH3–CH=CH2BrCH2–CH=CH2 (R) HBr / Peroxide (D) CH3–CH=CH2CH3–CHBr–CH2Br (S) NBS

11. Q.10 Propose structures for intermediates & productsAto K Q.11 Identifythefollowing(Ato D). Q.12 What areAto K for the following reactions (i) PhC  CH + CH3MgX  A ArCH Cl 2     B Li NH / 3    C. (ii) PhCH2CH2CH3 + Br2 h    D alcoholic KOH    E        4 KMnO . dil cold F       4 KMnO hot G (iii) H    (iv) I    (v) CF3 – CH = CH2 HBr    J (vi) NBS     K

12. Q.22 Explainthe mechanismoffollowing conversion. Me2C = CH – CH CH CMe Citral 2 2 = CHCHO + H3O+ Q.23 When citralis allowed to react inpresence of dilute acid witholivetol, there is obtained a mixture of products, one ofwhichis drug marijuana. Reactionis as follows. Me2C = CH – CH2–CH2–CMe=CH–CHO +     H (marijuana) Explainthe mechanism. Q.24 The following cyclisationhas beenobserved inthe oxymercuration&demercurationofthis unsaturated alcohol. Propose amechanismfor this reaction. 1 2 2 4 . ( ) . Hg OAC NaBH     Q.25 Write thestructuralformula oflimonene fromthe following observation: (a) LimonenewhentreatedwithexcessH2 &Ptcatalyst,theproductformedis1isopropyl·4methylcyclohexane (b) Whenit istreatedwithO3 &thenZn/H2OtheproductsofthereactionareHCHO&followingcompound Q.26 (a) MeCH2–CCBr + CHCMe      Cu A A (b) 2 2 CHCl CH | Cl      H O B (c) 3 2 CH CH CH CH CH CH | OH      4 2SO H MeOH     C (d) O H / SO H Hg 2 4 2 2       D (e) Cl3C–CH=CH2     HOBr E (f)     H F      O ZnH O 2 3 G

