Question 1

Paper 2Medium8 marks

A student compares five oxygen-containing organic compounds used as solvents. Their structural formulae are shown in Figure 1.

ABCDECH₃CH₂CH₂CH₂OHCH₃CHOHCH₂CH₃CH₃CHCH₃CH₂OHCH₃CCH₃OHCH₃CH₃CH₂OCH₂CH₃
(a)

Determine the molecular formula shared by compounds A–E.

[1]
(b)

Identify one pair of position isomers among compounds A–D and explain the structural feature that makes them position isomers.

[2]
(c)

Identify a pair of primary alcohols in Figure 1 that are straight-chain/branched-chain isomers, and explain the difference in their carbon skeletons.

[2]
(d)

Classify the relationship between compounds A and E as a type of structural isomerism. Give a structural feature that supports your answer.

[2]
(e)

State whether compound D is a primary, secondary or tertiary alcohol.

[1]

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