NESA Chemistry Hydrocarbons

15 sample questions with marking guides and sample answers · Avg. score: 76.3%

Q10
2020
SCSA
1 mark
Q10
1 mark

Which of these statements regarding organic molecules are correct?

(i) Organic molecules have hydrocarbon skeletons.
(ii) Functional groups consist of groups of atoms or a particular type of bond.
(iii) Functional groups influence the chemical properties of organic molecules.
(iv) Functional groups influence the physical properties of organic molecules.

A

i and iii only

B

ii and iv only

C

i, ii and iii only

D

i, ii, iii and iv

Reveal Answer
A

i and iii only

While statements (i) and (iii) are true, this option is incorrect because it excludes statements (ii) and (iv), which also accurately describe functional groups.

B

ii and iv only

Although statements (ii) and (iv) are true, this option is incorrect because it misses statements (i) and (iii), which correctly describe the structure and chemical properties of organic molecules.

C

i, ii and iii only

This option is incorrect because it excludes statement (iv). Functional groups significantly influence the physical properties of organic molecules, such as boiling point and solubility.

D

i, ii, iii and iv

Correct Answer

All four statements are correct. Organic molecules are built on hydrocarbon skeletons, and functional groups (specific atoms or bonds) determine both their chemical reactivity and physical properties.

Q14
2023
QCAA
Paper 1
1 mark
Q14
1 mark

Identify which molecule has the lowest boiling point.

A

butanone

B

hexanone

C

pentanone

D

propanone

Reveal Answer
A

butanone

Butanone (C4H8OC_4H_8O) has a longer carbon chain than propanone, leading to stronger London dispersion forces and a higher boiling point.

B

hexanone

Hexanone (C6H12OC_6H_{12}O) has the highest molecular weight and longest carbon chain among the options, resulting in the strongest intermolecular forces and the highest boiling point.

C

pentanone

Pentanone (C5H10OC_5H_{10}O) has a larger molecular size than propanone, which results in stronger intermolecular attractions and a higher boiling point.

D

propanone

Correct Answer

Propanone (C3H6OC_3H_6O) has the shortest carbon chain and lowest molecular mass, resulting in the weakest London dispersion forces and therefore the lowest boiling point.

Q18
2024
VCAA
1 mark
Q18
1 mark

Each of the following compounds has a molar mass of 88 g mol188 \text{ g mol}^{-1}.

Which one has the highest boiling point?

A

CH3CH2OCOCH3\text{CH}_3\text{CH}_2\text{OCOCH}_3

B

CH3(CH2)2COOH\text{CH}_3(\text{CH}_2)_2\text{COOH}

C

CH3(CH2)3CH2OH\text{CH}_3(\text{CH}_2)_3\text{CH}_2\text{OH}

D

CH3NH(CH2)2NHCH3\text{CH}_3\text{NH}(\text{CH}_2)_2\text{NHCH}_3

Reveal Answer
A

CH3CH2OCOCH3\text{CH}_3\text{CH}_2\text{OCOCH}_3

Esters cannot form intermolecular hydrogen bonds, resulting in weaker dipole-dipole interactions and a lower boiling point compared to alcohols and carboxylic acids.

B

CH3(CH2)2COOH\text{CH}_3(\text{CH}_2)_2\text{COOH}

Correct Answer

Carboxylic acids can form strong intermolecular hydrogen bonds, often forming stable dimers. This significantly increases their intermolecular forces and gives them the highest boiling point among compounds of similar molar mass.

C

CH3(CH2)3CH2OH\text{CH}_3(\text{CH}_2)_3\text{CH}_2\text{OH}

While alcohols can form hydrogen bonds, they do not form stable dimers like carboxylic acids do, resulting in slightly weaker overall intermolecular forces and a lower boiling point than option B.