13. Q.10 C7H14 (A) decolorises Br2 inCCl4 andreacts with Hg(OAC)2 inTHF. H2O followedbyreductionwith NaBH4 to produced a resolvable compound B. (A) undergoes reductive ozonolysis to give the same compound (C) obtained by oxidation of 3hexanol with KMnO4. IdentityA, B and C compound D, and isomers of A reacts with BH3. THF and then H2O2/OH to give chiral E. Oxidation of E with KMnO4 or acid dichromate affords a chiral carboxylic acid F. Reductive Ozonolysis of D, gives the same compound G which is obtained byoxidation of2methyl3pentanolwith KMnO4 identifyD, E, F and G. Q.11 Three compoundsA, B and Care isomers oftheformula C5H8.Allofthemdecolorises bromine inCCl4 and gives a positive test with Baeyer’s reagent. Allthe three compounds dissoslve in conc. H2SO4. CompoundAgivesawhite ppt. withammonicalsilver nitrate whereasBandC donot. Onhydrogenation in presence ofPt catalyst,Aand B both yield npentane whereas C gives a product offormula C5H10. On oxidation with hot alkaline KMnO4 (B) gives acetic acid and CH3CH2COOH. IdentifyA, B & C. Q.12 An unsaturated hydrocarbon (A) C6H10 readily gives (B) on treatment with NaNH2 in liquid NH3. When(B)isallowedto react with1chloropropaneacompound(C)isobtained. Onpartialhydrogenation inthepresenceoflindlar’scatalyst, (C)gives(D), C9H18. Onozonolysis, (D)gives2, 2dimethylpropanal and 1butanalwithproper reasoning give thestructures of(A) (B), (C) and (D). Q.13 AhydrocarbonA,ofthe formulaC8H10, onozonolysisgives compoundB(C4H6O2)only.Thecompound B canalso be obtained fromthe alkylbromide (C3H5Br) upontreatment with magnesiumindryether, followedbycarbondioxideand acidification. IdentifyA, Band Cand also giveequationsforthereactions. Q.14 An organic compound (A), C6H10 on reduction first gives (B), C6H12 and finally (C), C6H14. (A) on ozonolysis followedbyhydrolysis gives two aldehydes (D), C2H4O and (E) C2H2O2. Oxidationof(B) with acidified KMnO4 gives the acid (F), C4H8O2. Determine the structures ofthe compounds (A) to (F) withproper reasoning. Q.15 CompoundA(C6H12) istreated withBr2 to formcompound B(C6H12Br2). OntreatingB withalcoholic KOH followed by NaNH2 the compound C (C6H10) is formed. C on treatment with H2/Pt forms 2-methylpentane. The compound ‘C’does not react with ammonical Cu2Cl2 or AgNO3. WhenAis treated with cold KMnO4 solution, a diolD is formed whichgives two acids E and F whenheated with KMnO4 solution. Compound E is found to be ethanoic acid. Deduce the structures fromAto F. Q.16 Anopticallyactivehydrocarbon(A), C8H12 givesanopticallyinactivecompound(B)afterhydrogenation. (A) gives no ppt. with Ag(NH3)2 + and gives optically inactive (C), C8H14 with H2 in presence of Pd / BaSO4. Determine the structures, give suitable names forA, B, C &give your reasoning. Q.17 Aorganic compoundAhaving carbon and hydrogen, adds one mole ofH2 inpresence ofPt catalyst to formnormalhexane. Onvigorous oxidationwithKMnO4, it gives asimple carboxylic acidcontaining 3 carbon atoms.Assignthe structure toA. Q.18 Anorganic compoundA, C6H10 , on catalytic reductionfirst gives B, C6H12 , andfinallyC, C6H14.Aon ozonolysis followed byhydrolysis gives two aldehydes D, C2H4O and E, C2H2O2. OxidationofB with acidified KMnO4 gives acid F. Q.19 Ahydrocarbon has88.89% carbonand 11.11%hydrogen. 0.405gsampleof thehydrocarbon occupies 229.54mlat100°Cand1atmpressure.Itdecolourisespotassiumpermanganatesolutionandbromine waterwithoutevolvinghydrobromicacid.Itgavenoprecipitatewitheitherammoniacalsilvernitrateor cuprous chloride solution.When it reacts with dilute H2SO4 in presence of mercuric sulphate, under appropriate conditions,methyl ethylketone isformed. Whatis thehydrocarbon. Writethe structural formulaeoftheeightpossibleisomerofthis compound. Q.20 6gsampleof anaturalgasconsistingofmethane (CH4)andethylene (C2H4)wasburnedwithexcessof oxygen and 17.2g of carbon dioxide and some water was obtained as products. What percent by weightofthesamplewasethylene.

14. Q.12 Hydrogenation oftheabove compound in the presence ofpoisoned paladiumcatalyst gives – (A)Anopticallyactive compound (B)Anopticallyinactive compound (C)Aracemic mixture (D)Adiastereomeric mixture Q.13 The reactionofpropene with HOClproceeds via the additionof– (A) H+ infirst step (B) Cl+ infirst step (C) OH– infirst step (D) Cl+ and OH– insingle step Q.14 The nodal plane in the –bond ofethene is located in – (A) themolecular plane (B) a plane parallelto the molecular plane (C)aplaneperpendicular to themolecular planewhichcontainsthecarbon–carbon–bondatright angle (D) aplane perpendicular to themolecular plane which contains the carbon–carbon–bond Q.15 Consider the following reactions – ] 3 3 3 CH D | | CH CH CH C H    + ‘X’ + HBr Identifythestructure ofthe major product ‘X’ (A) 3 2 • 3 CH D | | H C CH CH C H    (B) 3 3 • 3 CH D | | CH C CH C H    (C) 3 3 • 3 CH D | | CH CH C C H    (D) 2 3 • 3 CH | CH CH H C C H    Q.16 Identifya reagent fromthe following list which caneasilydistinguish between1–butyne and 2-butyne- (A) bromine, CCl4 (B) H2, Lindlar catalyst (C) dilute H2SO4, HgSO4 (D) ammonicalCu2Cl2 solution Q.17 C6H5–CC–CH3 4 2 4 SO H HgSO      A (A) (B) (C) OH | CHCH C H C 3 5 6   (D) OH | CH C CH H C 3 5 6   

