Alcohols, Phenols & Ether _ Practice Sheet (2)

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MANZIL 2.0
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ALCOHOLS, PHENOLS AND ETHERS PRACTICE SHEET

1. An organic compound ‘X’ on treatment with 8. 2-methyl-2-butanol on treatment with HCl gives
pyridinium chloro chromate in dichloromethane gives predominantly
compound ‘Y’. Compound ‘Y’, reacts with I2 and (A) 2-chloro-3-methylbutane
alkali to form triiodomethane. The compound ‘X’ is (B) 2,2-dimethylpentane
(A) C2 H5 OH (B) CH3 CHO (C) 2-chloro-2-methylbutane
(C) CH3 COCH3 (D) CH3 COOH (D) 1-chloro-2-methylbutane

2. CH2ClCH2OH is stronger acid than CH3CH2 OH 9. Which of the following reacts fastest with a mixture
because: of anhydrous ZnCI2 and conc. HCI?
(A) + I effect of Cl disperses –ve chare on O –atom (A) Trimethyl carbinol
to produce more stable anion (B) Ethanol
(B) – I effect of Cl disperses –ve charge on O – (C) Propanol
atom to produce more stable anion (D) Methanol
(C) + I effect of Cl increases –ve charge on O –
atom to alcohol 10. The products obtained when anisole is heated in a
(D) None of the above sealed tube with HI are

3. Alcohol CH3 2 CHCH2 OH cannot be obtained by


(A) HCHO + CH3 2 CHCH2 MgX (A) (B)
(B) CH2 CH2 + (CH3)2CHMgX
O
(C) (D) CH3 OH + CH3I
(C) CH3 2 CHCH2 CH2 MgX + O2 air
(D) CH3 2 CHCHO + CH3 MgX
11. The product in the given reaction is:
4. Lucas reagent is used to distinguish among primary,
secondary and tertiary:
(A) Alkyl halides
(B) Alcohols
(C) Aliphatic amines
(D) Aromatic amines

5. Ketone upon treatment with Grignard reagent gives


(A) Primary alcohol (A) (B)
(B) Secondary alcohol
(C) Tertiary alcohol
(D) Aldehyde
(C) (D)
6. A liquid was mixed with ethanol and a drop of
concentrated H2 SO4 was added. A compound with a
fruity smell was formed. The liquid was:
(A) HCHO (B) CH3 COCH3 12. When CH3 MgI is made to react with acetone and the
(C) CH3 COOH (D) CH3 OH addition product formed is hydrolysed, we get:
(A) A primary alcohol
7. Carbolic acid is (B) A secondary alcohol
(A) HCOOH (B) CH3 COOH (C) A tertiary alcohol
(C) C6 H5 COOH (D) C6 H5 OH (D) An aldehyde
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13. The correct order of ease of dehydration of 21. Phenol, when it first reacts with concentrated
following is sulphuric acid and then with concentrated nitric acid,
gives
(A) 2, 4, 6-trinitrobenzene
(B) o-nitrophenol
(C) p-nitrophenol
(A) I > II > III (B) III > II > I (D) Nitrobenzene
(C) I > III > II (D) III > I > II
22. How many structural isomers are known for C4H10O?
14. Phenol can be distinguished from ethanol by the (A) 4 (B) 3
following reagents except (C) 6 (D) 7
(A) Sodium (B) NaOH/I2
(C) Neutral FeCI3 (D) Br2 /H2 O 23. When glycerol is treated with excess of HI, it
produces:
15. Ethylene glycol reacts with excess of PCI5 to give (A) 2-iodopropane
(A) 1, 1-dichloroethane (B) Allyl iodide
(B) 1, 2-dichloroethane (C) Propene
(C) 1, 1, 1-trichloroethane (D) Glycerol tri-iodide
(D) 2, 2-dichloroethane
24. An ether is more volatile than an alcohol having the
16. The end product of the reaction, same molecular formula. This is due to
(A) Dipolar character of ethers
(B) Alcohols having resonance structures
(A) Alkane (C) Intermolecular hydrogen bonding in ethers
(B) Carboxylic acid (D) Intermolecular hydrogen bonding in alcohols
(C) Sodium salt of carboxylic acid
(D) Ketone 25. CH3 3 CONa on reaction with CH3 Br will give:
(A) CH3 3 COC CH3 3
17. During dehydration of alcohols to alkenes by (B) CH3 OCH3
heating with concentrated H2 SO4 the initiation step (C) CH3 CH2 OCH2 CH3
is (D) CH3 3 COCH3
(A) Protonation of alcohol molecule
(B) Formation of carbocation 26. The correct order of decreasing acidity of nitrophenols
(C) Elimination of water will be
(D) Formation of an ester (A) m-nitrophenol > p-nitrophenol > o-nitrophenol
(B o-nitrophenol > m-nitrophenol > p-nitrophenol
18. Among the following, which is least acidic? (C) p-nitrophenol > m-nitrophenol > o-nitrophenol
(A) Phenol (B) o-cresol (D) p-nitrophenol > o-nitrophenol > m-nitrophenol
(C) p-nitrophenol (D) p-chlorophenol
27. The reaction of CH3 OC2 H5 with HI gives:
19. Glycerol on heating with oxalic acid at 110℃ gives (A) CH3 I only
(A) Ethanol (B) Methanoic acid (B) C2 H5 OH only
(C) Ether (D) Acetone (C) CH3 I + C2 H5 OH
(D) C2 H5 I + CH3 OH
20. The dehydration of neo-pentanol gives mainly:
(A) 28. Glycerol has:
(A) 3 primary alcoholic groups
(B) 3 secondary alcoholic groups
(B) (C) 1 primary alcoholic group and 2 secondary
alcoholic groups
(D) 2 primary alcoholic groups and 1 secondary
(C) alcoholic group

(D) None of the above


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29. When phenol is heated with phthalic anhydride and 30. Sodium ethoxide has reacted with ethyanoyl
H2 SO4 , it produces chloride. The compound that is produced in the
above reaction is:
(A) Phenol red
(A) Diethyl ether
(B) Methyl orange
(B) 2-Butanone
(C) Salicylic acid (C) Ethyl chloride
(D) Phenolphthalein (D) Ethyl ethanoate
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Answer Key
1. (A) 16. (C)
2. (B) 17. (A)
3. (D) 18. (B)
4. (B) 19. (B)
5. (C) 20. (C)
6. (C) 21. (B)
7. (D) 22. (D)
8. (C) 23. (A)
9. (A) 24. (D)
10. (A) 25. (D)
11. (C) 26. (D)
12. (C) 27. (C)
13. (B) 28. (D)
14. (A) 29. (D)
15. (B) 30. (D)

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