D

CH3NH(CH2)2NHCH3\text{CH}_3\text{NH}(\text{CH}_2)_2\text{NHCH}_3

Amines can form hydrogen bonds, but because nitrogen is less electronegative than oxygen, the N-H bond is less polar than the O-H bond. This makes their hydrogen bonds weaker than those in alcohols and carboxylic acids.

Q1
2023
NESA
1 mark
Q1
1 mark

What is the safest method for disposing of a liquid hydrocarbon after an experiment?

A

Pour it down the sink

B

Place it in a garbage bin

C

Burn it by igniting with a match

D

Place it in a separate waste container

Reveal Answer
A

Pour it down the sink

Incorrect. Liquid hydrocarbons are typically toxic, flammable, and insoluble in water, meaning pouring them down the sink can contaminate water supplies and create plumbing fire hazards.

B

Place it in a garbage bin

Incorrect. Disposing of flammable liquids in a standard garbage bin poses a severe fire risk and allows toxic fumes to evaporate into the surrounding air.

C

Burn it by igniting with a match

Incorrect. Igniting hydrocarbons in an uncontrolled manner is extremely dangerous, risking uncontrolled fires, explosions, and the release of toxic combustion byproducts.

D

Place it in a separate waste container

Correct Answer

Correct. Hazardous chemicals like liquid hydrocarbons must be collected in designated, properly labeled chemical waste containers to ensure safe handling and regulated disposal by professionals.

Q7
2023
VCAA
1 mark
Q7
1 mark

Consider the following statements about fossil fuels and biofuels.

I. Production of biofuels does not damage the environment.
II. Combustion of both biofuels and fossil fuels generates greenhouse gases.
III. Biofuels and fossil fuels are both renewable as they are produced from plants.

Which of the statements above are correct?

A

I only

B

II only

C

I and II only

D

I and III only

Reveal Answer
A

I only

This option is incorrect because Statement I is false. The production of biofuels can damage the environment through deforestation, habitat destruction, and the use of agricultural fertilizers.

B

II only

Correct Answer

This is the correct option because only Statement II is true. The combustion of both biofuels and fossil fuels releases carbon dioxide (CO2CO_2), which is a greenhouse gas.

C

I and II only

This option is incorrect because Statement I is false. While Statement II is true, biofuel production is not entirely harmless to the environment.

D

I and III only

This option is incorrect because both Statements I and III are false. Fossil fuels are considered non-renewable because they take millions of years to form, unlike biofuels which can be replenished relatively quickly.

Q23
2023
VCAA
1 mark
Q23
1 mark

Which one of the following is the semi-structural formula of 2-methylpent-1-ene?

A

(CH3)2CCHCH2CH3(\text{CH}_3)_2\text{CCHCH}_2\text{CH}_3

B

(CH3)2CHCH2CHCH2(\text{CH}_3)_2\text{CHCH}_2\text{CHCH}_2

C

CH2C(CH3)CH2CH2CH3\text{CH}_2\text{C(CH}_3\text{)CH}_2\text{CH}_2\text{CH}_3

D

CH2CHCH(CH3)CH2CH3\text{CH}_2\text{CHCH(CH}_3\text{)CH}_2\text{CH}_3

Reveal Answer
A

(CH3)2CCHCH2CH3(\text{CH}_3)_2\text{CCHCH}_2\text{CH}_3

Incorrect. This structure represents 2-methylpent-2-ene, where the double bond is located between the second and third carbon atoms.

B

(CH3)2CHCH2CHCH2(\text{CH}_3)_2\text{CHCH}_2\text{CHCH}_2

Incorrect. This structure represents 4-methylpent-1-ene, where the methyl group is attached to the fourth carbon atom instead of the second.

C

CH2C(CH3)CH2CH2CH3\text{CH}_2\text{C(CH}_3\text{)CH}_2\text{CH}_2\text{CH}_3

Correct Answer

Correct. The formula CH2C(CH3)CH2CH2CH3\text{CH}_2\text{C(CH}_3\text{)CH}_2\text{CH}_2\text{CH}_3 correctly places the double bond at the first carbon and the methyl branch at the second carbon, matching 2-methylpent-1-ene.

