TEST – 6 ALCOHOLS, PHENOLS AND ETHERS Marks: 25

Time-1Hr

1. Choose the correct answer: 1

i)During the dehydration of alcohols to alkenes, the initial step is the
A)formation of carbocation B) elimination of water
C) deprotonation D) protonation of alcohol molecule.

ii) Phenol is less acidic than

A)Ethanol B) o-nitrophenol C)o-Cresol D) o-Methoxyphenol

2. Give the IUPAC name of the following compound. 2

3. Give a chemical test to distinguish between Propan-1-ol and Propan-2-ol 1

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4. Arrange the following compounds of each set in increasing order of the property mentioned 2
i)Pentan-1-ol, butan-1-ol, butan-2-ol, ethanol, propan-1-ol, methanol.(boiling point)
ii) Phenol, 3-nitrophenol, 4-Methylphenol, 3,5-Dinitrophenol, Propanol,
2,4,6-Trinitrophenol. (acidic strength)

5. Give plausible explanation for each of the following: 2

i)Alcohols are easily protonated in comparison to phenols.
ii) The relative ease of dehydration of alcohols is tertiary˃secondary >Primary.

6. An organic compound ‘A” having molecular formula C3H6 on treatment with aqueous H2SO4 2
gives ‘B’ which on treatment with HCl/ZnCl2 gives ‘C’. The compound C on treatment with
ethanolic KOH gives back the compound’A”. Identify the compound A, B and C and write
the equations for the reactions involved.

7. a)How is Phenol obtained from Cumene? 2

b) Name the reagents to convert:
i) Phenol to picric acid ii) Propan-2-ol to propene

8. Write mechanism for the following: 3

i) Dehydration of alcohol at 413K
ii) Acid catalysed hydration of alkenes

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9. Explain with an example: 2
i)Hydroboration oxidation reaction ii) Reimer Tieman reaction

10. What happens when (Give equations) 2

i) 2- Methylpropan-2-ol is treated with Cu at 573K
ii) Propanone with LiAlH4

11. Complete the following: 3

1. 2.

+ HI ----

3. 4.

+ HBr------

5. i) LiAlH4 6.
CH3COOH ---------------------->
ii) H2O

12. How are the following conversions carried out? 2

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i) Methyl magnesium bromide to Propan-2-ol ii) Phenol to Ethoxy Phenol.

13. In the following questions, a statement of Assertion (A) followed by a statement of 1

Reason(R) is given. Select the most appropriate answer from the options given below:
(A) Both A and R are true and R is the correct explanation of A
(B) Both A and R are true and R is not the correct explanation of A
(C) A is true but R is false
(D) A is false but R is true

a)Assertion: Ethanol is a weaker acid than phenol

Reason: Sodium ethoxide may be prepared by the action of ethanol with aqueous
NaOH.

b) Assertion: Like bromination of benzene, bromination of phenol is also carried out in the
presence of Lewis acid.
Reason: Lewis acid polarises the bromine molecule.

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