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A-Level CAIE Chemistry AS16.1 AlcoholsQuestion Bank

Question 20

[Maximum number: 1]

An organic compound Z
- is oxidised by hot acidified potassium manganate(VII),
- reacts with sodium to give hydrogen.

What could be compound Z ?

A

(CH3)3COH\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COH}

B

CH3CH2CH2CHO\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CHO}

C

CH3CH2CH(OH)CH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_{3}

D

CH3CH2COCH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCH}_{3}

Question 20

[Maximum number: 1]

An organic compound X
- is unaffected by hot acidified potassium manganate(VII),
- reacts with ethanoic acid in the presence of concentrated sulfuric acid.

What is compound X ?

A

CH3CO2C2H5\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{C}_{2} \mathrm{H}_{5}

B

CH3CH2COCH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCH}_{3}

C

(CH3)3COH\left(\mathrm{CH}_{3}\right)_{3} \mathrm{COH}

D

CH3CH2CHOHCH3\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CHOHCH}_{3}

Question 21

[Maximum number: 1]

Hydroxyethanal, HOCH2CHO\mathrm{HOCH}_{2} \mathrm{CHO}, is heated under reflux with an excess of acidified potassium dichromate(VI) until no further oxidation takes place.

What is the skeletal formula of the organic product?

A
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B
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C
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D
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Question 21

[Maximum number: 1]

What will react differently with the two isomeric alcohols, (CH3)3CCH2OH\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCH}_{2} \mathrm{OH} and (CH3)2CHCH2CH2OH\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{OH} ?

A

acidified aqueous potassium manganate(VII)

B

concentrated sulfuric acid

C

phosphorus pentachloride

D

sodium

Question 22

[Maximum number: 1]

Pentaerythritol is used as an intermediate in the manufacture of paint.

pentaerythritol

pentaerythritol

Which statement about pentaerythritol is correct?

A

It can be dehydrated by concentrated sulfuric acid to form an alkene.

B

Its empirical formula and its molecular formula are different.

C

It does not react with acidified potassium manganate(VII).

D

One mole of it gives two moles of hydrogen gas on reaction with an excess of sodium.

Question 22

[Maximum number: 1]

The compound 'leaf alcohol' is partly responsible for the smell of new-mown grass.

CH3CH2CH=CHCH2CH2OH\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}=\mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{OH}

leaf alcohol
What will be formed when 'leaf alcohol' is oxidised using an excess of hot, acidified K2Cr2O7(aq)\mathrm{K}_{2} \mathrm{Cr}_{2} \mathrm{O}_{7}(\mathrm{aq}) ?

A

CH3CH2CH(OH)CH(OH)CH2CO2H\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}(\mathrm{OH}) \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_{2} \mathrm{CO}_{2} \mathrm{H}

B

CH3CH2COCOCH2CO2H\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{COCOCH}_{2} \mathrm{CO}_{2} \mathrm{H}

C

CH3CH2CH=CHCH2CO2H\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}=\mathrm{CHCH}_{2} \mathrm{CO}_{2} \mathrm{H}

D

CH3CH2CO2H\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CO}_{2} \mathrm{H} and HO2CCH2CO2H\mathrm{HO}_{2} \mathrm{CCH}_{2} \mathrm{CO}_{2} \mathrm{H}

Question 22

[Maximum number: 1]

There are many non-cyclic alcohols that cannot be oxidised by warm acidified MnO4\mathrm{MnO}_{4}^{-}ions. Alcohol X is the member of this set of alcohols with the lowest molecular mass.

How many moles of oxygen are required for the complete combustion of 1.0 mol of alcohol X ?

A

3.5 mol3.5 \mathrm{~mol}

B

4.5 mol4.5 \mathrm{~mol}

C

6.0 mol

D

6.5 mol

Question 23

[Maximum number: 1]

A compound Y is treated with warm acidified potassium dichromate(VI). The resulting organic product gives an orange precipitate with 2,4-dinitrophenylhydrazine reagent but does not give a silver mirror with Tollens' reagent.

What is Y?

A

butan-1-ol

B

butan-2-ol

C

butanal

D

2-methylpropan-2-ol

Question 23

[Maximum number: 1]

Which sequence of reagents may be used in the laboratory to convert propan-1-ol into 2-bromopropane?

A

concentrated sulfuric acid, followed by bromine

B

concentrated sulfuric acid, followed by hydrogen bromide

C

ethanolic sodium hydroxide, followed by bromine

D

ethanolic sodium hydroxide, followed by hydrogen bromide

Question 24

[Maximum number: 1]

A sample of 2.76 g of ethanol was mixed with an excess of aqueous acidified potassium dichromate(VI). The reaction mixture was then boiled under reflux for one hour. The required organic product was then collected by distillation.

The yield of product was 75.0\%.
Which mass of product was collected?

A

1.26 g1.26 \mathrm{~g}

B

1.98 g1.98 \mathrm{~g}

C

2.07 g2.07 \mathrm{~g}

D

2.70 g2.70 \mathrm{~g}

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