D

CH2CHCH(CH3)CH2CH3\text{CH}_2\text{CHCH(CH}_3\text{)CH}_2\text{CH}_3

Incorrect. This structure represents 3-methylpent-1-ene, where the methyl group is attached to the third carbon atom.

Q9
2021
QCAA
Paper 1
1 mark
Q9
1 mark

The boiling points of methane, ethane and propane increase as the lengths of the carbon chains increase because more energy is required to overcome the

A

intramolecular hydrogen bonds.

B

intermolecular hydrogen bonds.

C

intramolecular dispersion forces.

D

intermolecular dispersion forces.

Reveal Answer
A

intramolecular hydrogen bonds.

Intramolecular forces hold atoms together within a molecule; boiling involves separating molecules from one another, not breaking bonds within them. Furthermore, alkanes do not contain the electronegative atoms necessary for hydrogen bonding.

B

intermolecular hydrogen bonds.

Alkanes are nonpolar hydrocarbons that lack the hydrogen atoms bonded to highly electronegative atoms (N, O, F) required to form hydrogen bonds.

C

intramolecular dispersion forces.

Dispersion forces are intermolecular (between molecules), not intramolecular. Intramolecular forces refer to the covalent bonds holding the carbon and hydrogen atoms together.

D

intermolecular dispersion forces.

Correct Answer

Boiling requires overcoming intermolecular forces. As the carbon chain length increases, the molecule's surface area and electron count increase, leading to stronger London dispersion forces that require more energy to overcome.

Q9
2023
VCAA
1 mark
Q9
1 mark

Consider the following statements about coal seam gas and petroleum gas.

I. Coal seam gas and petroleum gas are both mixtures.
II. Coal seam gas and petroleum gas both combust to produce carbon dioxide.
III. Coal seam gas and petroleum gas are both fossil fuels.

Which of the above statements are correct?

A

I and II only

B

I and III only

C

II and III only

D

I, II and III

Reveal Answer
A

I and II only

While statements I and II are correct, statement III is also true because both coal seam gas and petroleum gas are formed from ancient organic matter, making them fossil fuels.

B

I and III only

While statements I and III are correct, statement II is also true because both gases are primarily composed of hydrocarbons, which produce carbon dioxide and water upon combustion.

C

II and III only

While statements II and III are correct, statement I is also true because both gases are mixtures of various hydrocarbons and other trace gases, rather than pure substances.

D

I, II and III

Correct Answer

All three statements are correct. Both gases are mixtures of hydrocarbons, combust to produce carbon dioxide, and are classified as fossil fuels.

Q25
2024
VCAA
1 mark
Q25
1 mark

Use the following information to answer the question.

A chemist runs a mixture of hexane, hexan-1-ol and hexan-2-one through a high-performance liquid chromatography (HPLC) column using a polar mobile phase and a non-polar stationary phase.

Which of the following shows the chemicals in order of their retention times, from lowest to highest?

A

hexane, hexan-2-one, hexan-1-ol

B

hexane, hexan-1-ol, hexan-2-one

C

hexan-2-one, hexan-1-ol, hexane

D

hexan-1-ol, hexan-2-one, hexane

Reveal Answer
A

hexane, hexan-2-one, hexan-1-ol

This order represents the highest to lowest retention time, which would be the correct order if the stationary phase were polar (normal-phase HPLC).

B

hexane, hexan-1-ol, hexan-2-one

Hexane is the most non-polar compound, meaning it will interact most strongly with the non-polar stationary phase and have the highest, not lowest, retention time.

C

hexan-2-one, hexan-1-ol, hexane

While hexane correctly has the highest retention time, hexan-1-ol is more polar than hexan-2-one due to its ability to form hydrogen bonds, so hexan-1-ol will elute before hexan-2-one.

