Ua »»> DIRECTIONS: This sexton contains miliple choice qesions Each question has fourcotces fa), (),(c) and (dour of whick ‘only one ie cornet. 1. Kopropyl alcohol is obtained by veaeting which of the following alkenes with concentrated 1,$0, followed by’ boiling with HO? : (@) Ethylene ()_ Propylene (©) 2-Methylpropene —(@)_Iseprene Which statement is not correct about alcohol? (@) Molecular weight ofalenhol is higher than water ©) Alcohol of ess no. ofearbon atoms is less soluble in \Woter than aleohol ofmore no. of earbon atoms (©) Alcohol evaporates quickly (@)_Allofthe above 3. Which ofthe following isnot true in case of reaction with heated copper at 300°C? (@) Phenol —» Benzylsleohol (). Secondary aleohol —+ Ketone (©) Primary alcohol —> Aldehyde (@) Teriaryaleohol + Olelin 4. When phenols treated with excess bromine water it gives (@) m-bromophenol——(b)_o-and p-bromaphenol (©) 24-ibromophenol (@)_ 2,4, G-ribromephenol Shof the following statements are cozrect ? @ In phenols, the —OH group is attached to sp* hybridised carbon of an aromatic ting G_ The earbon —oxypen bond length (136 pm) in pheno! isslightly more than that inmethanol Partial double bond characters de tothe conjugation ‘ofunshared elecron par of oxygen with the aromatic sing Gv) Phenol has sp! hybridise state of earn to which exygen is atached @ Oana ©) @.G)andciy (© G@Gidandiv) @ @adiv) Propene, CH,CH = CH, can be coaverted into L-propanol by oxidation. Indicate Which set of reagents amongst the following is ideal to elect the above conversion? 10, 13, 4. Alcohols, Phenols and Ethers (@ KMn0 (alkaline) (b)_ Osminnteraoxide (050 /CHC (© B,Ll,and alk. 110, : @ Oye ] Which of the following cannot be made by using Wiliarson’ssynhesis? {@) Methoxybenzene (6). Benzyl p-nitrophenyl ether (©) Methyl tertiary buty ether @ Dietor-buty ether An ether ismore volatile than analechol havi molecular formula. This isdueto (@) dipolar character of ethers (6) alcohols having resonance structares (© imicr-molecular hydrogen bonding in ethers (@)_inier-molecular hyrogen bonding in alcohols ‘Which ofthe following has strongest hydrogen bonding? @) Etnylamine (Ethos! (©) Ethylaleoho! (@ Diethyl ether An aromatic ether is no cleaved by Hl even a 525 K. The @ CALC, ©) LOCH, © CHoc si, (@ Teeansdrofiran Which of the following compounds is resistant to nucleophilic atack by hyeroxyl ions? @) Methyl acetate (b)Acctonitrile (©) Acetamide (@ Diethylether How many aleohols with molecular formula C,H are chiral in nature? Ol Ol CF ws ‘What is the correct order of reactivity of alcohols in the following reaction? R—OH+HeL#2 5R C140 @ &) Pers © 3 @ 3>1°>2 The process of conver involves (@) addition reaction (b) substitution reaction (©) dehydrohalogenation (@) rearrangement reaction alkyl halides into aleobols15 16. 1. 18, 1. 20, a. 2. “Give IUPAC name ofthe compound given below: CHly CH cH — CH, —CHI—CH a on () 2ehloro-S-hydroxyhexane (b)_ 2-hydroxye5-chlorohexane (©) S-chlorohesan-2-01 (@) 2ehlorehexan-5-ol Phenol i ess acidic than score + (@) ethanol @)_ o-nitrophenol (©) ommethylphenol ——(@)_o-methoxyphenol Mark the correc order of decreasing acid strength of the following compounds. 