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Hydrocarbon MCQ (Question + Answer) - 1

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336 views25 pages

Hydrocarbon MCQ (Question + Answer) - 1

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Tanushree Rath
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oC ten ent Atrange the following in decrea points, n-butane ‘n-pentane 18, sing order of their boiling ©) 2-methylbutane ©) 2,2-dimethyipropane A>B>C>D ) B>C>D>A © D>C>B>A @ C>B>D>A Arrange the halogens F, Cl, Brp, Iy, in order of their increasing reactivity with alkanes. @ QB>C (b+) C>B>A (© B>C>A @ A>c>B 24. The addition of HBr to 1-butene gives a mixture of products A,BandC Br OH, & é ® HeryscH, — ® H-7\cH, H Br © CHy—cHt,~CHy—CH—Br ‘The mixture consists of (@) A.and B as major and C as minor products (b) B as major, A.and C as minor products (©) Bas minor, A and C as major products @ A and B as minor and C as major products 28. Among the following compounds, the decreasing order of reactivity towards electrophilic substitution is @ m>I>m>1v DI>m>1v ® Iv>I>n>m © © t>I>u>1v 1. Successive alkanes differ by @ cH, &) Gt © CH, © CH, 2. Am elkyne has the general formula @ Ch, ©) Caner © CHa © CHa Which of the following is not a mixture of hydrocarbons? (@) Candle wax (©) Kerosene © Vegetable oil (@) Parafinoil 4, When petroleum is heated gradually, the first batch of vapours evolved will be rich in (kerosene ©) petroleum ether © diesel @ lubricating oi 5. The order of appearance of the following with rising temperature during the refining of erude oil is (@) kerosene oil, gasoline, diesel (©) diesel, gasoline, kerosene © gasoline, diesel, kerosene oil @ gasoline, kerosene cil, diesel 17 contains + fp methane (©) ethane butane (@ None of these e ‘al 1 for aviation purposes must contain commercial gasoline, the type of hydrocarbo + hemes type of hy ns which are {0 Branched hydrocarbons {6 Straight chain hydrocarbons {@ Linear unsaturated hydrocarbons (@ Allof these Fischer-Tropsch process is used in the manufacture of (o) sytbetic petolzum —(b) ethanol (@) benzene @ ethanoic acid 1h, Octane number is zero for (@ isoheptane (@) n-heptane © isooctane @ n-octane 11. Which of the following has lowest octane number ? (@ Iso-octane (b) n-Heptane (@ n-Hexane (@ n-Hexadecane 1, Which of the following has highest octane number ? (a) n-Hexane (b) n-Heptane (0) n-Pentane (@ 2,2,4-Trimethylpentane 1, The process in which higher hydrocarbons are broken down into lower hydrocarbons by ‘controlled pyrolysis is called (@) Hydrolysis (@) Cracking (© reforming: (@) Both (a) and (6) M Afuel bas the same knocking property as a mixture of 70% ‘isooctane (2,2,4-trimethylpentane) ‘and 30% n-heptane by volume. The octane mumber of the fue! is @ 10 . ) 2 ©» @» & Caan umber ofa ice fel wil n= of with the addition ( n-Decane (b) mHexadecane (© n-Pentane (©) aMethylnaphthalene (Which one ig used as an antknock in petrol fet @ Basic lead carbonate Lead tetraacetate (© Tetmetyi lead jc lead sulphate ", Wurz reaction involves mamta ‘try ether with () sodium 1 Qc oe of methyl iodide and is formed by the Feaeion ection is known {odium metal in dry ether #0 (9 Clemmensenredvstion (©) KolbesT=eTT ‘y, © Wurtz reaction (@) Canniz ee by Wurtz ” Which one of the following cannot "action ? © Gis @ CH 20. a. 2. 23. 28. 27. 28. 29. 30. 31. aso fl Formation of alkanes by ection of Zn on alkyl halides 1 called - (G@) Frankland's reaction (b) Cannizaro's reaction (©) Wurtz’s reaction @ ie Te ciaser For preparing an alkane, ‘concentrated solution of potassium salt of a ‘saturated carboxylic acid is subjected to @ hydrolysis (©) oxidation (© hydrogenation @) electrolysis Pure methane can be produced by (@) Wurtz reaction (&) Kolbe’s electrolytic: method (©) Soda-lime decarboxylation (@ Reduction with Hy ‘Which ofthe following liberates me water? (@) Silicon carbide (©) Beryllium carbide ‘Which ofthe following met manufacture of methane ? (@ Reduction of CHCl, (©) Wurtz reaction (©) Liquefaction of natural gas (@ None of these ‘The reaction/method that does not give an alkane is (@) catalytic hydrogenation of alkenes () debydrohalogenstion of an alkyl halide (© hydrolysis of akyimagnesium bromide (@ Kolbe’s electrolytic method Ethyl bromide on treatment with alcoholic KOH gives thane on treatment with (©) Calcium carbide (@) Magnesium carbide hods is most appropriate forthe @ ethylene () ethanol (©) acetic acid (@) ethane ‘When n-propyl iodide is heated with alcoholic KOH, one of the products is (@) Propene (Cs) () Cyclopropane (C,H) © GH @ GH, : 1-Chlorobutane, on reaction with alcoholic potash (KOH), ives (@ 1-Butene (©) 1-Butano! (© 2-Butene (@ 2-Butanol In preparation of alkene from alcohol using Al,0, which is effettive factor? (@) Porosity of ALO, _()_ Temperature (© Concentration (@ Surface area of ALO, ‘Which one of the following heptanols can be dehydrated to hept-3-ene only ? (@) Heptan-3-o1 (©) Heptan-4-o1 (© Heptan-2-01 @ Heptan-t-o1 ‘Which ofthe principle is applied in the following reaction ? CH CHBrCH ,CH, “KOH, CH3CH = CHCH3+CH, =CH( Oe aw? (@) Markovnikov'srule —(b) Saytzeff. (©) Kharasch’s effect. (4) praca Bm 32. The conversion of 2, 3-dibromobutane to 2-butene with Zn 34. 35. 3. 38. 39. 40. a1. 42. 