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    LIONS PUBLIC SCHOOL

    CHEMISTRY ASSIGNMENT -2 CLASS XII [2024-25]


    CHAPTER - ALCOHOL, PHENOL & ETHER

    1. Arrange the following compounds in increasing order of boiling point. Propan-1-ol, butan-1-
    ol, butan-2-ol, pentan-1-ol
    (a) Propan-1-ol, butan-2-ol, butan-1-ol, pentan-1-ol
    (b) Propan-1-ol, butan-1-ol, butan-2-ol, pentan-1-ol
    (c) Propan-1-ol, butan-2-ol, butan-1-ol, pentan-1-ol
    (d) Propan-1-ol, butan-1-ol, butan-2-ol, pentan-1-ol
    2. Which of the following compounds will react with sodium hydroxide solution in water?
    (a) C6H5OH (b) C6H5CH2OH (c) (CH3)3C-OH (d) CH3CH2OH
    3. Choose the compound which is more acidic than phenol :
    (a) o-nitrophenol (b) ethanol (c) o-methylphenol (d) o-methoxyphenol
    4. In the reaction ROH + HCl (ZnCl2)→ RCl + H2O, what is the correct order of reactivity of
    alcohol?
    (a) 1o < 2o < 3o (b) 1o > 3o > 2o
    (c) 1o > 2o > 3o (d) 3o > 1o > 2o
    5. Which of the following compounds is formed when benzyl alcohol is oxidised with KMnO 4?
    (a) CO2 and H2O (b) Benzophenone
    (c) Benzaldehyde (d) Benzoic acid
    6. In the reaction given below, X is:
    Neopentyl alcohol (H2SO4) → X
    (a) 2-methylpent-2-ene (b) 2-methylpentane
    (c) 2-methylbut-2-ene (d) neopentane
    7. Anisole undergoes bromination with bromine in ethanoic acid even in the absence of iron (III)
    bromide catalyst
    (a) Due to the activation of benzene ring by the methoxy group.
    (b) Due to the de-activation of benzene ring by the methoxy group.
    (c) Due to the increase in electron density at ortho and para positions
    (d) Due to the formation of stable carbocation.
    8. Assertion (A): Alcohols react both as nucleophiles and electrophiles.
    Reason (R): The bond between C–O is broken when alcohols react as nucleophiles.
    9. Assertion (A): Addition of water to but-1-ene in acidic medium yields butan-2-ol
    Reason (R): Addition of water in acidic medium proceeds through the formation of
    20carbocation.
    10. Assertion : In Lucas test, 3º alcohols react immediately.
    Reason : An equimolar mixture of anhyd. ZnCl2 and conc. HCl is called Lucas reagent.
    11. Name the following compounds according to IUPAC system.
    (i) (ii) (iii)
    (iv) (v)

    12. Show how will you synthesize:


    (i) 1-phenylethanol from a suitable alkene.
    (ii) Cyclohexylmethanol using an alkyl halide by an SN2 reaction.
    (iii) Pentan-1-ol using a suitable alkyl halide?
    13. Give two reactions that show the acidic nature of phenol. Compare acidity of phenol with that
    of ethanol.
    14. Give equations of the following reactions:
    (i) Oxidation of propan-1-ol with alkaline KMnO4 solution.
    (ii) Bromine in CS2 with phenol.
    (iii) Dilute HNO3 with phenol.
    (iv)Treating phenol with chloroform in presence of aqueous NaOH.
    15. How are the following conversions carried out?
    (i) Propene → Propan-2-ol
    (ii) Benzyl chloride → Benzyl alcohol
    (iii) Ethyl magnesium chloride → Propan-1-ol.
    (iv)Methyl magnesium bromide → 2-Methylpropan-2-ol.
    16. Name the reagents used in the following reactions:
    (i) Oxidation of a primary alcohol to carboxylic acid.
    (ii) Oxidation of a primary alcohol to aldehyde.
    (iii) Bromination of phenol to 2,4,6-tribromophenol.
    (iv)Benzyl alcohol to benzoic acid.
    (v) Dehydration of propan-2-ol to propene.
    (vi)Butan-2-one to butan-2-ol.
    17. Write the names of reagents and equations for the preparation of the following ethers by
    Williamson’s synthesis:
    (i) 1-Propoxypropane
    (ii) Ethoxybenzene
    (iii) 2-Methoxy-2-methylpropane
    (iv) 1-Methoxyethane
    18. How is 1-propoxypropane synthesized from propan-1-ol? Write mechanism of this reaction.
    19. Write the mechanism of the reaction of HI with methoxymethane.
    20. When 3-methylbutan-2-ol is treated with HBr, the following reaction takes
    place:

    Give a mechanism for this reaction. (Hint : The secondary carbocation formed in step II
    rearranges to a more stable tertiary carbocation by a hydride ion shift from 3rd carbon atom.)
    21. Show how would you synthesize the following alcohols from appropriate alkenes?
    (i) (ii) (iii) (iv)

    22. An alkoxide is a stronger base than a hydroxide ion.


    23. How are the following conversions carried out?
    (i) Propene to propan-2-ol
    (ii) Ethyl magnesium chloride to propan-1-ol
    (iii) Picric add (2, 4, 6-trlnitrophenol) from phenol.
    (iv) 2-Methyl propene from 2-methyl propanol
    24. Give chemical tests to distinguish between (CBSE Sample Paper 2011)
    (i) Isopropyl alcohol and n-propyl alcohol
    (ii) Phenol and alcohol.
    25. (i) Arrange the following compounds in the increasing order of their acid strength:
    p-cresol, p-nitro phenol, phenol

    (ii) Write the structures of the products when butan-2-ol reacts with the following:
    (a) CrO3
    (b) SOCl2

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