International A Level (IAL)ChemistryEdexcelExam Questions2. Energetics, Group Chemistry, Halogenoalkanes & AlcoholsOrganic Chemistry: Alcohols

Organic Chemistry: Alcohols (Edexcel International A Level (IAL) Chemistry): Exam Questions

Exam code: YCH11

20 mins9 questions

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Organic Chemistry: Alcohols

1a
3 marks

This question is about the reactions of halogenoalkanes and alcohols.

1-Bromobutane (CH3CH2CH2CH2Br) reacts with aqueous sodium hydroxide solution under reflux to form butan-1-ol.

Draw the mechanism for this reaction. Your diagram must clearly show:

  • the partial charges (δ+ and δ–) on the C–Br bond

  • the lone pair on the hydroxide ion

  • all curly arrows (each representing the movement of a pair of electrons)

  • the final organic product.

Structural formula of 1-bromobutane with a terminal bromine atom and nearby hydroxide ion, illustrating a nucleophilic substitution reaction setup

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1b
2 marks

When 1-iodobutane and 1-bromobutane are separately heated under reflux with aqueous sodium hydroxide, 1-iodobutane reacts more quickly than 1-bromobutane.

Explain this observation.

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1c
3 marks

Butan-2-ol (CH3CH(OH)CH2CH3) is heated under reflux with acidified potassium dichromate(VI) solution.

Skeletal formula of butan-2-ol showing a four-carbon zigzag chain with a hydroxyl group (OH) attached to the second carbon atom

i) State the colour change observed.

[1]

ii) Write a balanced equation for the reaction, using [O] to represent the oxidising agent.

[2]

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1d
2 marks

2-Methylpropan-2-ol is a tertiary alcohol.

Explain why tertiary alcohols are NOT oxidised by acidified potassium dichromate(VI).

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