D

hexan-1-ol, hexan-2-one, hexane

Correct Answer

In reverse-phase HPLC (non-polar stationary phase, polar mobile phase), the most polar compound has the lowest retention time. Hexan-1-ol (most polar) elutes first, followed by hexan-2-one, and the non-polar hexane elutes last.

Q21
2025
VCAA
1 mark
Q21
1 mark

A key advantage of using renewable feedstocks in the manufacture of organic compounds is that they

A

eliminate any associated environmental impact.

B

reduce reliance on finite natural resources.

C

lead to the production of fewer by-products.

D

reduce the energy requirements of the manufacturing process.

Reveal Answer
A

eliminate any associated environmental impact.

While renewable feedstocks can lower certain environmental impacts like net carbon emissions, they do not completely eliminate them, as their harvesting and processing still require land, water, and energy.

B

reduce reliance on finite natural resources.

Correct Answer

Renewable feedstocks, such as plant biomass, can be continuously replenished naturally, which directly decreases our dependence on depleting, finite resources like petroleum and coal.

C

lead to the production of fewer by-products.

The generation of by-products is determined by the specific chemical reaction pathway and the atom economy of the process, not inherently by whether the starting materials are renewable.

D

reduce the energy requirements of the manufacturing process.

Converting renewable feedstocks into usable organic compounds can actually be highly energy-intensive and does not inherently guarantee a reduction in manufacturing energy requirements compared to traditional petrochemical methods.

Q25
2020
VCAA
1 mark
Q25
1 mark

Petrodiesel is made up of a number of different molecules, including C12H26\text{C}_{12}\text{H}_{26}. Biodiesel often contains C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2.

When comparing C12H26\text{C}_{12}\text{H}_{26} and C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2, which one of the following statements is correct?

A

C12H26\text{C}_{12}\text{H}_{26} has a higher viscosity due to the dispersion forces between the molecules.

B

C12H26\text{C}_{12}\text{H}_{26} is less hygroscopic as it has only dispersion forces between the molecules.

C

C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2 has a higher energy content when it combusts as it contains oxygen atoms.

D

C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2 produces more carbon dioxide per mole when it combusts due to its higher molecular weight.

Reveal Answer
A

C12H26\text{C}_{12}\text{H}_{26} has a higher viscosity due to the dispersion forces between the molecules.

Biodiesel (C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2) actually has a higher viscosity than petrodiesel because it contains polar ester groups that form stronger dipole-dipole interactions, whereas petrodiesel only has weaker dispersion forces.

B

C12H26\text{C}_{12}\text{H}_{26} is less hygroscopic as it has only dispersion forces between the molecules.

Correct Answer

Petrodiesel (C12H26\text{C}_{12}\text{H}_{26}) is a non-polar hydrocarbon with only dispersion forces, meaning it cannot form hydrogen bonds with water. This makes it less hygroscopic (water-absorbing) than biodiesel, which contains polar oxygen atoms.

C

C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2 has a higher energy content when it combusts as it contains oxygen atoms.

The presence of oxygen atoms in biodiesel means it is already partially oxidized, which actually results in a lower energy content per gram compared to the fully unoxidized hydrocarbons in petrodiesel.

D

C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2 produces more carbon dioxide per mole when it combusts due to its higher molecular weight.

The amount of carbon dioxide produced depends on the number of carbon atoms per molecule. Since C11H22O2\text{C}_{11}\text{H}_{22}\text{O}_2 has 11 carbon atoms and C12H26\text{C}_{12}\text{H}_{26} has 12, petrodiesel produces more CO2\text{CO}_2 per mole.

Q10
2023
NESA
1 mark
Q10
1 mark

Which of the following correctly lists the compounds in order of increasing boiling point?