43. and alcohol is (@) redox reaction (©) B-elimination Coaltar is a main source of (@) aromatic compounds (6) aliphatic compounds © cycloalkanes (@ heterocyctic compounds Which of the following metal powder is used to convert trichloromethane into acetylene by heating the latter with it ? (a) Na ‘ () Mg (© Ca @ Ag Tetrabromoethane on heating with Zn gives @) ethyl bromide () ethane (©) ethene @ ethyne ‘What is formed when calcium carbide reacts with heavy water? (@ CD, © Cad, © CaD,0 @ @, Monosodium acetylide reacts with an alkyl halide to form (@) an alkane (©) an alkene (©) an unsymmetric higher alkyne (@) asymmetric higher alkyne Fractional distillation of coal-tar produces the following. fractions. Phenol isthe main component of which fraction ? () a-elimination (@ Both (a) and (>) (@ Lightoit (©) Middle oil (©) Heavy oil @ Greenoil Benzene is obtained by fractional distillation of (@) lightoil (b) middle oil (©) anthracite oi! (@ heavy oil Heating a mixture of sodium benzoate or benzoic acid and soda-lime gives (@) benzene (b) methane (©) sodium benzoate (@ calcium benzoate ‘Crude naphtha is a mixture of (@) alkanes (©) conjugated dienes (©) alkynes (@ alkyl halides Hydrocarbon which is liquid at room temperature is (a) pentane (&) butane (©) propane (@) ethane ‘Which ofthe following isomers will have the highest boiling point ? (@) CH —CH, ~CH, ~CH ~CH ~CHs (©) CH, CH CH; ~CHa ~CHs CHs (© CHy~ CH CH-CHy cH, Hs bd ( CH, C -CH, -CHy CH; 44, How many monochlorobutanes will be obtained on chlorination of n-butane? @s (&) 2 © 3 @4 45. Conversion of CH, to CH,Cl is an example of. (@ electrophilic substitution (b) nucleophilic substitution (©) free radical substitution (@ free radical addition 46. ‘The molecule having dipole moment is (@ 2,2-dimethylpropane (b) trans-2-pentene (©) hexane (@ 2,23,3-tetramethylbutane 47. Olefins can be hydrogenated by (®) zinc and hydrochloric acid (b) raney nickel and hydrogen (©) nascent hydrogen (@ lithiumaluminium hydride in ether Which one of the following compounds would have the highest heat of hydrogenation ? (@ CH, =CHy (b) CH; -CH)~CH =CH, (© CHCH = CHCH, @ (CH),C=C(CH3)2 ‘The reaction, (CH = CHCH, + HBr > CHjCHBrCH is a type of (@) electrophilic addition reaction (©) nucleophilic addition reaction (©) free radical addition reaction (@) electrophilic substitution reaction CHy-CH = CH, +HI—>X,, Xis (@) CH-CH-CH-I——_(&) CHL-CHL-CH, © CHCH,CH, (@ None of these ‘When propene is treated with HBr inthe dark and in absence of peroxide, the main product is (@) 1-Bromopropane (© 12-Dibromopropane Pentene-1 with HCl gives (@ 3-Chloropentane (®) 2-Chloropentane (©) 12-Dichloropentane (4) 1-Chloropentane ‘53. Addition of HI to double bond of propene yields isopropy! iodide and not n-propyl iodide asthe major product, because addition proceeds throughs (@) amore stable carbonium ion (b) amore stable carbanion (©) amore stable free radical (@) homolysis ‘54, Propene is reacted with HBr in presence of peroxides, the product is (@) 2-Bromopropane (©) 3Bromopropane 48. a. 50. si. (b) 2-Bromopropane i. @ 13-Dibromopropane () 1-Bromopropane (@) None of these 44 The principal organic product formed inthe reaction, s. a, |. The addition of HBr is easiest in Hy = CH(CH; COOH + HBr —2etenide_, ig (@ CH,CHBH(CH,),COOH (0) CH,=CH(CH,),COBr (©) CH,BrCHYCH,),COOH (@) CH,=CH(CH,),CHBrCOOH Markovnikov's rule is applicable to () CH,=CH, () CH,-CH,-CH, © CHy-CH=CH-CH, — @ HS 6 EE AERO, Which of the following compound gives similar products obeying Markovnikov's rule and peroxide effect ? (® CHy-CH-CH, (®) CH,CH=cH. (©) CHyCH=CH-CH, (4) cupoion,” @ CH-cHaL (b) CCH-cHal (© CH,-CH-CH, © (CH),C-cH, . 1, 3-Butadiene when treated with Br, gives () 1,4-dibromo-2-butene (b) 1, 3-dibromo-2-butene (©) 3,4-dibromo-I-butene (4) 2,3-dibromo-2-butene . Ozonolysis of 2, 3-dimethyl-1-butene followed by reduction with zine and water gives (@) methanoic acid and 3-methyl-2-butanone (&) methanal and 2-methyl-2-butanone (©) methanal and 3-methyl-2-butanone (@) methanoic acid and 2-methyl-2-butanone Position of double bond in alkenes can be identified by @) bromine water (©) ammonical silver nitrate sotution (©) ozonolysis (@.None of these Which alkene on ozonolysis gives (CH,CH,CHO and CH,COCH, CH; @ CH,CH,CH=CO a lb (0) CH,CH,CH=CHCH,CH, (©) CH,CH,CH-CHCH, (@ CH3~C =CHCH3 3 An alkene having molecular formula C,H, was subjected to ozonolysis in the presence of zinc dust. An equimolar Amount of the following two compounds was obtained cH, CH Sc= c-0 1,707 8894 cH cH” ‘The IUPAC name of the alkene is (®) 3,4-dimethyl-3-pentene (b) 3,4-dimethyl-2-pentene (©) 2,3-dimethyl-3-pentene “ (4) 2,3-dimethyl-2-pentene eee «7 alkene 64. Ozonolysis of CH, gave -methy)-3-pentanone, TPE (a) 2-ethyl-3-methyl-|-butene (b) 3-ethy!-2-methy!-3-butene (©) 2,5-dimethyl-3, 4-dimethythex-3-ene -2-methy-1-butene 2 (6) 3-m>1 @ mm (@ I-u>m : | W.The weer veactive among the following towards ‘sulphonation is @) toluene o) ene (©) nitrobenzene @ ee ee Which of the following is the most sitation ? , os 1 Mes | ©) Toloene @m | "Aromatic compounds burn with 9 00°) — o | | © they have a relatively high 4 © they resist reaction aoe towards the electrophilic and 106. The correct order of reactivity The correct rine compounds aniline (D) benzene (1) nitrobenzene (ID) is @ m>m>1 @ Im (© Ibu>m @ m>m>T 107. Addition of Bry to L-butene would give 1,2-dibromobuiane which is (@) achiral (b) racemic (©) meso (@ optically active 108. Addition of Br, to trans-2-butene would give # Product which is (®) chiral (b) meso (©) recemic @ optically active 109. Name of following reaction is c ‘ age eee (@) Claisen Condensation (&) Diel’s Alder reaction (© Dieckmann cyclisation (@ Michael addition reaction 1110, The cycloalkane having the lowest heat of combustion per (CH) group oA @ oS © [4 @ Cp 111. Which of the following will form alkynide ? “Oo “oO CIO @ CH;-C=C-CH; 112. Which of the followir ill, ii s 1 fhe fallowing wil give alkene inKolbe's electrolytic CH.COOK @ CH; cook () CHyCH2,COOK CH,COOK I © CH3-CHCOOK —@ Allof these PE cremis | Eres 3| Past Competition oN 3. % Predict the product C obtained in the following reaction of butyne-1. [CBSE-PMT 2007] (CH;CH, ~C = CH+HCI—+B—* 4c 1 1 @ CHy-CH; -CH)-C-H | cl 1 | (©) CH -CH, -CH-CH,CI I 6 CHCH-C-CH, J a @ CH; -CH-CHCHyI I a ‘Which of the compounds with molecular formula CsHy yields acetone on ozonolysis? [CBSE-PMT 2007] (@ 3-methyl-I-butene —()_cyclopentane (©) 2-methyl-I-butene _()__2-methyi-2-butene. ‘The IUPAC name of the compound having the formula CH = C-CH=CH, is ICBSE-PMT 2009] (@)I-butyn-3-ene (B)_but-I-yne-3-ene (©) 1-butene-3-yne (@ 3-butene-1-yne Liquid hydrocarbons can be converted to a mixture of gaseous hydrocarbons by [CBSE-PMT 2010] (a) oxidation (b) cracking (© distillation under reduced pressure @_ hydrolysis, Inthe following reaction, CgHsCH,Br — > —_ ‘X, the product *X’ is {CBSE-PMT 2010] (@) CgHyCH,CH,CeHl 0) CHi,CH,OCH, Cet, (© CgHsCH,OH @ CgH,CH, ‘The IUPAC name of the compound [CBSE-PMT 2010] CH,CH=CHC = CHis (@) Pent--yn-3-ene (b) Pent-t-yn-2ene ~ (© Pent-3-en-I-yne (@) Pent-2-en-4-yne In the following the most stable conformation of n-butane is: [CBSE-PMT 2010] CH, CH CH, H ) : © H : Which of the following conformers for ethylene glycol is most, ae {CBSE-PMT 2010] a ou H OH ie ba Q . a e H H u on on ou Ht © @ H H Ma Inthe following reactions, [CBSE-PMT 2011} Hy @ CH,-CH-CH-cH Be > A+ Majo) (Mine on (wate) (ns) dar ©) Am patserat pam a (eC) the major products (A) and (C) are respectively CH, 5 © cr=€-cH- cH, and CH, be. cH-cH, Br Hy oo (©) CH,-C=CH-CH, and CH,-C-CH,- CH CH; CH; © cH b= cH-cH, ana cH, EH - CH-CH, inte following rection aa (CBSE-PMT 20125) nee erm. cH, Minor Product + i ‘The major product is : Major Product cr ¢ Lie —cH, OH CH, CH, I O) Cif CH Co, OH CH, CH, ) Bente —cH, CH, OH CH; @ aa, — CH ic CH, OH 1, Which ofthese will not react with acetylene? [AIEEE 2002] (a) NaOH (b) ammonical AgNO, ju Yeas product ae Jt with ypochloros ‘What ‘when ‘reacts with hypochlor cnn 4 ies [AIEEE 2002] @ cHCoc (&) CICH,CHO (© C,CHCHO @ CICHOOOH. Ron ‘alkane with chlorine and irradiating it mixing a certain alkane with ultraviolet light, it forms only one ‘monochloroalkane. This alkane could be pene l'eaaas (©) isopentane (© neopentane (@) propane : Buene-| may be converted to butane by Senctey ® Sn—HeI @) Zn—He HCl © Pan, (@) 20 HO) sing point? Which one ofthe following has the minimum’ PE oy @) 1-Butene © 1-20 © o- Butane (2) isobutane presence of |. 2.-Methyibutane on reacting with bromine 19'T TFT 9g) | Nalight gives mainly ) 1-bromo-3-methylbutane (0) 2-bromo-3-methylbutane (©) 2-bromo-2-methylbutane @ 1-bromo- 7. 18, 19. 20. 2. 2. 23. 25. ail Acid catalyzed hydration of alkenes except ethene leads to She fomatonaf (AIEEE 2005] (@) ‘mixture of secondary and tertiary alcohols (©) mixture of primary and secondary alcohols (©) secondary or tertiary alcohol (@ primary aleohol ‘Which one of the following conformations of cyclohexane is chiral? [AIEEE 2007] (@) Boat () Twist boat © Rigid @ Chair ‘The compound formed as a result of oxidation of ethyl benzene by KMn0, is [AIEEE 2007] @)_ benzyl alcohol (&)_ benzophenone (©) acetophenone (@)_ benzoic acid. Which of the following reactions will yield 2,2-dibromopropane? IAIEEE 2007] (@ CH,-CH=CH, +HBr > () CHy-C = CH+2HBr > (©) CH,CH=CHBr+HBr @ CH= CH+2HBr > ‘The reaction of toluene with Cl, in presence of FeCl, gives predominantly [AIEEE 2007] (@) m-chlorobenzene _(b)__ benzoyl chloride (©) benzyl chloride (@ o-and p-chlorotoluene. Toluene is nitrated and the resulting product is reduced ‘with tin and hydrochloric acid. The product so obtained is diazotised and then heated wth cuprous bromide. The reaction mixture so formed contains [AIEEE 2008] (@)_ mixture of o- and p-bromotoluenes (©) mixture of o-and p-dibromobenzenes (©) mixture of o- and p-bromoanilines (@_ mixture of o-and m-bromotoluenes In the following sequence of reactions, the alkene affords the compound ‘B’ tly CH = CH~CHiy 2A, ‘The compound B is [AIEEE 2008] (@) CH,CH,CHO (®) cH,COCH, (©) CH,CH,COCH, (@ HCHO The hydrocarbon which can react with sodium in liquid ammonia is IAIEEE 2008} (@ CHjCH)CH;C = CCH,CH;CH, (®) CHCH)C = CH ‘ (© CHjCH=CHCH, (@ CH3CH,C=CCH,CH, The treatment of CH,MgX with CHC = C-H produces IATEEE 2008), (@®) CH;-CH=CH, (&) CH;C=C-CH, HH © cHy-C=¢-cH, @ Hy 26. One mole of symmetrical alkene on ozonolysis gives two ‘moles of an aldehyde having a molecular mass of 44 u, The alkene is [AIEEE 2010] (@) propene (©) L-butene (©) 2-butene @ ethene Ozonolysis of an organic compound ‘A’ produces acetone and propionaldhyde in equimolar mixture. Identify'A' from the following compounds: (AIEEE 2011) 2. (©) 2~Methyl-2— pentene (@ 2~Methyl-1—pentene 28. The non aromatic compound among the following is [AIEEE 2011R5} oL\ O 8 29. 