Alcohol Phenol and Ether

Welcome to Alcohol Phenol and Ether Chapter

Assignment 1

  1. Give structures of the products you would expect when each of the following alcohol reacts with (a) HCl-(b) HBr and (c) .    (i)Butan-1-ol (ii)  2-Methybutan-2-ol.
  1. Predict the major product of acid catalyzed dehydration of: (i) 1-Methylcyclohexanol (ii) butan-1-ol.
  1. Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.
  2. Write the equations with mechanism involved in the following reactions: (i) Reimer-Tiemann reaction (ii) Kolbe reaction.
  1. Write the reaction of Williamson synthesis of 2-ethoxy-3-methylpentane starting from ethanol and 3-methylpentan-2-ol.
  2. Give the structures and IUPAC names of the products expected from the following reactions: (i) catalytic reduction of butanal   (ii) hydration of propene in the presence of dilute sulphuric acid (iii) reaction of propanone with methyl magnesium bromide followed by hydrolysis.
  1. Arrange the following sets of the compounds in order of their increasing b.p.:
  • Pentan-1-ol, butan-1-ol, butan-2-ol, ethanol, propan-1-ol, methanol
  • Pentan-1-ol, n-butane, pentanal, ethoxy ethane.
  1. Arrange the following compounds in increasing order of their acidic strength: Propan-1-ol, 2,4,6-trinitrophenol, 3-nitrophenol, 3,5-dinitrophenol, phenol, 4-methyl phenol.
  1. Write the structure of the major products expected from the following reactions:
  • Mononitration of 3-methyl phenol
  • Dinitration of 3-methyl phenol
  • Mononitration of phenyl ethanoate
  1. Explain why propanol has higher b.p. than that of the hydrocarbon, butane.
  2. Give the equation of reaction for the preparation of phenol from cumene.
  3. What is meant by hydroboration-oxidation reaction? Illustrateit with an example.
  4. Give the structures and IUPAC names of monoydric phenols of molecular formula .
  5. While separating a mixture of ortho and paranotrophenols by steam distillation, name the isomer which will be steam volatile. Give reason.
  6. Write chemical reaction for the preparation of phenol from chlorobenzene.