Organic Chemistry Questions and Answers – Reactions of Ethers | Organic Chemistry Multiple Choice Questions and Answers

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Questions
1 An ether is more volatile than an alcohol having the same molecular formula. What is the reason for this difference?
A dipolar character of ethers
B alcohols having resonance structures
C inter-molecular hydrogen bonding in ethers
D inter-molecular hydrogen bonding in alcohols

Answer: inter-molecular hydrogen bonding in alcohols
2 Ethers may be used as solvents because they react only with which of the following reactants?
A Acids
B Bases
C Oxidising agent
D Reducing agents

Answer: Acids
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3 What are the products when ethyl isopropyl ether is cleaved with concentrated HI?
A ethanol and 2-iodo-2-methylpropane
B ethanol and 2-methylpropane
C iodoethane and isopropyl alcohol
D iodoethane and 2-methylpropane

Answer: iodoethane and isopropyl alcohol
4 What are the products when tert-butyl ethyl ether is cleaved with concentrated HI?
A iodoethane and tert-butanol
B iodoethane and 2-iodo-2-methylpropane
C ethanol and 2-iodo-2-methylpropane
D ethanol and tert-butanol

Answer: ethanol and 2-iodo-2-methylpropane
5 Which pair of products would result from the acid cleavage of phenyl propyl ether with excess concentrated HBr at an elevated temperature?
A Phenol and 1-propanol
B Bromobenzene and 1-propanol
C Bromobenzene and 1-bromopropane
D Phenol and 1-bromopropane

Answer: Phenol and 1-bromopropane
6 Select the ether among following that yields methanol as one of the products on reaction with cold hydroiodic acid.
A 1-Methoxybutane
B 1-Methoxy-2-methylpropane
C 2-Methoxy-2-methylpropane
D Methoxybenzene

Answer:2-Methoxy-2-methylpropane
7 The boiling point of ethyl alcohol is much higher than that of dimethyl ether though both have the same molecular weight. Why?
A Ether is insoluble in water
B Methyl groups are attached to oxygen in ether
C Dipole moment of ethyl alcohol is less
D Ethyl alcohol shows hydrogen bonding

Answer: Ethyl alcohol shows hydrogen bonding
8 Which pair of products would result from the acid cleavage of tert-butyl propyl ether with excess concentrated HBr at an elevated temperature?
A tert-butyl bromide and propyl alcohol
B tert-butyl bromide and propyl bromide
C tert-butyl alcohol and propyl bromide
D 2-methyl-2-butene and propyl bromide

Answer: tert-butyl bromide and propyl bromide
9 Which of the following is the name reaction of the given reaction?

Organic Chemistry

A Wollf’s rearrangement
B Favorskii rearrangement
C Pinacol rearrangement
D Claisen rearrangement

Answer: Claisen rearrangement
10 Which of the following will be obtained by keeping ether in contact with air for a long time?
A C2H5−O−CH (CH3)−O−OH
B  C2H5−OCH2−OH
C  C2H5−O−C2H5OH
D  CH3−O CH (CH3)−O−OH

Answer: C2H5−O−CH (CH3)−O−OH

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