2-Hexyne gives trans-2-Hexene on treatment with: (@® PuH, (©) Li/NH, [AIEEE 2012) © PaBaso, @ Lal, Cyclohexene on ozonolysis followed by reaction with zine ust and water gives compound E. Compound E on further {treatment with aqueous KOH yields compound F. Compound F is UITSEE 2007) 30. @ Dare ® ave CO, © coon © CO;H The synthesis of 3-octyne is achieved by adding a bromoalkane into a mixture of sodium amide and an alkyne, ‘The bromoalkane and alkyne respectively are —— ae OUFSEE 2010) (@ BICH,CH,CH,CH,CH, and CH,CH,C=CH (b) BrCH,CH,CH, and CH,CH,CH,C=CH (©) BrCH,CH,CH,CH,CH, and CH,C=CH {@)BICH,CH,CH,CH, and CH,CH,C=CH 32. The bond energy (in keal mot) of a C-C single bond is i [ITE 2010) @ 1 © 0 © 1 @ 1000 ‘The number of optically active products obtained from the ‘complete ozonolysis of the given compound is : DITYEE 2012) a. 33. cH, H "CH= CH— C—CH= CH—C—cH=cH—cH, a cu, @ 0 @1 @2 @4 |_Exercise-4 | Applied MCQs 1. Toprepare a pure sample of n-hexane using sodium metal as. fone reactant, the other reactant will be (@) Ethyl chloride and n-butyl chloride (©) Methyl bromide and n-pentyl bromide (© n-Propyl bromide @ Ethyl bromide and n-butyl bromide 2. Indicate the expected structure of the organic product when, ethyl magnesium bromide is treated with heavy water (D,0) @ CHLCH, © CHD (© Sodium benzoate @ GHD 3. (CH,),CMgC! on reaction with D,0 produces @ (Ci),cD (®) (CH,),CoD © @,@ ® (@p,Cop 4. ‘The reagent used for the conversion, * CH3CH,COOH ~> CH;CHCH; is @) LAI, (®) Soda-time (© Red P and concentrated HI @ Zn-Hglcone. HCI S- Analkane CoH, is produced by the reaction of lithium di(- pentyl) cuprate with ethyl bromide, The structural formule of the product is (@) 3-ethylpentane () 2-ethyt; (©) 3-methythexane ae (@) 2-methythexane 6. When ethyl alcohol is heated with cone. H,80, at 443 K, cthylene is formed by (@) intramolecular hydration (©) intermolecular hydration (© intermolecular dehydration © intaamolecular 7. Electrolysis of cold concentrated fon'et Potassium succinate yields rated aqueous solution o} oa ©) thyme © ethene ‘ 1 8 When CH,CH,CHCY, is treaty tne: 2a! ion @ CHs-CH=CHy Hy _-cecH cl © cuore @ cmc 1 ibromopropane on treatment with X moles of NaNH, * flowed by teaiment with ey! bromide give peng ‘he value of X is @2 @4 cq SO, ,_ MOH 5 Sourtine 8 the product C is @) CaLOH © Cu, (0 C.COONa (© CHONa y, Reactivity of hydrogen atoms attached to different carbon stoms in alkanes has the order (@ Tertiary > Primary> Secondary (@ Primary > Secondary > Tertiary (©) Tertiary > Secondary > Primary (@ Both (a) and (b) ib Inthe fee radical chlorination of methane, the chain initiating step involves the formation o| (9 choco sour ¢ ALD) hydrogen clorde (©) methyl radical @ chloromethyl radical 1. Consider the following reaction, HjC-CH- CH -~CH +Br'x+HBr bby Dd 3 Identify the structure of the major product ‘X” —@ CH -cH- cH -Gn, () CHy-cH-¢-cHy [ D = CH; b ¢ D CH, © CHy- CH=CH; @ CHy-CH-CH-CHy b du, Hs ‘A hydrocarbon with molecular formula C,Hy, gives only one monochloro derivative. The hydrocarbon is (@ n-Octane (©) 2-Methylheptane (© 2,2,4-Trimethylpentane () 23,3,3-Tetramethylbutane Which of the following compounds has the lowest boiling Point ? © cH.cH,cH,cH,cH, (©) CH,CH=CHCH,CH, ; © CH,CH~CH-CH=CH, @ cHcH,cH,cH, t ‘Among the following alkenes : l-butene(I), cis-2-butene(II), ‘Tans-2-butene(II1), the decreasing order of stability is | © tomer @) M>I>1 © I>n>m @ I>Im 1” 18. 19. 2. 23. 24. 25, a Which ofthe following alkenes will react fastest with Ha under catalytic hydrogenation conditions ? Ree RF o >< © cup, Such products tre posible 31, HC How many structures of F are possible ? (2 © 5 © 6 @ 3 32. When CH, = CH - COOH is reduced with LiAIH,, the compound obtained will be (@) CH,-CH,COOH (&) CH,-CH-CH,OH (© CH,-CH,CH,OH (4) CH,-CH,-CHO 33. Ethyne can be oxidised to oxalic acid by using (@) chromic acid () alkaline KMnO, (©) hypochlorous acid (@) Any of these 38. 36. 38. 39. 4. 42. rmethylpropene is heated with acetyl chloride inthe presence of anhydrous ZnCl, ? fe (®) CH;-C-C=CH, (6) CH3~¢-C-CHy Hy Hy CH; a 1 © CH ~G-CH,COCH, (€) CH ~C-CHy~COCH, a CH, Ph-C=CCH, HEH 44 Ais © Boas © re 9 Yon © Mme Excess of CH,COOH is reacted with CH = CH in presence of Hg, the product is (@ CH3CH(OOCCH) CH, =CH(OCOCH,) © (CH,COO)CH ~CH,(OOCCH,) (@ None of these . When acetylene reacts with arsenic trichloride in the presence of anhydrous aluminium chloride it produces (@ B-Chlorovinyldichloroarsine () Lewisite (© Nitrobenzene (@) Both (a) and (b) Which one of the following compounds will react with methylmagnesium iodide ? © CHCHCLCHCH, — () cHCHRCH-CH-CH, (© CHyC=CCH;CHy — (@) CH,CH)CH,C=CH Propyne on polymerization gives (@) mesitylene (b) benzene (© ethylbenzene @ propylbenzene |-Butyne reacts with cold alkaline KMnO, to produce (@) CH,CH,COoH () CRLCHRCH,cooH (© CH,CH,CooH+co, (@ CH,CH,COOH+HCOOH ‘Two gases, P and Q decolourise aqueous bromine but on one ofthe gives a white precipitate with aquaoursaeeanecd silver nitrate solution. P and Q are likely be (a) ethane and ethyne () But-1-yne and but-2- (©) eae ad but2ype (0) etme sad pone The compound X (C,H, reacts with ammonical AgNO, © give a white precipitate, and on oxidation with hat Tkalte KiMn0, gives the acid, (CH), CHCOOH, Therefore Xis (@ CHy=CHCH=CHCH, (0) CH3(CH),C=CH © (CHynCH-CacH @ (CHy,cac=cH, the compound which can reac react wi # fpdontreatment withalk. KMnO, gives eae BHI $2, fp CHyCHyCH—Cac—cys COOH 0) (CHy)2CHCH ~C acy (9 (CHy)sC-C=CH (@ (CHs)sC-C=C-CH, (@) Chlorobenzene (©) o-Dichlorobenzene @ mDichlorobenzene (4) p-Dichlorobensane {6 The function of AICI, in the Friedel-Crafts reaction is ( toabsorb water ©) to absorb HCI © toproduce electrophile (4) to produce nucleophile 1k Which one of the following will undergo metasubsttution M a moooctlorinsion ? (@) Bthoxybenzene ©) Chlorobenzene (9 Ethyl benzoate @ Phenol (1, Which ofthe following deactivates benzene towards further substitution reaction ? () -NHR (0) —OH (©) —COOR @ —OR i Which of the following will have fastest rate of reaction with Br/FeBr, NO, © Oo OCH, Rosmre |b. The order of activity ofthe various o- and p-direetors is | @ -0->-0f> -0C0CH,>-COCH, |) -OH>-0->-OCOCH, >-COCH, ; © “oH1> -0- > -COCH,>-OCOCH, | @ -0->-cocH,>-0cocH,>-O# |® eat the correct order of reactivity i in sexo if the ae compounds ‘Substitution reactions of | eat | 1o2>3>4 weer! jy, © 2>t>3e4 oe *-Butylbenzene on oxidatio” “ano cid ) benzoic acid (o)benzaldebe ©) benzyl alcohol 54. 