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

(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?

[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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