09 QG,,G,, % Yon, (@ V>IV>I>D>I — @) I>IV>I>m>v (© WeVel=i>l — @ V>IVelt>n>t ‘Asrange the following compounds in increasing order of boiling point. ‘Propan - 1- ol, butan - 1 -ol, butan -2-ol, pentan 1 - ot (@) Propan-I-o, butan-2-ol, butan--ol, pontan-1-ol (6). Propan-I-o, butan-1-o), butan-2-01,pentan-I-o! (©) Peotan-I-ol, butan-2-0l, butan-1-ol, propan-1-ol ee eee ey Monochlorination of toluene in sunlight followed by hydrolysis with ag. NaOH yields (@) 0 cresol (@) m-eresol (©) 24-dihydroxytoluene (@)_ benzyl aleohol CH,CH,OFfean be converted into CH,CHOby. (@) catalytic hydrogenation (b) treatment with LiATH, (©) treatment with pyridinium chlorochromate (@) treatment with KMnO, ‘Which ofthe following compounds is aromatic alcohol? on CHOH cho on oO . CO ey @ ARGD ® AD @ BC @A TUPAC nan ofm-reslis (@ Samsthyiphenol —(@)Sshlorophenal (©) 3methoxyphenol ——-(@)_benzene-1,3-diol 2 26. 2. 28, 29, a TUPAC name ofthe compound CH; —CH — OCH, is I cH, (0) -methony-Imethylethane (b) 2-methoxy-2-metbylethane (6) 2-methexypropane (@)_isopropyimethyl ether Which of the following species ean aet as the strongest base? @ °OH ) POR, # QQ ‘NO, (a) CsHsOH (b) CcHsCH,OH (a) Benzylaleohol (b) Cyclohexanol (© Phenol (@)_ mechlorophenol © SOCGs HON CHOH CH,OH ae Oo @m a @ Ist ) WetIIWen ©) M>toIaVy (© bupwon @ bupIy Product ofthe reaction is: on HO @) o on rox ° © @ on ‘on Which is the best reagent to convert isopropyl aleohol to isopropyl bromide? cm or Gr on ca (@) Abe (©) SOB © By (© CHiNebr Which are not cleaved by HIO,? reser Te” st in 1 popedit met >perna @) LILULIV by) Li min thy Which ofthe esters shown, after reduction with LiAlH, sand aqueous workup, will Yield two molecules of only & singlealcohol?| (@) CU,CH,CO,CH,CH, @) C,lLCO,CH,CH, (© CHOO,GH, None ofthese For the following rection, selet the statement that best, ‘escrbes the change RCHOH + PCC [CUNI'CICHO, |46. a7. 48, 49, (@)_Thealeohol is oxidized to an acid, and the Cr(V) is reduced (©) Thealcobolis oxidized tom aldshyde, and the CHV) is reduced (©) The-leohol is reduce to an aldehyde, andthe CrCl) isenidized (@) Thealeaholis oxidized toa ketone, andthe Cr(VDis, reduced Which of the following reagents would carry out the following transformation? (D-H) Ot Ob Of (@ NeBDinCHOH —¢) LAI, then D,O (© NeBD,inCHOD —@)_LiAIDy then DO Inwhichofhe flowing group, ach member ves postive iodovorm test? {@)_ methanol, ethanol, propanone (©) ethanol, isopropanal, methanal, (©) ethanol, ethanalisoprapyl alcohol @ ee ropanol 2, prapanone OH EE (ay SES (ay BRE cy MENON So) Product (D)in above reaction is Qu on Ce © ® oul ou oH Hi ais oO + @® EAE. ore yle) es ote) Produet (A) ofthe above reaction is: Ht on NO; @ ®) NO; OH NOp O +O O {@)_itisa beter proton donor. (@) the phenyl group is an electron withdrawing group Dyinduction, which Saiz he anion fone in the 0s , (a) eal rate 3. Chose the best synthesis of phenyl n-propyl ether ou @ eee © ae Sam cus on © oe ou © ie Hye Which one ofthe fllowing substituent a para-position is mcs deri ice? @ -CH, @) -OCH,@ —CoCH, «-CaLoH7. ‘When phenol is reacted with CHCl, and NaOH followed bbyacidfication, salieyladehyde is obtained. Which ofthe following species are involved in the above mentioned se om ° ox H or © HCL @ i Which of the following compound can reaet with hyroxylamine? CG, Cr (@) b) on ©) @ Ta Phenol undergoes electrophilic substitution more easily than benzene because (@)_-OH group exhibits *M effet and hence inereases the elecron density on the o- and p-pesitions. (©) oxocation is more stable than the carbocation (©) both (a) and (b) (@)_-OFlgroup exhibits acidic character Which of the following s the corroct order ofthe acidity of the three compounds ? cucH, Gorn, ou HI oan, 1 i i @ uoue1 wut © Ibbm @ m>10 Give the best conditions fo this trnsrmation: oe ad~\, WY oct (@ CULONLIT(ead, heat (b) 10,11 (en), het (© Mgsher,CHOH”—(@) SOCI,,CH,OH. 8, 60, a. Ph—CH—CH—CH, —¥ 24 44) on Product (A) in above reaction is (©) PhCH, —CH—Ctt,. (inversion) one © meee te) on. © Ph—-CH.