UNIT 11.

Alcohols, Phenols and Ethers

Annual Exam – 2014
15. Complete the following reactions: 2
𝐶𝑢,573 𝐾
i) 𝑅 − 𝐶𝐻2 − 𝑂𝐻
𝐻+
ii) 𝐶𝐻3 − 𝐶𝐻 = 𝐶𝐻2
33.a) i) Explain the preparation of phenol from cumene. 3
ii) Complete the reaction:
OH

heat
+ Zn

b) Explain Williamson’s ether synthesis. 2

Supplementary Exam – 2014
15. Explain Kolbe’s reaction. 2
33.a) What is the effect of 3
i) Electron withdrawing group on acidity of phenols.
ii) Electron donating group on acidity of phenols.
iii) Boiling point of alcohols on increasing number of carbon atoms.
b) Give equation for Williamson’s ether synthesis. 2
Annual Exam – 2015
15. Name the product formed when phenol is treated with acidified solution of 𝑁𝑎2 𝐶𝑟2 𝑂7 . 2
33.a) Write the mechanism of acid catalyzed dehydration of ethanol to ethene. 3
b) Explain Williamson’s reaction. Write the general equation. 2
Supplementary Exam – 2015
15. a) Write the IUPAC name of major product formed in Friedal-Crafts acylation of anisole. 1
b) Complete the reaction: 1
OCH3

+ HI

33.a) Explain the Kolbe’s reaction. 2

b) Complete the following reactions 2
𝐶𝑢,300 𝑜 𝐶
i) 𝑅 − 𝐶𝐻2 − 𝑂𝐻
OH

conc. HNO3
heat
ii)
c) Write the general equation of Williamson’s ether synthesis 1
Annual Exam – 2016
18. What is the action of bromine in ethanoic acid on anisole? Give equation. 2

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33.a) Explain the mechanism of acid catalyzed dehydration of ethanol to ethene. 3
b) What is the effect of the following groups on the acidity of phenol? 2
i) – 𝐶𝐻3 group ii) – 𝑁𝑂2 group.
Annual ReExam – 2016
15. Explain Kolbe’s reaction. 2
33.a) How is phenol manufactured by Cumene process? 3
b) Among alcohols and phenols which one is more acidic? and why? 2
Supplementary Exam – 2016
15. Explain Reimer-Tiemann reaction with an example. 2
33.a) What is Luca’s reagent? 1
b) Explain Williamson’s ether synthesis. 2
c) Identify ‘A’ and in the following equation
𝐻2 𝑂 𝐻 + 𝐶𝑟𝑂 3
𝐶𝐻3 − 𝐶𝐻 = 𝐶𝐻2 𝐴 𝐵
Annual Exam – 2017
15. How anisole reacts with acetyl chloride (𝐶𝐻3 𝐶𝑂𝐶𝑙) in the presence of anhydrous 𝐴𝑙𝐶𝑙3 ? 2
Write the chemical equations for the reaction.
33.a) Explain Kolbe’s reaction with equation. 2
b) Write the three steps involved in the mechanism of acid catalysed dehydration of ethanol to 3
ethane.
Supplementary Exam – 2017
15. Explain Kolbe’s reaction. 2
33.a) Explain Riemer-Tiemann reaction. 2
b) Write the mechanism of acid catalysed dehydration of ethanol to ethane. 3
Annual Exam – 2018
15. How anisole reacts with bromine in ethanoic acid? Write the chemical equation for the 2
reaction.
33.a) Between phenol and alcohol, which is more acidic? Why? 2
b) Write the mechanism of acid catalysed dehydration of ethanol to ethene. 3
Supplementary Exam – 2018
15. How does phenol react with concentrated nitric acid? Give equation. 2
33.a) How does anisole react with bromine in ethanoic acid? Give equation. 2
b) Write the mechanism of acid catalysed dehydration of ethanol to ethene. 3
Annual Exam – 2019
15. Explain Kolbe’s reaction with equation. 2
33.a) Explain the mechanism of acid catalysed dehydration of ethanol to ethene. 2

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 c) How do you prepare methoxy ethane by Williamson’s ether synthesis? 3
Supplementary Exam – 2019
15. How does phenol react with conc. nitric acid? Give equation. 2
33.a) Write general equation for the preparation of ether by Williamson synthesis? 1
b) Among alcohols and phenols, which one is more acidic? 1
c) Explain the mechanism of acid catalysed dehydration of ethanol to ethene. 3
Annual Exam – 2020
15. How is phenol prepared from aniline? Write the equation. 2
33.a) How does anisole react with methyl chloride? 2
b) Explain the mechanism for acid catalysed dehydration of ethanol to ethene. 3
Supplementary Exam – 2020
15. 2
33.a) 2
b) 3

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