55. ——SSa oe wee © wo organic compounds A and B bth cotiig only ‘same percentage composition by weight : ‘C= (12/13) x 100%, H= (1/13) * 100% A decolourises bromine water but B does not. A and B reps a (®) CH, and C,H, (b) CH,and C,H, (©) GHy and CH, (@ CH, and CH, What ste caret rode of esion? ele CH “Ch LBH,THF , » 2. H202, OF Ci, OX OH ou CH; © Cfo © CE H Choose the correct alkyne and reagents forthe preparation “CY oO @ or. 14804150, H,0 . : © Oo”. Hg8O4, HzS04, H30 WY © OS™, 20, Of the three isomeric C3Hy hydrocarbons shown below how many can exist with all carbon and hydrogen nuclei located in a single plane CH, HyC=C=CH, Il Sc, HyC-C=CH cH ) 1 @3 @o Oe 56. ‘Which sets of reagents would give the correct product ? ‘59, The product of the following reaction eat AA x" Diethyl the i (@ Hg -C-CF), (&) Hg(OAC), in THF/H,0 , NaBH, @ © (© BH, NaOH/H,0, © BH, H,0,/0H", NaH, CH31 © © O 57. For the synthesis of the following compound : oe 60, ‘The major product ofthe following reaction CHy Cro Hyc-cacn —cuamest, SZ, ter 1,0 CH,OH Hs HO. CH,CH3 Ts ‘Which method is best ? CS OY i i: @ ©) CH, onc i HO. _¢ i NBS, CCly(bea), _ NOH zo . CBs) ee ene © ® cH, 2 61. ‘The major product obtained in the following reaction Method: ° : hy au, = Bp/FeBy_, _Mg/etiane , (i) HC =O ° (i) #30" oOo CH ° (@® Method I pias 0 > (©) Both (1) and (I) are equally good (© Neither) nor (0) ‘58, The reaction of cis-2-butene with CHI, and Za(Ct) ©) w= sive cis-1, -dimethyl cyclopropane is (©) stereospecific reaction ° (0) enantiospecific reaction ee @ @ regioselective reaction Br ‘The unsaturated hydrocarbon ene mole each of formaldehyde, youl (CH; CO.CHO) @ CH -CH=C(CH3)- cH, 'H- CH, ~CH= cH, (9 Cy =CH-C(CH)~cH- cH, @ (CH3)2C = |g, Which ofthe following is not the mechani chlorination of methane by Cl, /hy? h on a seed 8 gives and methy! istic step during @ Ch > 2C1 @ A+ CH, > CH, + HCI ©.Cl+ CH, > CHCl 4 A @ + CH; > cHACI A. Which is correct for the following changes ? Me x H-7- OH A—%+ B —Bacvers reagent, H-7- OH Me (© XisLindlar Catalyst, B is Cis-2-butene (®) Ais 2-butyne, X is Na-liq. NH3 (© Bis trans-2-butene, X is Na-liq. NH3 @ Ais 2-butene, X is SeO2 1 DN nay, + (excess) of Bt MgBr + ? © I molof Ethane (&) 3molofethane © ECeCCH,CH,NHE! (4) 4 mole of ethane IK. Addition of Br, to alkene proceeds by the intermediate formation of © carbonium ion © carbaniumion ‘ (© bridged (non classical) carbonium ion © Allof these * lathe following change, x Se. Pd +2>cH- CHS devs te The X, exadi (9) eycahenene © ele © cyclogexatriene Os Ry a igi, RCH CHS = CH, Bt. OH The race seduction ( Bicitmaion © Caron Cataivtic reduction : a «I - Bromination of ethyl benzene in presence of light gives Cos ; “oY CoHs Br 0 Br I CH-CH, © cr @ Both(s) and) 70. Pair of enantiomers of 1, 2-dimethyleyclopentane having EQ EP ep H CH CHH CH, CH, oO ay (i) cae? oe (©) Mandl @ Ltandm 71. Which of the following is correct @ —Sefis000H_, Os H oO OD H H H H 5 0 onc @ue, Or, Ont i i ) —*E+ 0-C - (CH); -C- @ i (C2); -C-0 # i HgS04/H)804 12, 1-Pentyne BR, THF, H,0;,0H~ * X and Y can be distinguished by + (@) silver-mitror test ©) iodoform test (© Both(e)and(b) @ Neither (a) nor (0) Ba 73. Which of the following change is correct © Deac< RAO, See wet CH,COOH OH On cay = @) DCH —tAirC00rg > >c=c< cai ae c< Ht (©) Both (a) and (b) one conect (@) Neither (a) nor (6) 74. Choose the correct among the following H H se H 'S - trans (transoid), less stable wo Ry Ot H >< iH 'S - cis (cisoid), more stable (©) S-refers to geomectrical isomerism with Tespect to single bond. @) Allare correct 75. Choose the correct product of the following reaction ° oy oon ao cr —_—<"—___,; cH, @ HO cH; oH i @ CH =) ‘OH CH fon H cH cH, ow #-cH, £1 ou CH 76, PhCH, onreaction with Cl, /hv followed by Na/ether wil give ° @ Don, -c8, L_Y 77. Inthe following changes which is correct. A BSESL 5 p —HCOOOH peyéhroracemic (©) Ais 2-bexyne and R is Ne-liquid NH (©) Aiis3-hexyne and R is H~Lindlar (© Bis 2-hexene and R is H—Lindlar (@ Ais 3-hexyne and Ris Hy (Ni Oo w neonate a with Me,CuLito give B, What are A and B ? Oo Oo “OR Me MeMe Me OMgl Me Me omgi 9 29 Me OMgl Me OLi © @ a Me Me a Fee a Liquefied petroleum gas. ‘+ jmixture of ethane, propane and butane is formed. Acetylene, due to greater electronegativity of the sp- hybridized carbon. 14. No, because the difference of energy between these two conformations is very small. {5 bevause two CI's in it have equal and opposite bond is. moment Ig. CHy-C#C~ CH +NaNH,—+ No reaction City #CHNANT, —» CH, 0H, C= Dae ead wd dais ubeeaterctbeias, Sate REL is Gi) OH oH on 9 Renee oe ‘Buanone _Ethanoic aid Lev @ 1 @ 2 © % © @2 25. he) he sglyoerides of higher fatty (© Vegetable oil is « mixture of tielyeen re int than al the other 1 fy Pewvicum ether has lower oiling point hana on ile diesel has 4 Gasctoe tas the lowes baiting point Wi fee ne high octane @ Highly branched chain parafins have PN umber a __Hints & Selutions _ & @ 1. @ 2@ 2B. 14. 