11. ALCOHOLS, PHENOLS AND ETHERS   Textbook Solution

    i. Which of the following represents the increasing order of boiling points of (1), (2) and (3)?
    (1) CH3-CH2-CH2-CH2-OH
    (2) (CH3)2CH-O-CH3
    (3) (CH3)3COH
    A. (1) < (2) < (3) B. (2) < (1) < (3)
    C. (3) < (2) < (1) D. (2) < (3) < (1)

    Solution

    ii. Which is the best reagent for carrying out following conversion ?

    ii. Which is the best reagent for carrying out

    A. LiAlH4 B. Conc. H2SO4, H2O
    C. H2/Pd D. B2H6, H2O2-NaOH

    Solution

    iii. Which of the following reaction will give
    ionic organic product on reaction ?
    A. CH3-CH2-OH + Na→
    B. CH3-CH2-OH + SOCl2 →
    C. CH3-CH2-OH + PCl5 →
    D. CH3-CH2-OH + H2SO4 →

    Solution

    iv. Which is the most resistant alcohol towards oxidation reaction among the follwoing ?
    A. CH3-CH2-OH B. (CH3)2CH-OH
    C. (CH3)3C-OH D. C2H5- CH
    CH3
    -OH

    Solution

    v. Resorcinol on distillation with zinc dust gives
    A. Cyclohexane B. Benzene
    C. Toluene D. Benzene-1, 3-diol

    Solution

    vi. Anisole on heating with concerntrated HI gives
    A. Iodobenzene
    B. Phenol + Methanol
    C. Phenol + Iodomethane
    D. Iodobenzene + methanol

    Solution

    vii. Which of the following is the least acidic compound ?

    vii. Which of the following is the least acidic compound
    Solution

    viii. The compound incapable of hydrogen bonding with water is ……
    A. CH3-CH2-O-CH3
    B. CH3-CH2-CH2-CH3

    viii. The compound incapable of hydrogen

    D. CH3-CH2-CH2-OH

    Solution

    ix. Ethers are kept in air tight brown bottles because
    A. Ethers absorb moisture
    B. Ethers evaporate readily
    C. Ethers oxidise to explosive peroxide
    D. Ethers are inert

    Solution

    x. Ethers reacts with cold and concentrated H2SO4 to form
    A. oxonium salt B. alkene
    C. alkoxides D. alcohols

    Solution

    2. Answer in one sentence/ word.

    i. Hydroboration-oxidation of propene gives…..

    Solution

    ii. Write the IUPAC name of alcohol having molecular formula C4H10O which is resistant towards oxidation.

    Solution

    iii. Write structure of optically active alcohol having molecular formula C4H10O

    Solution

    iv. Write name of the electrophile used in Kolbe’s Reaction.

    Solution

    3. Answer in brief.

    i. Why phenol is more acidic than ethyl alcohol ?

    Solution

    ii. Why p-nitrophenol is a stronger acid than phenol ?

    Solution

    iii. Write two points of difference between properties of phenol and ethyl alcohol.

    Solution

    iv. Give the reagents and conditions necessary to prepare phenol from
    a. Chlorobenzene
    b. Benzene sulfonic acid.

    Solution

    v. Give the equations of the reactions for the preparation of phenol from isopropyl
    benzene.

    Solution

    vi. Give a simple chemical test to distinguish between ethanol and ethyl bromide.

    Solution

    4. An ether (A), C5H12O, when heated with excess of hot HI produce two alkyl halides which on hydrolysis form compound (B)and (C), oxidation of (B) gave and acid (D), whereas oxidation of (C) gave a ketone (E). Deduce the structural formula of (A), (B), (C), (D) and (E).

    Solution

    5. Write structural formulae for a. 3-Methoxyhexane
    b. Methyl vinyl ether
    c. 1-Ethylcyclohexanol
    d. Pentane-1,4-diol
    e. Cyclohex-2-en-1-ol

    Solution

    6. Write IUPAC names of the following

    6. Write IUPAC names of the following
    Solution