QUESTION 6 (10 marks)
The table shows the boiling points and molar masses of several organic compounds.
Compound | Class | Name | Molar mass (g mol−1) | Boiling point (°C) |
CH3CH2CH2CH2CH3 | alkane | pentane | 72 | −1 |
CHO2CH2CH3 | ester | 74 | 32 | |
CH3CH2CH2CHO | aldehyde | butanal | 72 | 49 |
CH3CH2CH2CH2OH | alcohol | 74 | 97 | |
CH3CH2COOH | carboxylic acid | 74 | 118 |
a) Predict whether hexane has a higher boiling point than pentane. Explain your reasoning.
[2 marks]
b) Explain why butanal has a higher boiling point than pentane.
[3 marks]
c) Identify the two organic compounds from the table that are highly soluble in water. Explain your reasoning.
[2 marks]
d) Identify the alcohol as primary, secondary or tertiary. Explain your reasoning.
[2 marks]
e) Apply IUPAC rules to name the ester.
[1 mark]
QCAA guide · typeset solution
QCAA sample response and mark allocation
6a) | Hexane has a higher boiling point than pentane because a longer carbon chain has a larger molar mass, which increases dispersion forces. | • predicts that hexane has a higher boiling point [1 mark] • explains that increasing chain length increases dispersion forces [1 mark] |
6b) | Butanal is polar, and pentane is non-polar. Butanal forms dipole–dipole interactions that are stronger than the dispersion forces in pentane; therefore, butanal has a higher boiling point. | • identifies that butanal is polar and/or has dipole-dipole forces [1 mark] • identifies that pentane is non-polar and/or only has dispersion forces [1 mark] • explains that butanal has a higher melting point due to stronger intermolecular forces [1 mark] |
6c) | Propanoic acid and butanol are highly soluble in water because the polar COOH and OH groups can form hydrogen bonds with water. | • identifies that propanoic acid and butanol are highly soluble in water [1 mark] • explains that solubility is due to hydrogen bonding with water [1 mark] |
6d) | Primary alcohol. The OH group is attached to a carbon that is attached to one carbon atom. | • identifies primary alcohol [1 mark] • explains that the OH group is attached to a carbon that is attached to one carbon atom [1 mark] |
6e) | ethyl methanoate | • names ester as ethyl methanoate [1 mark] |
QCAA sample response and marking criteria reproduced from the official guide.
Compare your working with the guide above.