0) 15. @ 19. @) 20. (®) 21.@ 2.0, 23. 24.0), 25. ©) 26. (®) 29.0) 30. ©) 31. @) 32.0 3. @) 36. @ 31.0, 38.) oe 7-8 gv re % @ 10.0 Longer the straight chain alkane, lower is the oclane number. Thus, n-hexadecane has even lower octane ‘number than n-heptane 2,2,-Trimethyipentane is, the ash hydrocarbon among the four given opti ryetnd hydrocarbons (a mixture of relaively higher hydrocarbons) is converted into gaseous hydrocarbons (amixture of lower hydrocarbons) by strong heating, this process is known as cracking ‘Since the fuel mixture contains 70% isooctane, ‘number is 70 16. @) 17. @ 18. © CCH, has only one carbon atom, hence it can’t be prepared ‘by Wurtz reaction, which involves two molecules of alkyl halide branched its octane Other three methods can be used for the preparation of hydrocarbons having at least 2 carbon atoms Dehydrohalogenation of an alkyl halide gives an alkene 27. (@) @) ‘The amount of alcohol absorbed depends upon the surface area of ALO, Heptan-4-ol has similar alkyl group on both ends of the carbon atom bearing -OH group, hence dehydration of alcohol will form only one alkene, not a mixture of two alkenes oH (CH,CH,CH,CH CH,CH,CH; 5 Heptaa—4-ol| us CHCH,CH = CHCH,CH,CHs Hept-d-ce crcusrcusicu, 2/849, cH,c1 = CHCH, ‘Since two bromine atoms are lost from different carbon atom, the reaction is known as B-elimination. 4 @ 35. @ CaCz +2D,0 + CD, +Ca(OD)2 HC =CNa+XR @HC=CR ‘Since the atom or group attached to two acetylenic carbon, atoms are different, the alkyne formed is sim oo dit (higher alkyne) is 39. @) .@). 4. @ (Ro, 42. (a) Recall that first four alkanes are gaseous in nature at Toom temperature. 43. (@) Among isomeric alkanes, boiling point decreases with increase in branching 1s 2 30 a-Butane, CH; CH, CH; CH has two different hydrogen atoms, marked by 1 and 2. 4%. 47.0 The heat of hydrogenation of an alkene depends upon its stability. Higher the stability, lower the heat of hydrogenation. Since CH,=CH, has no substituent, it is the least stable alkene and hence has the highest heat of| 44.0) 45. (0) 48. (@) hydrogenation 9.@) 50.) 51. 52. ©) 53. (@) All are examples of electrophilic addition reactions and involve the formation of stable carbocation leading to the formation of addition product according to Markovnikov’s rule 54. @) ‘55. (©) (See Anti Markovnikov's: rule) 56. (@) Markovnikov's rule is applicable only to unsymmetrical ‘kenes, which is option (a) here ‘57. (0) Symmetrical alkenes (option 5) give similar products ‘whether the addition is according to Markovnikov’s rule ‘or according to peroxide effect. 58. @ Addition of HBr on alkenes is an electrophilic reaction, hence more the number of electron-releasing groups on the double bond easier will be the addition 59. (a) The intermediate 2° carbocation shows resonance cH, crc chy Pfc -cH=cH, © cHiBr-cH =cH-Gn, | —®. cH,Br~CH =CH-CH,Br 14 Dibromo~2-butene 60. (©) Insuch questions, break the molecule at double bond by ‘adding oxygen atom at each doubly bonded carbon cy, , I =C- 2, CH,0 +0=C - CHCH; Cane OS ema | t Hy CH; CH 23-Dimetyl-1-butene 3+-Mety=2-butanooe 61. (©) (62. (@) In such questions follow the following points: (i) write down the structure of the given carbonyl compound(s), i) remove oxygen atoms of the two carbonyl compounds, (iii) join the two carbon atoms ofthe two carbonyl groups to each other to get the structure of the parent alkene CHsCHE =O+0=C-CHy «— CH,CH,C=C~CH, i an) b H CH Cc ee 6.) Hhde-or0-eC 64. (@) 65. @ 09. @) 70.) 71. @) nO B.@ 4. @ 78. @ 80. (@) 81. @ 82.0) 83. (0) 4. @ 5. @ 86. (0) CH MSc. 8, 07° “Saaca, 22-Dineiy 2 pete Since the ozonolysis product, 2-methyl-3-pentanone, ‘contains only six carbon atoms, while the alkene has seven cearbon atoms, the other ozonolysis product should be CH,O, the only carbonyl compound having one carbon atom. Hence, the structure of the alkene C,H, can be established as below CH; CH.CH, I CH; -CH-C =0+0=CH 2-Mtty!-Spentnone Hs cH.cH RY +AlCly Electrophile bed n@ % (a) Since the major product (>60%) is a m-isomer, the group “deen pedireet sg ok effet; bowerert y on due to #R effect; bo . isdecraing Foeip tong _ effect of C (difference fom other o-, p-directing groups which are activating). The net result is that chlorobenzene undergoes O~ P- substitution, but with difficulty ma NO; oe ‘Benzene ‘Nitrobenzene Benzoie cid No pups prseat Desc 0? CH; Tobie Aecing en Pret ~~ m 101. (c) Phenol as well as toluene have: electron-releasing gFOUPS: however -OH group, in phenol, is more electron-releasing (due to +R effect than the -CH, group in toluene, 80 phenol is more easily attacked by an electrophile. 1029 :6cH, NO, lewronslensing «No group—_—Eleeuonwithdwwing ‘woup preset I peseat ‘aup present 103.(@) a No, cH, © © © ecronwitlving ae evo. ‘oer pre ening cH, @ ‘Tro elector leasing group, hence ‘ort eave toward sulpbonton| 104, (a) Mesitylene(1,3,5-trimethylbenzene) has three electron- releasing (-CH,) groups, while m-xylene, toluene and ‘benzene haye 2,1 and 0 electron-releasing (-CH,) groups 108.0) 106. (€) 107.(b) CH~ CH, ~ CH = CH, + By —> Br I CH,-CH; - CH= CHBr Racemie mixture. 108. (b) Always remember cis 2-butene + Bry -> Racemic 2, 3- Meso 2, 3- dibromobutane. 109. @) The given reaction is Diel's Alder reaction 110.