—-CH—CHiy, (racemic) oe @ PhocH=cH—cH, An organic compound of molecular formula C,H,,0 does ‘not react with sodium, With exoess of Hit gives ealy one ‘ype of alkyl halide. The compound is (@)_ Ethoxyethane (b) 2-Methoxypropane (© _1-Methoxypropane —(@)_1-Butanol Which yields isopropyl methy! ether with litle or no by products ? (@)(CH,),CHO-Na* +CH—> (©) CUs0-Naé +(CH1,),C—> (© (CHs),CHOH +CH;0H 2524 5 (@ Allorthese What is Xin the following reaction ? : ort oct cn, ¥c-an, 84 1,0-6- cry I | ony ctl @ CHOH,H,80, (6) CH,OH,CHjO- Na (© H,0/H,80, followed by CH,OH (@CH,MeBir/ether followed by HO" In Williamson symhesis of mixed etherhaving.a primary anda trtiaryalky group tertiary halideis used, then (@)_ Rate ofreaction willbe slow due to slow cleavageot «carbon halogen bond. (©) Alkene willbe dhemain produat (©. Simpleether wil form insead of mixedether (@) Expected mixed ether willbe formed All pheny eter can be prepared by heating: (@)_ C\H,Br+CH,= CH- CH, -ONa (©) CH,=CH-CH,-Br+ C,HLONa (©) CH, CH=CH-Br+ CH, -ONa (@) CH,=CH- Br=C,H,-CH, -ONa65, Which of the following reactions will not result in the formation of anisole? (@) Phenol + dimethyl sulphate in presence ofa base (6). Sodium phenoxide is treated with methyl iodide (©) Reaction of diazomethane with phenol (@_ Reaction of methylmagnesium iodide with phenol 66. ter%-Puty el ether can'the preparedby which reaction? (@) tert—Butanol-ethanol— > (0) tert-Buiyl bromide-+ sodium ethowide (©) Sodium rertbutoxide + ethyl bromide —> (4) Isobutene + ethanol — > were \—— Case/Passage-T Alcohols and phenols are the most important compounds used in our dailyife. Alcohols re prepared by hydration of alkenes, ermentation of glucose, reduction of aldehydes, ketones, carboxslicacid, andesters Alocholsare soluble in water Beiling, points inerease with the increase in molar mass and decrease with branching. Alcohols on dehydration give alkene at 443K, follow carbocation mechanism, Excess of alcobol at 413K on dehydration with cone. ISO, also follows the carbocation _mcchanism but gives diethy# ether, Alcohols undergo muceephilic substitution reactions, esterification with earboxplic acids, and derivatives like amides, acid halides, acid anhydride, Phenol is prepared from cumene, diazonium salts, anisole, and chlorobenzene. Phenol isusedto prepare salcylalehyde sale acid, aspirin, methyl salicylate, p-benzoquinone. Phenol undergoes electrophilic substitution reaction ato & p-positon cu, >» 67, The TUPAC name of CH,—CH-CH, -C-CH, is I on on (@) 1, Ledimethyl1,3-butanediol () 2-methy!-2,4.pentanediol (©) 4-methyl-2,4-pentanediol (@)_1,3,3trimethyel, 3-propanetiol 68, Acid catalyzed hydration of alkenes except ethene leads tothe formation of (@) primary alcaiol (©). secondary or tertiary aleohol (©) mixture ofprimary and secondary alectols (@)_mixtureof secondary and tertiary alcohols 69, Which of the following statements are correct? © Alcohols react as nucleophiles in the reactions involving cleavage of O-1I bond. Alcohols react as electrophiles in the reactions {involving cleavage of 0-H bond, i) Alcohols react as nucleophile in the reaction involving cleavage of C-O bond, (iv) Alcohols react as electrophiles