Class-XII Sc 1 2 Organic Chemistry Reasoning questions 4 CHLOROFORM is not used as anaesthetic. Melting point of p-dichlorobenzene is more than o-isomer Grignard reagent is prepared in anhydrous medium Alkyl halide does not dissolve in water 5 Haloarenes are less reactive than haloalkanes 6 o-and p-nitro phenol is more acidic than phenol Propanol has higher b.p than hydrocarbon o-nitrophenol is more acidic than omethoxyphenol In Kolbe’sreaction instead of phenol, phenoxide ion is treated with CO2 During ester formation, ester or water formed should be removed as soon as it is formed 3 7 8 9 10 11 pKb of aniline is more than methyl amine 12 Ethyl amine is soluble in water, aniline is not 13 Aniline does not undergo Friedel Crafts reaction Amino gr is o-and p- directing ,but on nitration it gives substantial amount of misomer Aromatic primary amine can not be prepared by Gabriel phthalimide synthesis Amines are less acidic than alcohol 14 15 16 17 Primary amines have higher b.p than tertiary amine 18 Chloroacetic acid is stronger acid than acetic acid Aldehydes and ketones are reactive Aldehydes are more reactive than ketones 19 20 Due to formation of toxic phosgene, COCl2 Because p-isomer is more symmetric A small amount of water produces hydrocarbon. Water has strong h-bond which is difficult to break by alkyl halide. Lone pair electron on halogen are in conjugation with pi-electron of the ring. Ar-Cl carbon is sp2 hybridised while R-Cl is sp3 hybridised Due to –R effect by –NO2 group Strong intermolecular H-bonding due to –OH gr -NO2 gr is electron withdrawing whereas –OCH3 is electron releasing CO2 is a weak electrophile. Phenoxide ion is more reactive towards electophilic substitution rkn Formation of ester in presence of acid catalyst is a reversible rkn. As per le-Chatelier principle, with increase in concentration of product equilibrium will shift in backward direction. Aniline is less basic due to conjugation of lone electron with benzene ring. Higher pKb lower is the basicity Ethyl amine is soluble due to H-bonding. In aniline hydrocarbon part is bulky and conjugation of lone electron of nitrogen with benzene ring makes the H-bond weaker. Aniline is a Lewis base and in FC rkn AlCl3 is a Lewis acid form an addition complex In acid medium aniline forms anilinium ion which is m-directing. Ar-X bonds acquire some double bond character which is difficult to break. N-H bond is less polar than O-H hence difficult to release H+ ion. In primary amine intermolecular H-bond is present. But in tertiary amine there is no N-H bond , so no H-bond. Chlro gr exerts –I effect. Higher the –I effect higher is acidity Due to presence of polar >C=O In ketones there are two bulky alkyl gr (+I effect) attached to >C=O Arrange the following as per given properties: S.N 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 PROPERTIES SN-1 SN-2 ACIDITY BOILING POINT BOILING POINT ACIDITY Acidity Acidity Acidity BOILING POINT REACTIVITY acidity BASIC STRENGTH in gasphase BASIC STRENGTH in solution BASIC STRENGTH in solution ARRANGED IN ASCENDING ORDER CH3CH2CH2CH2Br<CH3)2CHCH2Br<CH3CH2CH(Br)CH3<(CH3)3CBr CH3CH2CH2CH2Br>CH3)2CHCH2Br>CH3CH2CH(Br)CH3>(CH3)3CBr H2O>ROH>HC≡CH Methanol<Ethanol<Propan-1-ol<Butan-2-ol<Butan-1-ol<Pentan-1-ol N-Butane<Ethoxyethane<Pentanal<Pentan-1-ol Acetic acid<Chloroacetic acid<Dichloroacetic acid<Fluroacetic acid 2-Chlorobutanoic acid>3-Chlorobutanoic acid>4-Chlorobutanoic acid Formic acid>Acetic acid>Propanoic acid ICH2COOH< BrCH2COOH< ClCH2COOH< FCH2COOH CH3CH2CH3<CH3OCH3<CH3CHO<CH3CH2OH Acetophenone<p-Tolualdehyde<Benzaldehyde<p-Nitrobenzaldehyde C6H5COOH<FCH2COOH<NO2CH2COOH Ammonia<primary amine<secondary amine<Tertiary amine NH3<(CH3)3N<CH3NH2<(CH3)2NH NH3<C2H5NH2<(C2H5)3N<(C2H5)2NH