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    Alcohol, Phenol & Ethers

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    Divyansh Bhandari
    The document contains 15 practice questions related to alcohols, phenols, and ethers. The questions cover topics like conversions between compounds, reactions involving phenol and other alcohols, distinguishing compounds using chemical tests, and explaining observations. Structures are also asked to be deduced from reaction sequences.

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    Alcohol, Phenol & Ethers

    Uploaded by

    Divyansh Bhandari
    10 views2 pages
    The document contains 15 practice questions related to alcohols, phenols, and ethers. The questions cover topics like conversions between compounds, reactions involving phenol and other alcohols, distinguishing compounds using chemical tests, and explaining observations. Structures are also asked to be deduced from reaction sequences.

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    © © All Rights Reserved

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    The document contains 15 practice questions related to alcohols, phenols, and ethers. The questions cover topics like conversions between compounds, reactions involving phenol and other alcohols, distinguishing compounds using chemical tests, and explaining observations. Structures are also asked to be deduced from reaction sequences.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    10 views2 pages

    Alcohol, Phenol & Ethers

    Uploaded by

    Divyansh Bhandari
    The document contains 15 practice questions related to alcohols, phenols, and ethers. The questions cover topics like conversions between compounds, reactions involving phenol and other alcohols, distinguishing compounds using chemical tests, and explaining observations. Structures are also asked to be deduced from reaction sequences.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    of 2

    CH- ALCOHOLS, PHENOLS & ETHERS

    PRACTICE QUESTIONS

    Q1. Arrange the following in increasing order of acidic character:


    Benzoic acid, phenol, cresol
    Q2. An aromatic compound ' A ' on treatment with CHCl3 and KOH gives two compounds, both
    of which give same product 'B' when distilled with Zinc dust. Oxidation of ' B ' gives ' C ' with
    molecular formula C7H6O2. Sodium salt of ' C ' on heating with soda lime gives ' D ' which may
    also be obtained by distilling ' A ' with Zinc dust. Identify 'A', ' B ', ' C ' and ' D '.

    Q3. Convert:
    a) Phenol to toluene b) Ethanol to ethanol

    Q4. How will you synthesize 2-methylbutan-2-ol from appropriate alkene?

    Q5. What happens when:


    a) Salicylic acid is treated with (CH3CO)2O/H+?
    b) Phenol is oxidised with Na2Cr2O7/H+?
    c) Anisole is treated with CH3Cl/anhydrous AlCl3?

    Q6. Give a chemical test to distinguish between the following


    a) Phenol and 1-Propanol
    b) Ethanol and Di-ethyl either
    c) 1-Propanol and 2-Methyl 2 –propanol

    Q7. What happens when


    a) Sodium phenoxide is treated with CH3Cl
    b) CH2=CH-CH2OH is oxidised by PCC
    c) Phenol is treated with CH3COCl/anhy AlCl3.
    Write chemical equation to support your answer.

    Q8. Convert:
    a) Phenol to Anisole
    b) Ethanol to Propan-2-ol

    Q9. Account for the following:


    O-nitrophenol is more steam volatile than p-nitrophenol.
    Q10. Give an equation for the following :
    a) Phenol is treated with conc. HNO3
    b) Propene is treated with B2H6 followed by H2O2/OH-.
    Sodium tert. butoxide is treated with CH3Cl.

    Q11. Arrange the following in increasing order of property mentioned:


    a) Phenol, Ethanol, Water(Acidic Strength)
    b) p-cresol, p-nitrophenol, phenol(Acidic Strength)
    c) Propanol, Propane, Propanal(Boiling Point)
    d) p-nitrophenol, ethanol, phenol(Acidic Strength)

    Q12. a) How can you obtain phenol from Cumene, Benzene Sulphonic Acid & BDC?
    b) Convert:
    i) Phenol to Acetophenone.
    ii) Ethanol to Propan-2-ol.
    iii) Phenol to Benzoquinone
    iv) Propanone to 2-methylpropan-2-ol
    v) Propene to propan-2-ol
    vi) Benzyl chloride to benzyl alcohol
    vii) Methyl magnesium bromide to 2-methylpropan-2-ol
    viii) Phenol to picric acid

    Q13. Give reason:


    a) o-nitrophenol has a lower b.p than p-nitrophenol.
    b) Methyl Phenyl ether can not be prepared from bromobenzene.
    c) p-nitrophenol is more acidic than p-methylphenol.
    d) Bond length of C-O bond in phenol is shorter than that in methanol.
    e) (CH3)3C-Br on reaction with sodium methoxide (Na+-OCH3) gives alkene as a main
    product and not an ether.
    f) Phenol is more acidic than ethanol.
    g) (CH3)3C-O-CH3 on reaction with HI gives CH3OH & (CH3)3C-I as the main products and
    not (CH3)3C-OH and CH3I
    h) The C-O-H bond angle in alcohols is slightly less than the tetrahedral angle (109o28’)
    i) Butan-1-ol has a higher boiling point than diethylether.
    j) Alcohols are more soluble in water than the hydrocarbons of comparable molecular
    masses.
    k) Propanol has higher boiling point than butane.
    l) Preparation of ethers by acid dehydration of secondary & tertiary alcohols is not a
    suitable method.
    m) Phenol does not give protonation reaction easily.

    Q14. An organic compound A having molecular formula C6H6O gives a violet colour with
    neutral FeCl3 solution. A on treatment with CO2 and NaOH at 400 K under pressure gives B
    which on acidification gives a compound C. The compound C reacts with acetyl chloride to give
    D which is popular pain killer. Deduce the structure of A, B, C and D.

    Q15. Write a chemical test to distinguish between following:


    a) Ethanol & Phenol
    b) Propanol & 2-methylpropan-2-ol
    c) Pentan-2-ol & pentan-3-ol
    d) Phenol & Cyclohexanol
    e) Propan-2-ol & 2-methylpropan-2-ol
    f) Methanol & Propan-2-ol

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