(a) More is the stability, lower is the heat of combustion (See Baeyer’ strain theory). Cyclohexane is more stable. 111.(@) Only I-Allynes form alkynides - 112. (©) K salt of succinic acid or its derivatives give alkenes by Kolbe's electrolytic method, 1. (©) This reaction occurs according to Markowmikofl's rule ‘which states that when an unsymmetrical alkene undergo hydrohalogenation, the negative part goes to that ‘C-atom which contain lesserno, of H-atom, CH, -CH; -C = CH+HCI —> CH; -CH, af =CH, 1 I —t cny-cH,- §-cHy a 2 @ HYC—¢-cH—cn, cH, Eeeieov on a Be ag] JScw 4 a i Il EP cmy-C-cH, + oH,-C-n AOL ecto ecalshyde ifdouble and triple bonds are at equidistance from: side, the preference is given to double bond, ©) During cracking higher hydrocarbons (liquid) are Converted to lower gaseous hydrocarbons, S. @ CH CH,Br+Mg "> CyH,CHMgBr (in ether as solution) Calista] Me Br 5 cau scH, + MgB(OH) tiple bond is considered as the principal group. CH~CH=CH-C=CH eas aed 4 each other, If both the double and triple bonds are present, the compound is regarded as derivative of alkyne, Further (©) When both double and triple bonds are present, then ©) The bulky methyl groups are at maximum distance from (2) Due to hydrogen bonding between the (wo OH groups, ‘gauche conformation of ethylene glycol (a) isthe most stable conformation. + Correct choice : (a) i o aoe ea as, 1H Pe bi CH;—C=CH—CH, + CH, —CH—CH~=cH, 2 methyl 3 methyl butene-2 butene-1 (20%) (80%) @) (a) In this ease dehydration is governed by Saytezeff’s rule According to which hydrogen is preferentially eliminated from the carbon atom with fewer number of hydrogen atoms i.e. poor becomes poorer. Thus, 2 methyl butene-2 is the ‘major product. Hy cH, —becn— dk (a) oh ‘in absence ot per fs (CH, —CH—CH— cH + cH, —t— ch, -ch or Br Aira (Majer) This reaction is governed by kof iver Markownikof?’ rule according cH, cH—c—CH= cH, 0 I CH hy | 1 emai iting CH, cH, ® ChFC cut cc, cH, ‘outson ‘soveas HC OH Ainor) CH acne pM CH=CH Gly aia . Le CHOH CHecH_+HOCI, |] CHC! cHo +Hoq [CHOH2] 1,0 . toe ed CHCl, dic ' teneopentane al the H atoms are sme (1 ts oF CH ee A 14. (&) Butene - 1 #274» Butane 15. Bpt, follows the order errors Alkane (Staightchin)> Akanes (branched chain) of comparable molecular ‘weights. i 16. (9 CH -CH-CHyCHy BY CHy-G-CHCHs Ease of replacement of H-atom 3°>2°> 1°, 17. (@ CH; —CH=CH, +H,0 M8014 CH, ~CH- CH oH 2 seohol cH cH 1 CHy- = CH, + H,0 88% 5 cH, -C-CH, HH 23" slobal Addition follows Markownikof?’s rule. 18. @) Chiral conformation will not have plane of symmetry. Since ‘twist boat does not have plane of symmetry itis chiral. 2 19. @) When alkylbenzene are oxidised with alkaline KMn0 y (rongoxiising agen) the entre alky group is oxide to~-COOH group regardless of length of side chain, cx, coon i} (0) Kao OF o) siyicaee Dee etd 20. (&) The reaction follows Markownikov’s rule which states that when unsymmetrical reagent adds across unsymmetrical double or triple bond the negative part ‘Adds to carbon atom having lesser number of hydrogen atoms. CH; -~C=CH+HBr > cH,-C=cH, #8, be Br ony ~CH, be 2, 2-dibromopropane 21. @ FeCl, is Lewis acid. In presence of FeCl, o- and ‘p-chlorotoluene is formed. CH Cio oH oO +c), BS, + Time ocharoiene q lao ouene CH; 22. (@) Toluene ( () ) contains ~CH, group which is © p- directing group so on nitration of toluene the NO, group will occupy o, p- positions. CH, oH oa Ce) (aN03+ 4,50) On aoe + Xo, ‘on reduction with Sn/HCl they will form corresponding auilines in which -NO, group ‘changes to -NH,, The ‘anilines when diazotized and then treated with CuBr forms o-, p- bromotoluenes, 23. @ Completing the sequence of given reactions, (CH; -CH =CH-CH, 2, 0. cue = Youu, 20h, Db n (ozonide) 2CH;CHO+H,0+Zn0 = ‘Thus ‘B’ is CH,CHO Hence (d) is correct answer, 24, (&) Alkynes having terminal—C = H react with Na in liquid ‘ammonia to yield H, gas. CH,CH,C = CH can react with Na in liquid NH, so the correct answer is (b) Nei CHsCH,C= CH > CHsCH,C = €-Na* + S4H3(8) 25. @ Writing the reaction we get (CH3MgX +CH3 -C =C-H—> CH; ~C =CMgX +CHy(g) ‘So we find that CH, is produced in this reaction. 26. (©) The given molecular forrmula suggests thatthe aldehyde formed will be acetaldehyde hence the alkene will be CHCH=CHCH, 2-butene H 2 HC b —2alHh0_, 2CH,CHO 27. (© From the products formed it is clear thatthe compound has 5 carbon atoms with a double bond and methyl ‘group on 24 carbon atom. CHy I CH -C=CH-CH, -CH, —22/2120 (@-Methyl-2-pentene) a CH 9° L u CH; -C=0+CH, ~cH, -¢ Accone —— Propinatyde nm 28. @ C—> sp} Carbon Cyclopentadiene is non aromatic, as it has sp? carbon inthe ring. ©) Anti addition of hydrogen atoms to the triple tond Cecurs when alkynes are reduced with sodium (ot lithium) metal in ammonia, ethylamine, or alcohol at low temperature, This reaction called, a dissolving ‘metal reduction, produces an (E)- or trans-alkene. Sodium in liq. NH, is used as a source of electrons in the reduction of an alkyne to trans alkene. CH, —CH,—CH,— cmc—cn, 2 Hexyne a Face HA ea. a H7 New, see 29. cee 9 B ORs ‘CHO & w so 2H,0/Za a 9% (© CH BrCHBrCH, —2*N*NH2_, — Pentyne 1) CaHsBe (No, of C stome-$) The reaction can be summed up as below = os CHO aldol condensation SO cuprcuprc, 22 5cH » oc, Mas ae 4. @ Only (4) can form 3-Octyne NaC CCH, BCH 5 cH,CHC = CCH; CH/CH,C= CHM ScHsCHC we-ngt eine 10. 