in the reactions involving C-O bond. {@) Gonly (b) Gand (wy © andcin ® tienly 7 Genie te foving reset: ‘at nat bares X—andow ac? Y Ac MO 7 “The pros 2 (@ beazaldciyie ——_) enzieaia (©) benzene (@ toluene me AYER A jc rte CaseiPassage-II ‘The dehydration of phenols and alkylation of phenols by alcohols over thorium were studied at 400-500 °C and atmospheric pressure, Phenol and cresols, when dehycrated gave diaryl ethers as main products. With para-substituted phenols such as p-methoxy, p-r-butyl, p-ciloro, and ‘p-nitrophenol nother formation was noticed. All the reactions \were accompanied by a considerable amount of coke formation, Alkylation of phenols by alcohols eave a mixture of O- and (C-alkylated products under the same reaction conditions. (O.alkylation and C-alkylation are parallel reactions, DIRECTIONS : Fach ofthese questions contains anv assertion followed! by reason. Read them: carefully and answer the ‘question an the bass of following options. You have to select the one that best describes the nwo statements (@) fboth Assertion and Reason are correct and the Reason isa correct explanation of the Assertion (©) Lf both Assertion and Reason are correct but Reason is nota correct explanation ofthe Assertion (6) Ifthe Assertion is correct bat Reason i incerrect. (Q) Ifthe Assertion is imoorrect but the Reason is correc. “Assertion: Phenoxidcion ismorestable than alkoxide ion, Reason : The delocaisation of aegative charge in phenols makes them more stable 73, Assertion : Phenols do not react with metal carbonates ‘and metal hydrogen carbonates. ‘Reason : Motal carbonates and metal hydrogen carbonates arebasie in nature. ‘74, Assertion : Phenols when react direely with carboxylic ‘acids produce ester, Reason : Electron withdrawing groups inercases the acidic character of phenols. Assertion : p-Nitrophenol isles acidic than -nitrophenol, Reason : Phenol is a weaker aeid than earbonie acid16. 7. 7. m. Assertion : Value ofpka ishigher fr ethanol than pheno ‘Reason : Phenoxideion is more stable than alkoxide ie, CaserPassage-IIL ‘An efficient, aerobic catalyse system for the transformation ‘of alcohols into carbonyl compounds under mild eanditiens, ‘copper-based catalyst has been discovered. This eopper~ ‘sea catalytic syste ullizescxye era as elise, stoichiometric oxidant, producing water as the only by- “Sse DBADI:O; pole a eee alcohols can be smoothly oxidized tthe corespending aldehydes or ketones in good to excelent yields. Air ean ‘be conveniently used instead of oxygen withoutaffecting the ellcieney of the process. However, the use of ai requires lightly longer reaction times. “Thisprooess snot eniy economically viable and applicable tolarge-salereations butitisalso envicenmentall en: eference:Ohuma, T, Ooka, H, aria, T. & Novor B (1995). Preferentnal hydrogenation of aldehydes and ketones. Jounal of the American Chemical Society, N71), 10417-10418) {CBSE Sample 2021] ‘The Copper based catalyst mention in the study above «an be used to convert (@)_ propanol wo propanonie acid (©). propanone to propanoie acid (©) propanoneto propan-2-o1 @_propan-2-01t0 propanone The carbonyl compound formed when ethanol gets ‘oxidised using this eopperchased catalyst can also be obiained by ozonolysis of (0) Bat-l-ne (©) Tihene Secu ren Dem RCO; ©) But2-ene (@ Pent-l-ene oR ‘Which ofthe following i a secondary allylic aleohol? (@) Burdan201 @) Burden (©) Prop-2-enol Benzyl alcohol on treatment with this