NAME: _______________________ BATCH: _______________ DATE: ________ (e) Old sample of ethers should be distilled carefully.

CHAPTER PRACTICE PROBLEMS (f) o-nitrophenol is more acidic than o-methoxyphenol.

Subject: Chemistry Topic: Alcohol, ether and phenol (g) Old samples of ethers are never evaporated to dryness.
(h) p-nitrophenol is more acidic than o-nitrophenol.
1. Fill in the blanks by choosing the appropriate word/words from those given in the
brackets: (i) Propanol has higher boiling point than that of the hydrocarbon, propane.

[less, more, aldehyde, ketone, carboxylic acid, yellow, white, iodine] 4. Match the following:

(i). The acidic strength of phenol is _____ than ethanol but _____ than Column-I Column-II
nitrophenol. (i) Ethanol (a) Iodoform
(ii). The primary alcohols are easily oxidized first to ______ and then to _____. (ii) Reimer Tiemann Reaction (b) Phenol
(iii). Iodoform is _____ coloured precipitate which is used as an antiseptic due to (iii) Alcohols (c) Lucas test
liberation of _____.
5. Give balanced equations for the following reactions:
2. Complete the following statements by selecting the correct alternative from the
choices given: (a) Phenol is refluxed with chloroform in presence of aqueous KOH solution at
340 K.
(i). On heating phenol with zinc dust, the compound formed is:
(b) Ethanol reacts with acetic acid in presence of concentrated sulphuric acid.
(a) Zinc phenoxide (b) Benzene
(c) Toluene (d) o-hydroxyphenol. (c) Acetaldehyde is treated with methyl magnesium bromide and the product
is hydrolysed.
(ii). Consider the following reaction:
(d) Diethyl ether is heated with excess of conc. HI
6. Write the IUPAC name of the compound: HO-CH2- CH2- CH- CH2- CH3
CH2Cl
The product ‘Z’ is:
(a) CH3CH2OCH2CH3 (b) CH3CH2OSO3H 7. Draw the structure of 2, 6-dimethyl phenol.
(c) CH2=CH2 (d) CH3CH2OH 8. Write balanced equations for the following reactions:
(iii). Phenol when first reacts with conc. H2SO4 and then conc. HNO3 gives: (a) Kolbe's Schmidt reaction or Kolbe's reaction
(a) 2,4,6-trinitrophenol (b) p-nitophenol (b) Riemer-Tiemann reaction
(c) o-nitrophenol (d) nitrobenzene (c) Williamson's synthesis
(iv). Dehydration of tertiary alcohols with Cu at 573 K gives: (d) Esterification reaction
(a) aldehydes (b) ketones
9. Give equations for each of the following conversions:
(c) alkenes (d) none of these
(a) Glycerol to Allyl alcohol
3. Give suitable reason for each of the following:
(b) Phenol to Picric Acid
(a) Phenols do not undergo substitution of -OH group like alcohols.
(b) The boiling point of alcohols are higher than their corresponding isomeric (c) Acetaldehyde into propan-2-ol
ethers. (d) Methyl bromide into acetic acid
(c) Ethers are stored in dark bottles.
10. Give one chemical test to distinguish between:
(d) Phenol does not give protonation reaction easily.
(a) Phenol and ethanol
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 (b) Propan-2-ol and 2-Methylpropan-2-ol 17. How are the following compounds prepared? Give balanced equations.
(c) Diethyl ether and Phenol (a) Phenol from cumene
(d) Propan-2-ol and Ethanol (b) Diethyl ether from sodium ethoxide
(e) Methanol and Ethanol 18. Write the products of the following reactions:
11. How will you carry out the following conversions:
(a) Phenol to Benzoic acid
(b) Propan-I-ol to Propan-2-ol (i).
(c) Cumene into Phenol
(d) 2-Propanol into 1-Propanol
12. Write the mechanism of esterification of ethanol. (ii).
13. Write the mechanism of acid dehydration of ethanol to yield ethene.
14. Complete and balance the following reactions:
sunlight
(i). C2H5OC2H5 + Cl2 (iii).
∆
(ii). CH3COCH3 + l2 + NaOH ________ + _______ + _______ 19. Account for the following:
(i). Phenol is more acidic than ethanol.
(ii). The boiling points of ethers are lower than isomeric alcohols.
(iii). 20. An organic compound 'A' having molecular formula CH2O on treatment with
CH3MgBr followed by hydrolysis gives 'B' which on reaction with acetyl chloride
(CH3COCI) gives a sweet smelling liquid 'C’. Identify 'A' to ‘C’ and give balanced
chemical equations also.
21. An organic compound [A] on treatment with CHCI3 and KOH gives [B] and [C].
(iv). Both of which in turn give same compound [D] when distilled with zinc dust.
(v). C2H5OC2H5 + PCl5 ______ + ______ Oxidation of [D] yields [E] (C7H6O2). The sodium salt of [E] with soda lime gives
[F]. [F] is also obtained when [A] is distilled with Zn dust. Identify [A] to [F].
15. Identify the compounds A, B, C and D:

16. Identify the compounds A, B, C and D and give their balanced equations:

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FIITJEE Ltd., Near M.G. Convent School, Sector - G, LDA Colony, Kanpur Road, Aashiana, Lucknow - 226012. Ph: 0522-4114644, 4114645. FIITJEE Ltd., Near M.G. Convent School, Sector - G, LDA Colony, Kanpur Road, Aashiana, Lucknow - 226012. Ph: 0522-4114644, 4114645.
FIITJEE Ltd., Four Season House, A-1/3, Sector - C, Aliganj, Lucknow - 226024. Ph: 0522-4976464. FIITJEE Ltd., Four Season House, A-1/3, Sector - C, Aliganj, Lucknow - 226024. Ph: 0522-4976464.