Chapter 27

Among the following the one that gives positive iodoform test upon reaction with \(\mathrm{I}_{2}\) and \(\mathrm{NaOH}\) is [2006] (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CH}_{3}\) (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) (c) CCC(C)CO (d) \(\mathrm{PhCHOHCH}_{3}^{-}\)

The structure of the compound that gives a tribromo derivative on treatment with bromine water is Cc1cccc(O)c1 OCc1ccccc1 [2006] (a) (b) (c) Cc1ccccc1O (d) Cc1ccc(O)cc1

Phenol, when it first reacts with concentrated sulphuric acid and then with concentrated nitric acid, gives \([\mathbf{2 0 0 8}]\) (a) \(2,4,6\)-trinitrobenzene (b) 0 -nitrophenol (c) p-nitrophenol (d) Nitrobenzene

Bakelite is obtained from phenol by reacting with [2008] (a) \(\left(\mathrm{CH}_{2} \mathrm{OH}\right)_{2}\) (b) \(\mathrm{CH}_{3} \mathrm{CHO}\) (c) \(\mathrm{CH}_{3} \mathrm{COCH}_{3}\) (d) \(\mathrm{HCHO}\)

The major product obtained on interaction of phenol with sodium hydroxide and carbon dioxide is: [2009] (a) salicylaldehyde (b) salicylic acid (c) phthalic acid (d) benzoic acid

From amongst the following alcohols the one that would react fastest with conc. HCl and anhydrous \(\mathrm{ZnCl}_{2}\), is [2010] (a) 2-Butanol (b) 2-Methylpropan -2-ol (c) 2-Methylpropanol (d) 1-Butanol

Which of the following reagents may be used to distinguish between phenol and benzoic acid? [2011] (a) Tollen's reagent (b) Molisch reagent (c) Neutral \(\mathrm{FeCl}\). (d) Aqueous \(\mathrm{NaOH}\)

Phenol is heated with a solution of mixture of \(\mathrm{KBr}\) and \(\mathrm{KBrO}_{3} .\) The major product obtained in the above reaction is (a) 3-Bromophenol (b) 4-Bromophenol (c) \(2,4,6\)-Tribromophenol (d) 2-Bromophenol

Iodoform can be prepared from all except (a) 3- methyl - 2 -butanone (b) Isopropyl alcohol (c) Ethyl methyl ketone (d) Isobutyl alcohol

Ortho \(-\) Nitrophenol is less soluble in water than \(\mathrm{p}\) and \(\mathrm{m}-\) Nitrophenols because [2012] (a) Melting point of o- Nitrophenol is lower than those of \(\mathrm{m}\) - and \(\mathrm{p}\) - isomers (b) o- Nitrophenol is more volatile in steam than those of \(\mathrm{m}\) - and \(\mathrm{p}\) - isomers (c) o- Nitrophenol shows Intramolecular H-bonding (d) o- Nitrophenol shows Intermolecular H-bonding

An unknown alcohol is treated with the "Lucas reagent" to determine whether the alcohol is primary, secondary or tertiary. Which alcohol reacts fastest and by what mechanism (a) secondary alcohol by \(\mathrm{S}_{\mathrm{N}^{2}}\) (b) tertiary alcohol by \(\mathrm{S}_{\mathrm{N}^{2}}\) (c) Secondary alcohol by \(\mathrm{S}_{\mathrm{N}}\) (d) tertiary alcohol by \(\mathrm{S}_{\mathrm{N}^{1}}\)

This product of the reaction given below is [2016] CC(C)(C)C1CC=CCC1 \(\frac{\text { (1) } \mathrm{NBS} / \mathrm{hv}}{(2) \mathrm{H}_{2} \mathrm{O} / \mathrm{K}_{2} \mathrm{CO}_{3}}\)v