eopper-based catalyst gives a compound ‘A’ which on reaction with KOH gives compounds °B” and °C’. Compound ‘B" on ‘oxidation with KMnO,~ KOH gives compound °C’. ‘Compounds “A, “B'andC' respectively are (@) Benzaldehyde, Benzyl alcohol, potassium salt of Benzoic ac Denzaldehyde, potassium salt of Benzoic acid, Benzyl sleohol (© Benzaldehyde, Benzoic acid, Benzyl aleohot (@) Benzoie acid, Benzyl alcohol, Benzaldehyde An organic compound °X" with molecular formula C0 ‘on reaction with this copper based catalyst gives ‘compound "Y" whieh reduces Tollen’s reagent. °X" on reaction with sodium metal ives” . What isthe product ‘ofreaetion of 2 with 2-chloro-2-methylprepane? » (@) CHCHCHOCICH,, () CH.CHLOCCH), ©) ca, (8) CHLCHLCH-CCH), »» DIRECTIONS : Fach ofthese questions contains an assertion followed by reason. Read them: carefully and answer the ‘question on the basis of following options. You have 10 select the one that best describes the bso statements (@) Ifboth Assertion and Reason are correct and the Reason 4s a correct explanation ofthe Assertion. Poth Assertion and Reason are eorrect but Reason is not a correct explanation ofthe Assertion, Ifthe Assertion i correct bat Reason is incorrect. Lhe Assertion is incorrect but the Reason is correc o © Ca) ie Atmeatiom 38 tecmners it tie Esso se coxa 81, Assertion Small armount ofingestion of methanol causes blindness and death. Reason : This is because methanol is oxidised first to ‘methanal and then to methanoie acid which may cause blindness and death Assertion : Lower alcohols are soluble in water. Reason : Lower alechols do not form hyrogen bonding. with water molecules Assertion : Lucas reagent [HCI-+ ZnCl, (anbyiroas)} on ‘reaction with tertiary alcohols immodiatoly produces turbidity Reason : This is because tertiary alcohols easily form, ‘halides which are immaiscsbe in wate. Assertion : Symmetric and unsymmetric ethers can be prepared by Williamson's synthesis, Reason : Williamson's synthesis isan example of mcleophitc, substitution reaction, Assertion : When alkyl aryl ethers renct with excess of ‘hydrogen halides, phenol and alkyl halide are produced. Reason : Alkyl arylethersare cleayedat the alkyL-oxygen due to more stable arylneygen bond 2. 85. cM, ‘cannot be prepared by Williamson's synthesis. Reason : Only primary alkyl halide reacts with sodium alkaxide (1°, 2° 03°) to give ether. Assertion : p-nitrophenol is more acdicthan phenol Reason : Nitro group heipsin hesablisation ofthe phenoe jon by dispersal of negative charge due to resonance. Assertion :o-nitrophenol is less soluble in water than the rand p-isomers Reason : mr and p-nitophendlsexistas associated molecules, Assertion: The ease of dehydration of the following aleahols $65.6 Reason: Alcohols leading to conjugated alkenes are dehyerated to a preater extent.90, Assertion: rer-butyl methyl eer is not prepared by the reaction of rer-butyl bromide with sodium methoxide Reason: Sodium methoxide isa strong nucleophile 91, Assertion: Carboxylic acids are more acidic than phenols Reason: Phenols are ortho and para directing, [CBSE Sample 2021] 92. Assertion: Methoxy ethane reacts With TIT 1o give ethanol and iodomethane Reason: Reaction ofether with HI follows S,2 moshanism {CBSE Sample 2021}, >» DIRECTIONS = Fach question contains statements given Th ‘vo columns which have to be matched. Statements (A, B, CD) in column-l have to be matched with statemems (p, 9, 78) in colnet. cme a “ ©) Guin ® @ To re o OL Cael 6) Rosana on @D-O (9,D-@ @ A-@.B-w.