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Alcohols, Phenols and Ethers, EXERCISE [PAGES 252 - 253], Exercise | Q 1.01 | Page 252, Choose the correct option., Which of the following represents the increasing order of boiling points of (1), (2), and, (3)?, , 1., 2., 3., 4., , (1) < (2) < (3), (2) < (1) < (3), (3) < (2) < (1), (2) < (3) < (1), Solution: (2) < (3) < (1), Exercise | Q 1.02 | Page 252, Choose the correct option., Which is the best reagent for carrying out the following conversion?, , 1., 2., 3., 4., , LiAlH4, Conc. H2SO4, H2O, H2/Pd, B2H6, H2O2 -NaOH, Solution: B2H6, H2O2 -NaOH, , 1., 2., 3., 4., , Exercise | Q 1.03 | Page 252, Choose the correct option., Which of the following substrate will give ionic organic products on reaction?, CH3 - CH2 - OH + Na, CH3 - CH2 - OH + SOCl2, CH3 - CH2 - OH + PCl5, CH3 - CH2 - OH + H2SO4, Solution: CH3 - CH2 - OH + Na

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Exercise | Q 1.04 | Page 252, Choose the correct option., Which is the most resistant alcohol towards oxidation reaction among the following?, , Solution: (CH3)3C – OH, , 1., 2., 3., 4., , Exercise | Q 1.05 | Page 252, Choose the correct option., Resorcinol on distillation with zinc dust gives _________., Cyclohexane, Benzene, Toluene, Benzene-1, 3-diol, Solution: Resorcinol on distillation with zinc dust gives Benzene., Exercise | Q 1.06 | Page 252, Choose the correct option., Anisole on heating with concerntrated HI gives _________., , 1. Iodobenzene, 2. Phenol + Methanol, 3. Phenol + Iodomethane, 4. Iodobenzene + methanol, Solution: Anisole on heating with concentrated HI gives Phenol + Iodomethane., Exercise | Q 1.07 | Page 252, Choose the correct option.

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Choose the correct option., Ethers are kept in air tight brown bottles because ______________., 1. Ethers absorb moisture, 2. Ethers evaporate readily, 3. Ethers oxidise to explosive peroxide, 4. Ethers are inert, Solution:, Ethers are kept in air tight brown bottles because Ethers oxidise to explosive, peroxide., Exercise | Q 1.1 | Page 253, Choose the correct option., Ethers react with cold and concentrated H2SO4 to form ________., 1. oxonium salt, 2. alkene, 3. alkoxides, 4. alcohols, Solution:, Ethers react with cold and concentrated H2SO4 to form, oxonium salt., Exercise | Q 2.1 | Page 253, Answer in one sentence/ word., Hydroboration-oxidation of propene gives _________., Solution:, Hydroboration-oxidation of propene gives propan-1-ol (CH3CH2CH2OH)., Exercise | Q 2.2 | Page 253, Answer in one sentence/ word., Write the IUPAC name of alcohol having molecular formula C4H10O which is resistant, towards oxidation., Solution:, 2-Methylpropan-2-ol is tertiary alcohol having the molecular formula, C4H10O, and is, resistant towards oxidation., Exercise | Q 2.3 | Page 253

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Answer in one sentence/ word., Write the structure of optically active alcohol having molecular formula C4H10O, Solution:, The optically active alcohol having molecular formula C4H10O is, , Exercise | Q 2.4 | Page 253, Answer in one sentence/ word., Write the name of the electrophile used in Kolbe’s Reaction., Solution:, Carbon dioxide, Exercise | Q 3.1 | Page 253, Answer in brief., Explain why phenol is more acidic than ethyl alcohol., Solution:, The difference in the acidic character of phenols and alcohol is due to the difference in, reactivity of these compounds towards the ionization of the O–H bond. This can be, explained as follows:, i. Ionization of alcohols is represented by the following equilibrium, , The electron-donating inductive effect (+I effect) of the alkyl group destabilizes the, alkoxide ion (the conjugate base of alcohol). As a result, alcohol does not ionize much, in the water, and behaves like a neutral compound in an aqueous medium., ii. Ionization of phenol is represented by the following equilibrium

