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Problem 2

Write structures of the compounds whose IUPAC names are as follows: (i) 2-Methylbutan-2-ol (ii) 1 -Phenylpropan-2-ol (iii) 3,5 -Dimethylhexane \(-1,3,5\) -triol (iv) \(2,3-\) Diethylphenol (v) 1 - Ethoxypropane (vi) 2-Ethoxy-3-methylpentane vii) Cyclohexylmethanol (viii) 3 -Cyclohexylpentan-3-ol (ix) Cyclopent-3-en-1-ol (x) 4-Chloro-3-ethylbutan-1-ol.

Problem 4

Explain why propanol has higher boiling point than that of the hydrocarbon. butane?

Problem 7

Give the structures and IUPAC names of monohydric phenols of molecular formula, \(\mathrm{C}_{7} \mathrm{H}_{8} \mathrm{O}\).

Problem 13

Show how will you synthesise: (i) 1 -phenylethanol from a suitable alkene. (ii) cyclohexylmethanol using an alkyl halide by an \(\mathrm{S}_{\mathrm{N}} 2\) reaction. (iii) pentan-1-ol using a suitable alkyl halide?

Problem 15

Explain why is ortho nitrophenol more acidic than ortho methoxyphenol ?

Problem 16

Explain how does the \(-\) OH group attached to a carbon of benzene ring activate it towards electrophilic substitution?

Problem 18

Explain the following with an example. (i) Kolbe's reaction. (ii) Reimer-Tiemann reaction. (iii) Williamson ether synthesis. (iv) Unsymmetrical ether.

Problem 21

Name the reagents used in the following reactions: (i) Oxidation of a primary alcohol to carboxylic acid. (ii) Oxidation of a primary alcohol to aldehyde. (iii) Bromination of phenol to \(2,4,6\) -tribromophenol. (iv) Benzyl alcohol to benzoic acid. (v) Dehydration of propan-2-ol to propene. (vi) Butan-2-one to butan-2-ol.

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