€ 0) A-O,B-@),.¢ (© A-G),B-@.C-O),D- @ A GB OC OD @ DIRECTIONS : Complete the following statements with an ‘appropriate word / term to be filled i the blank space(s) 94, ‘The common reagent used for dehyration of an alcohol is 95, Fihanol and dimethyl ether form pair of fnetional i ‘Theboiling point of ethanol ishigher than that of dimethyl exer, due tothe presence of Carbolic acid is 5% aqueous solution of Alcohols react as in © -Obond, 98, Williamson’s synthesis is used for the preporation of the reactions involving a \— DIRECTION »»> ad te followire statements and wre yor false 99, Phenol undergo Kolbe rection, ethanol does not 100, Phenoxide ion is more basic than ethoxide en. 101. Boiling points of alcohols and ethers axe high. 102. Alechols can frm intermoleclar hydrogen-bonding 103, Cresols are less acidic than phenols,e ° 2 (©). Since the compound is formed by hydration of an alkene, to gt the wructurs oF alkene removea molecule of ? water fem the alcool Ci-G-NHy CMs-0-C3Hs cH, cHCH; 2 ,cry= cHCH, _ ie 12. (a) Following are the three posible isomers of hutanol Iopopstabot People @ CHK, cH, cH,on 2.) The solubility of alcohols depend on number of Pan ‘C-atoms of aleohols. The solubilisy of alcohols in water oo cial carbon decreases with the increase in number of C-atoms of . alcohol As esting molecular weight increases, the polar ) CH=CH, CH CH, nature of — OH bed decreases and henge sensth of hydrogen bond decreases a 3. (@)_ Whenprimary(*)aleholsare reat with copper at ay 300°C, then aldehydes ae obtained by dehyeregenation hotties ‘ofalcohols.Simikrlysecandary 2") aleohols form ketene and alkene is obiained by dchyration of tertiary (")~ iy cu, alcohols, But phenol docs not respond to this test | on He—c—cn, + @ On we br Jeu), on 2 methnopsn 2a Br No Chia Caron 2, 46ebeomoptenl 13. (©) HCLrAn, ZnCl isknown as lucas reagent. hisused [Note : The-OH group in phenol, being etivating group, todstermine degree of an alcohol facilitates substation in the o- ed postions “The reaction fllow nucleophile substitution reaction ia (©. TheC—Obmdlength (36pm) phenclissighty Which — OH group is replaced by — Cl In this reaction Jess than thatin methanol (142 pm). carbocation, 50 the order of a reactivity of alcohols is 3°>2°> 1 5 2 CHaCHa)s 14. (The process of conversion of alkyl halides into 22, 3CHCH;CH,O1 111,00, aleohols involves substitution reaction oe Rx 5k on 7. @_ The two components should be (CH.),CONa + 5 (CiL),Cr. However, tray] halides tend t0 undergo oe iminaton reaction rahe: than substitution lading othe 18. @) xn, —€n— én, Gn, En, formation ofan alkene, Me,C~ CH, 1 8 Doetoinier-molecla’ hydrogen bonding in alcohols a on boiling point of alcoholsis mich higher than ether Sciiston2 9. (© Ethyl alcohol has strongest hydrogen bonding due 16, (Presence of electron withdrawing group at ortho tolarge electronewativty dllerence. positon ierease the adie strength. In o-mitrophonol, 10. (Duc to greater clecionegaivty of sp"-hybridized ito group is presen at rth position, On the ether hand, ‘arbon atoms ofthe benzene ring, diay! thers are notin o-methylphenol and in o-methoxyphenol, eleetton tacked by nuclephilesbke releasing group (—CH,, OCH, are present. 