15. Q.1 3 2 2 3 CH CH C ) CH ( | Cl       KOH . alc ? Q.2 Br | CHCH CH H C 3 2 5 6 heat KOH . alc      ?     HBr ? Q.3 C(C6H12), anopticallyactive hydrocarbon whichoncatalytic hydrogenationgivesan opticallyinactive compound, C6H14. Q.4 Draw the stereochemicalstructure ofthe product inthe following reactions. R–CC–R catalyst Lindlar H2   Q.5 Write downthestructures ofthe stereoisomers formed whencis–2–butene isreacted with bromine. Q.6 AnorganiccompoundE(C5H8)onhydrogenationgivescompoundF(C5H12). CompoundE onozonolysis gives formaldehyde and 2–ketopropanal. Deduce the structureofcompound E. Q.7 Give the structuresofthe major organicproducts from3–ethyl–2–pentene under eachofthe following reactionconditions. (a) HBr in the presence ofperoxide (b) Br2/H2O (c) Hg(OAc)2/H2O; NaBH4 Q.8 Analkylhalide,(X)offormulaC6H13Clontreatment withpotassiumtertiarybutoxidegivestwo isomeric alkenes (Y) and (Z) (C6H12). Both alkenes on hydrogenation give 2, 3–dimethylbutane. Predict the structures of(X), (Y) and (Z) Q.9 3,3–Dimethyl–butan–2–olloses a molecule ofwater inthe presence ofconcentrated sulphuric acid to give tetramethylethylene asa major product. Suggest a suitable mechanism. Q.10 One mole ofthecompoundA(molecular formula C8H12), incapableofshowingstereoisomerism, reacts with only one mole of H2 on hydrogenation over Pd. Aundergoes ozonolysis to give a symmetrical diketone B (C8H12O2). What are the structure ofAand B? Q.11 Compound (A) C6H12 gives a positive test with bromine in carbon tetrachloride. Reactionof(A) with alkaline KMnO4 yields only(B) which is the potassium salt ofan acid. Write structure formulae and IUPAC name of(A) and (B). Q.12 The centralcarbon–carbon bond in 1,3–butadiene is shorter than that ofn–butane. Why? Q.13 Write the intermediate steps for eachofthe following reaction C6H5CH(OH)CCH C6H5CHCHCHO Q.14 Write the intermediatesteps for each ofthe following reaction.    H Q.15 Discuss the hybridisation ofcarbon atoms in allene (C3H4) andshow the –orbitaloverlaps. Q.16 Complete thefollowing –

16. give an ester. (b) Bombykol also reacts with acetic anhydride to give another ester, which on oxidative ozonolysis (O3/H2O2) gives a mixture of butanoic acid, oxalic acid and 10-acetoxydecanoic acid. DeterminethenumberofdoublebondsinBombykol.WritethestructuresofcompoundAandBombykol. How manygeometricalisomers are possible for Bombykol? Q.25 If after complete ozonolysis of one mole of monomer of natural polymer gives two moles of CH2O andonemoleof O CH C O | CH3    . Identifythemonomeranddrawtheall-cisstructureofnaturalpolymer. . Q.26       , H X COOH Cl / Zn ) ii ( O ) i ( 3 3       Y. Y. IdentifyXandY.