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Phenoxide ion, the conjugate base of phenol, is resonance stabilized by delocalization, of the negative charge. Therefore, phenol ionizes in an aqueous medium to a moderate, extent and thereby shows a weak acidic character., Exercise | Q 3.2 | Page 253, Answer in brief., Explain why p-nitrophenol is a stronger acid than phenol., Solution:, The conjugate base of p-nitrophenol is better resonance stabilized due to six resonance, structures compared to the five resonance structures of the conjugate base of phenol., The resonance structure has a negative charge on only electronegative oxygen atoms., Hence, p-nitrophenol is a stronger acid than phenol., Exercise | Q 3.3 | Page 253, Answer in brief., Write two points of difference between the properties of phenol and ethyl alcohol., Solution:, Phenol, i., Phenol is a low melting solid., ii., The aqueous solution of phenol turns blue litmus to, red, i.e., phenol is weakly acidic., , iii., , iv., , Phenol reacts with aqueous NaOH to form sodium, phenoxide., Phenol reacts with neutral ferric chloride solution to, give deep purple colouration of ferric phenoxide, , Ethyl alcohol, Ethyl alcohol is liquid., The aqueous solution, of ethyl alcohol is, neutral to litmus, i.e,, ethyl alcohol is neutral., Ethyl alcohol does not, react with aqueous, NaOH., Ethyl alcohol does not, react with neutral ferric, chloride

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Exercise | Q 3.4 | Page 253, Answer in brief., Give the reagents and conditions necessary to prepare phenol from Chlorobenzene, Solution:, Reagents and conditions required to prepare phenol from:, Chlorobenzene, Reagents: NaOH, dil HCl, Conditions: Temperature 623 K and Pressure 150 atm, Exercise | Q 3.4 | Page 253, Answer in brief., Give the reagents and conditions necessary to prepare phenol from Benzene sulfonic, acid., Solution:, Reagents and conditions required to prepare phenol from:, Benzene sulfonic acid, Reagents: NaOH, Solid NaOH, dil HCl, Conditions: Temperature 573 K, Exercise | Q 3.5 | Page 253, Answer in brief., Give the equations of the reactions for the preparation of phenol from isopropyl, benezene., Solution:, Cumene: This is the commercial method of preparation of phenol. Cumene, (isopropylbenzene) on air oxidation in presence of Conaphthenate gives cumene, hydroperoxide, which on decomposition with dilute acid gives phenol with acetone as a, valuable by-product.

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Exercise | Q 3.6 | Page 253, Answer in brief., Give a simple chemical test to distinguish between ethanol and ethyl bromide., Solution:, i. Ethanol on reaction with a very strong base like alkali metal Na or K gives sodium or, potassium ethoxide with the liberation of hydrogen gas., , Exercise | Q 4 | Page 253, An ether (A), C5H12O, when heated with excess of hot HI produce two alkyl halides, which on hydrolysis form compound (B) and (C), oxidation of (B) gave and acid (D),, whereas oxidation of (C) gave a ketone (E). Deduce the structural formula of (A), (B),, (C), (D), and (E)., Solution:

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Exercise | Q 5.1 | Page 253, Write structural formulae for 3-Methoxyhexane, Solution:, , Exercise | Q 5.2 | Page 253, Write structural formulae for Methyl vinyl ether., Solution:, CH3OCH = CH2, Methyl vinyl ether, Exercise | Q 5.3 | Page 253, Write structural formulae for 1-Ethylcyclohexanol., Solution:, , 1-Ethylcyclohexanol, Exercise | Q 5.4 | Page 253, Write structural formulae for Pentane-1,4-diol, Solution:, , Exercise | Q 5.5 | Page 253, Write structural formulae for Cyclohex-2-en-1-ol., Solution:

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Cyclohex-2-en-1-ol, Exercise | Q 6.1 | Page 253, Write IUPAC name of the following, , Solution:, 1-Methylcyclopentanol, Exercise | Q 6.2 | Page 253, Write IUPAC name of the following, , Solution:, 2-Methylbutane-1,3-diol, Exercise | Q 6.3 | Page 253, Write IUPAC names of the following, , Solution: 2-Nitrophenol, Exercise | Q 6.4 | Page 253, Write IUPAC names of the following, , Solution: Methoxycyclohexane