1. (@_ Divihylether boing a Lewishase, isnot attacked by Presence of these groups at omtho and para positions of nueophils, while al thers conan electrophilic carbon, phenol decreases the acidie strength of phenols. So, hence attacked by muclephiles like OL sens. ‘phenol i ess acide than o-nirehenol 3 17.) Fleciron withdrawing substituents increase the acidic strength of phenols. so, p-nitrophenol (II) and ‘enitcophenol (IV) are stronger acid than pheno! (1).18, 1. 20. a. 2. 23, uM 26. 2. If NO, group is present at p-postion, then it exerts ‘oth —Laind —R ett, burt present a meta postion, then it exerts only-1 effet. Therefore, p-nitrophenol is stronger than m-nitropheno Om the other hand, electron releasing substituents decreases the acidic strength of phenol. If — OCH, proup is present at meta position, iwi exert — effet only But fntaspresent at para postion, at willexert +R and = Leff. Ths, m-methoxy benzyl alcohols more acidic than p- methoxy phenol. Hence, the correct order of decreasing acidic strength willbe: 11> 1V >1> I> V. (@ With increase in molecular mass boiling point inereases, Thus the bp. of pentan-I-ol wil be more than ‘other given compounds. Now; among isomeric alos 1° aleohols have higher boing points than 2° aleaols due to higher surfce area in 1° alechols. Hence, increasing ores ofp. willbe Propan-1ol butan-20] see.> pr (©) Secondary alcohols oxidise to produce kenone. ‘CH,CHOHCH,CH, > CH,COCH,CH, 2», Ethyl mets ketone 30. @ 31. ()_ 5-10 % methanol and romaing ethanol is called methylated spirit. Ibis also known as denatured aleabol bocause itis unfit for drinking, 32.0 +33.) 3M.) BE. Absdolctreaps ett bol C1108 lb ceasardeel Ot oeimeneattal 36.) CH,OM and CH,-O— CH, are isomers 37. SE 8) mcion 6. CH,—CH.“To ee eon dats hea mg as aa "Greil bend ante (10028) Soe ee bn 2° all more cas oid thn alt 40. Go Merc auticcuceaan ne bovte vad HB (acid). OL CHO no =, ont ot 6 eal canoe iid) a) CH CHy oe sis oc as oe Inetizofliy naan abo duro produce alene 43, iwi nese det fom Saban ant Datetinengeatna : a 0) pte one A m_crzort45. 46. ) Cr —s Cr (PCCoxidises 1° alcohol toaldehyde) “Ob Of (ictepbili nition tnkes place) 47. 48, 9. 5. cH nce] © (A @) oa cu, ot cn 0 son © @ @) ‘50. (a) 51. @ 8 on o ems, AS conc 1 (@) Teetron withdrawing group stabilises the bamzene ring dus to delocalisation of charge. © CHi, and ~CH,OH are electron donating group andhence decrease the stability of benzene ring ~OCH, is weaker ‘ketron withdrawing group than ~COCH,,Henee—COCH, ‘group more sabilize the phenoxide ion at p-position (@_ Ricmer-Tiemann reaction involves electrophilic substitution onthe highly reactive phenoxide ring. HCCI, +OH ——>H,0+ 2c, —>er+ ct 2CCly Noe he€ a only a “et float | on on : 4 6 ©) © ep +Metit npc! Oxia scvaertowe ig (rote nite) : : H a Cr Cen oa ‘uni High stability of exon ion (oxocation) is because here ‘every atom (except H) has a complete octet of electrons, “while in carbocations, carbon bearing positive charbe is having six electrons, 2. © oct 8 @) owt, WA @ AA, oH a CH. wr? (Rap OCHs 59.) Ph—CH,—CH—CH, > IL Pct eet cao * Ph—CH,—CH—CH, O—CH=CH, (a) Cyt OH only RI Since the compound (CHO) does not react with sodiom, ‘oxygen aus be inthe finn of ether (R- OR). Further since a single alky halide is formed, the twoalky groups must ‘pe same, hence ethers CHOC H, G1. @ (CHy):CHO Na+ CH] —+ (CHy,CH OCH, | Nal on ock, | a ut, 8244 eben, [Sy : cH 63.) Thetertiary alkyf halide undergo elimination reaction to ive alkenes cHy a | ce OCH. —> CHy CCH, 2a pepe64. o. m0. n n. ™ 15. 