17. Q.2 2 3 3 CH C CH | CH   Q.3 + CH O | CH O   Q.4 A + B are two enatiomers Q.5 Q.6 Q.7 3 3 2 2 2 2 CH | CH N CH CH CH CH CH       Q.8 (i) C–C–C–C=C, (ii) C | C C C C C C | C      , (iii) C C | | C C C C    , (iv) C–C=C–C–C=C, (v) Q.9 -pinene  , (A) = , (B) = , (C) = (D) = , (E) = , (F) = Q.10 (A) C C C C | OH    , (B) C C C C | ONa    , (C) C–C–C–C–O–C–C, (D) BrMg–C–C–C–C (E) OH | C C C C C C C C C         , (F) C–C–C–C=C–C–C–C–C , (G) Br | C C C C C C C C C | Br         , (H) C–C–C–CC–C–C–C–C

18. EXERCISE–III Q.1 CH– CH2OH Q.2 (A) CH3 (B) CH3 (C) CH3 | | | CH3–CH–CH2CH3 H3C–CH–CH2CH2Cl H3C–CH–CH–CH3 | Cl (D) CH3 (E) CH3 (F) CH3 | | | CH3–C–CH2CH3 ClCH2– CH–CH2CH3 H3C–C=CH–CH3 | Cl (G) CH3COCH3 (H) CH3COOH Q.3(A) CH2CH2CH3 (B) CHCH2CH3 (C) CH=CH–CH3 | || | CH2=C–CH2CH3 CH3– CCH2CH3 CH3–CH–CH2CH3 (D) CH2–CH=CH2 (E) CH2CH2CH3 (F) CH2CH2CH3 | | | CH3–CH–CH2CH3 CH3–C=CH–CH3 CH3–CH–CH=CH2 (G) CH2CH2CH3 | H3C–C–CH2CH3 | H Q.4 (I) CH3 (J) CH3 CH3 | | | CH3CH–C–CH3 CH3–C – CH–CH3 | | | I CH3 I Q.5 (A) CH3–C=CH–CH3 (B) CH2=CCH2CH3 (C)CH2=CHCH(CH3)2 | | CH3 CH3 Q.6 Br | CH3 (A) CH3–CH–CH (B) CH2Br–CH2–CH–CH3 (C) CH2=CH–CH–CH3 CH3 | | CH3 CH3 (D) CH3CH=C–CH3 | CH3 Q.7 CH=CH2 | (A) CH3–CH=CH–CH3 (B) (C) CH3–C* –H | CH2CH3 ] Q.8 (X) CH3–CCl–CH–CH3 (Y) CH2=C –– CH–CH3 (Z) CH3–C = C–CH3 | | | | | | CH3 CH3 CH3 CH3 CH3 CH3

19. Q.19 Isomer are : CC–C–C, C=C–C=C, C=C=C–C, , , , , Q.20 23.7 EXERCISE–IV (A) Q.1 C Q.2 A,D Q.3 A Q.4 C Q.5 A Q.6 D Q.7 A,C Q.8 D Q.9 A Q.10 D Q.11 C Q.12 B Q.13 B Q.14 A Q.15 B Q.16 D Q.17 A Q.18 B Q.19 B Q.20 B Q.21 D Q.22 A Q.23 A Q.24 B EXERCISE–IV (B) Q.1 3 3 3 CH | CH CH C CH    Q.2 heat KOH . alc          HBr Q.3 ) H C ( CH | CH CH C CH CH | H 12 6 3 2 2 3     Q.4 Q.5 Q.6 (E) CH C CH || || CH CH 3 2 2   Q.7 (a) (CH3–CH2) 3 CH CH CH | Br   ; (b) (CH3–CH2)2 Br | CH CH C | OH 3   ; (c) (C2H5)3C–OH Q.8 Cl | CH CH C CH | | CH CH 3 3 3 3    ; (Y) 3 2 3 3 CH C C CH | | CH CH    ; (Z) 3 3 3 3 CH C C CH | | CH CH   

HYDROCARBON13th.pdf

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HYDROCARBON13th.pdf

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