6) —awEH_CHcHyB | MN. (@) Reactivity of H-stoms depends upon the stability of free Ou radicals (3°>2*> 1°) produced by them CACH:C= CCHCH,CHACH,+NABr yoy ccs chee (chain: Corie” Chern sms a rine 2 @ C-Chond energy =348 ki/mol — —-. step) = 82.85 kcal/mol ~ 100 kcal/mol. 13. (&) Since Br is less reactive but more selective, therefore the ‘most stable 3° free radical willbe the major product 14, @ Since the hydrocarbon C,H), gives only one ‘monochloroderivative, its all 18 hydrogen atoms are equivalent, which is possible only in case of 2,2,3,3- tetramethylbutane CH Hs CHy-C -C -CHy Hy Cy 15. @ Option (6) has the lowest number of carbon atoms 16. @) 17. (a) See the order of stability of substituted alkenes. Lesser the stability more is the reactivity. 18. @) 19. (@) Reaction of chlorine on ethene isan electrophilic addition ; and involves the formation of carbocation which is (chi CH,CICH$ which may be attacked by CI (from Cl,) or 2 Br (from KBB) forming CICH,CH,Cl and CICH,CH,Br « respectively L@ Caller DOD Ca#EDSMEBMOD’ 28 Sameer a Ms 21.) Peroxide effect (where free-radicals are formed) is Le cH, + DOD +> (CH3)3@P #1 8 Ctncmect observed only in addition of HBr ; addition of HCl is an ionie reaction and thus CH*CHCH, (2° carbocation) is formed as an intermediate. . (@) The reaction of HCI with carbon radical in ease of HCI, Le eta case mcnah— 7 (© TD vilionofiodive racial» double bad i exe of Hi are endothermic steps Lithium €i-penty curate 123. (@) Same as above CHC, é (CH, = CHa < RCH=CHR CH;CH,COCH, CH; i ; 27. (@ CH3CH=C -CH=CH, SariggCtaCHO+ = o=€-crosc0 (© Since the alkene on ozonolysis gives a single compound, having two aldehydic groups, it must be cyctic oei—et - Ol (Cyclohenene (@) 8gBr, react with 2.8g of alkene 80g Br, react with 28g alkene ‘Thus the molecular wt. of alkene is 28 which indicates CH, 30. @) 3. @ 320 33. ) 34. (©) CH,Coci+ zaci, ~[e ~Enberc%-cu0 fz of on Te : * ca,-C L0H, + CH,CO—> CH,- (CH)C-CH,COCH, 35. @) 36. (@) CH= CH—SECOOH cH, = CHOCOCH, —SERSOOH _, cHyCH(OCOCH;), 37.8 BO 9 OH OH 40.) CH3CH)C = CH") CH3CH,C - C -H 4 bu bu + CH;CH,COcHO —*#8°"_,cH,CH,COOH+CO, 41, () Since both gases decolourise KMnO, solution, both must be unsaturated, i. alkene or alkyne ( option b or d). However, only one of them gives a white precipitate with ‘ammonical AgNO, solution, it most be terminal alkyne and thus th other shouldbe either anon-terminal alkyne ‘pran alkene. The datas coincide with the option b 2.0 8.0 4.@ 45.0) 4.0 47.0) 8@ 9.) v Since the compound X(C,H,) reacts with ammonical ‘AgNO, to give a white precipitate, it must be a terminal alkyne, ic. it should have ~C = CH grouping. Further, since X gives (CH, ), HCOOH on oxidation, X must have (CHy)CHC = C- group. Thus the compound X is (CH) CHC = CH ‘Similar to that of above question atk 04 + (CHls)sC-COOH E=—{CHs)sC-C act testinal”, (cH) )C-CucAg (ite pp) -Dichlorobenzene, being symmetrical, its closely in the crystal lattice and hence will have the highest melting point O O a Bthorybemzene _CMorobenzene Phenol —— ep directing CO0CH, lhl benzoate micctiog Due to strong -R effect, -COOR is deactivating group, ‘while all others are activating groups, Recall that all m- directing groups are deactivating groups Electron. withdrawing group teers a pernciwme NOE lectin vor ciel cctoe whe apt No, Song fectoat witht op #In C,H,Cl, Cl exerts electron-reteasing effect due to “effect but simultaneously it also exerts -Teffect, the result is thatthe molecule is deactivated due to—t effect rrundergoes o, p-substitution due to powerful+R effet #0 4) Determine the empirical formula ofthe two compounds 12 1 san (Fain) as:na 283,12297:17= 21 -. The empirical formula of the two compounds is CH. ‘Thus the molecular formula of Aand B will be the simple uiple of CH, i.e. CyHy» CyHy» CyHy CoH ote: Thus options (c) and (d) are discarded. Further since A decolourises bromine water and B does not, A and B should be C,H, (acetylene) and CoH, (benzene) respectively. S@ ‘Thereacton is hydroboration which i addition of H0 Makownikoffs's rule Z Crh of C atoms is sp* but H-atom lie in a in Hc = C= CH? hybridisation and sp. The molecule is monoplane? CHACL+ His not mechanistic step. 4. (@ Only Lindlar's catalyst converts alkyne to alkene (cis addition) and alkenes with Bacyer’s reagent give cis slycols. @ HC=C-CH, -CH NH) it contains three active ‘hydrogen atoms (one attached to sp hybridised C-tom ‘and two attached to N). Hence Et MgBr will give three moles of CzH,. Bre TON. 66. (©) CH; = CH + Bry + CH) — CH, (67. @) Two moles of alkene is reduced thus X must be O—S- which give 4H atoms needed for alkene. (6. (s) ‘The given reaction is Birch reduction. ®. (@) Bromination in presence of light leads to side chain substitution. For nuclear substitution we require halogen cartier. 70, @®) I and II bear mirror image relationship, hence are ‘enantiomers. ‘71. (a) Peracids give epoxides (alkene oxide) with alkene. In (b), (©), and (4) the products are wrong. ° 1 72, (©) In the reactions X is CH; - CH - CH, ~C- CH, and Y is CHyCH,CH,CH,CHO X will give +ve iodoform test and Y will give +ve Silver mirror test. 73. (©) Both (a) and (b) are correct. Wet CH;COOH gives cis addition and dry CHjCOOH gives trans addition products, 74, (¢) Trans is more stable, cis is less stable. Hence only (c) is correct. 7S. (e) Peracids gives trans hydroxylated products with alkenes.76.(d) Side chain substitution followed by ‘Wurtz reaction Teva cee tsa 6 nn 17. (®) CH; -CmC- CH, - CH, CH, —N*/tauidNt_,

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