16. po. at @) C,Br+NaO - CH, -CH~CH, _, GH, O- CH, CH=CH, +NaBr @)_ Phenol has active (acidic) hydrogen soit reacts with CH;Mgl to give CH,, and not anisole CeHgOH + CH Mal 90H, + Cy HgOMeL @) (CH) CBr+NaOCyH can't be applied for synthesising the ether because sod, ethoxde, being a strong tas, wl pefreniallyeauseclisnaton reaction (cH), 22H (cH) ,C = CH, + HBr Iniscbutene + ethanol, sobutene wil frm fet-bty cation ‘which eats wih ethanol, a nucleophile ofan ether. cH, EE scny,ceny DEHTLOH oH ,cocHscHs oe ee ee © ct Gch, Cd, on on 2 athyl2, s-pantanedi (CH) » (Alcohols are versatile compounds, They reat both as nucleophiles and electrophiles, The bond between 71. @) (a) Inalkoxides, the R > O-ion is unstable due to high, charge density on oxygen atom (~ / effect) and sp hybridisation. This phenoxide io(C,H,~O)is stabilised. by resonance and sp? hybridisation of the carbon atom, therefore, it s more stable due to ess charge density on ‘oxygen tom. carboxic acid (K,~ 10) and erbonicacids(K,~ 10°) Therelore, phenols do not react wath carbonates and carbonates. @_Phenolscannot react dretly wit carbonic acid.and ‘does not form ester, as oxygen of phenoxide fn has less charge density duc to resonance, hence, the phenoxide jon (CH, 0 )is stable and does net favour esterification. ‘lociren withdrawing character increases acidic nature of phenol (@_p-Nitrophenolis more acidic than m-nitrophenol ve to Ipand-mebaracter of NO, group. At m-pesition only -Lelfet is considered. @) 7. @ 78.) OR @ 0. © {@)__ Methanol is injurious tothe nervous sytem. Itmainly. damages central nerveus system and optic nerve, therefore, ingestion of small amount of methanol cause blindness and death, (a) (©) Alcohols are highly polar in nature, threfore, they ‘Show intermoleculas hydrogen boning und ate miseribe with water (a) (@) In Williamson's synthesis, only primary alkyl halides (RX) reset wih sadiumalloside RONa V? ce or 39 giving ‘ee, therefore, both symmetrical and unsymmetrical ethers ‘ean be prepared. (@)_ Aryloxygen bond ishighly table duo to stabilisation ‘fone pair of electrons on oxygen atom due to resonance fleet and sp* hybridization ofthe carbon. atom. ‘OH RX (Cl, Bo) (@) Limitation of Williamson’s synthesis is that only primaryally! halidereacswith 1° or 2° cr sodium alkewide togive ethers {@) p-nitrophenol ismoreacidic than phenol because nitro sroup helps in the stabilisation of the phenoxide ion by dispersal of negative charge de to resonance. (@) Due to the presence of intramolecular hydrogen ‘bonding. o-nitrophenol does not form hydrogen bonds ‘with HO but m and p-nitrophenol form hydrogen bonds swith water, 2-Cyclohexenol is dehydrated more readily than. $-cyelohexenol because the carbocation farmed from the foxmer is moce stable than theater (0) Ter-butsl bromide and sodium methoxide reacts farm 2-methyipropene and ethanol (CH, — My 93. @) on S25 oe (CH,CH,OCH;CHs So, aluminium oxide is used for dehydration, E-bonding: Due to H-bonding, the boiling point of ethanol i much [higher than that of the isomeric diethylether phenol 5% aqueous solution of phenol at room temperature is called as carbolic acid. electrophile ‘thers; This methed i suitable forthe preparation of wide variety of unsymmetrical ethers, The nucleaphilie substitution ofhalides with alkoxide leads to desired product. “True 100, False False; Boiling points of alcohols ae higher than that of ethers of comparable molecular mass . True; Alchols can form intermalecular hydrogen bonding While ethers. ‘True; Alky! group present on the etesols doesnot favour ‘the formation of phenoxide oa,