A

Heptane < heptan-2-one < heptan-1-ol < heptanoic acid

B

Heptane < heptan-1-ol < heptan-2-one < heptanoic acid

C

Heptanoic acid < heptan-2-one < heptan-1-ol < heptane

D

Heptanoic acid < heptan-1-ol < heptan-2-one < heptane

Reveal Answer
A

Heptane < heptan-2-one < heptan-1-ol < heptanoic acid

Correct Answer

This is the correct order. Heptane has only weak London dispersion forces, heptan-2-one has dipole-dipole interactions, heptan-1-ol forms hydrogen bonds, and heptanoic acid forms strong hydrogen-bonded dimers, resulting in progressively higher boiling points.

B

Heptane < heptan-1-ol < heptan-2-one < heptanoic acid

This order is incorrect because heptan-1-ol has a higher boiling point than heptan-2-one. The hydrogen bonding in the alcohol is stronger than the dipole-dipole interactions in the ketone.

C

Heptanoic acid < heptan-2-one < heptan-1-ol < heptane

This incorrectly lists the compounds in decreasing order of boiling point, starting with the strongest intermolecular forces (heptanoic acid) and ending with the weakest (heptane).

D

Heptanoic acid < heptan-1-ol < heptan-2-one < heptane

This incorrectly lists the compounds in decreasing order of boiling point and mistakenly suggests that heptan-2-one has a higher boiling point than heptan-1-ol.

Q18
2024
SCSA
1 mark
Q18
1 mark

Which of the following lists the compounds from lowest to highest boiling points?

A

pentane < butanal < butan-1-amine < butan-1-ol

B

butanal < butan-1-amine < butan-1-ol < pentane

C

butan-1-ol < butan-1-amine < butanal < pentane

D

butan-1-amine < butan-1-ol < pentane < butanal

Reveal Answer
A

pentane < butanal < butan-1-amine < butan-1-ol

Correct Answer

This is the correct order based on intermolecular forces. Pentane has only weak London dispersion forces, butanal has dipole-dipole interactions, butan-1-amine has hydrogen bonding, and butan-1-ol has the strongest hydrogen bonding due to the highly electronegative oxygen atom.

B

butanal < butan-1-amine < butan-1-ol < pentane

Pentane is a nonpolar alkane with only weak London dispersion forces, meaning it has the lowest boiling point of the group, not the highest.

C

butan-1-ol < butan-1-amine < butanal < pentane

This order is completely reversed. Butan-1-ol has the highest boiling point due to strong hydrogen bonding, while pentane has the lowest due to having only weak London dispersion forces.

D

butan-1-amine < butan-1-ol < pentane < butanal

Butanal only exhibits dipole-dipole interactions, so its boiling point is lower than compounds capable of hydrogen bonding, such as butan-1-amine and butan-1-ol.

Q15
2021
QCAA
Paper 1
1 mark
Q15
1 mark

Which organic compound has the highest boiling point?

A

CH3_3(CH2_2)3_3CH3_3

B

CH3_3(CH2_2)3_3CHO

C

CH2_2CH(CH2_2)2_2CH3_3

D

CH3_3(CH2_2)3_3CH2_2OH

Reveal Answer
A

CH3_3(CH2_2)3_3CH3_3

This is pentane, an alkane. It is nonpolar and relies only on weak London dispersion forces, resulting in a relatively low boiling point.

B

CH3_3(CH2_2)3_3CHO

This is pentanal, an aldehyde. While it exhibits dipole-dipole interactions, it lacks the ability to form hydrogen bonds with itself, giving it a lower boiling point than the alcohol.

C

CH2_2CH(CH2_2)2_2CH3_3

This is 1-pentene, an alkene. Like alkanes, its primary intermolecular forces are weak London dispersion forces, leading to a low boiling point.

D

CH3_3(CH2_2)3_3CH2_2OH

Correct Answer

This is 1-pentanol, an alcohol. The presence of the hydroxyl (-OH) group allows for strong intermolecular hydrogen bonding, which requires significantly more energy to break than the forces in the other compounds.

Q6
2020
VCAA
8 marks
Q6

Methane gas, CH4\text{CH}_4, can be captured from the breakdown of waste in landfills. CH4\text{CH}_4 is also a primary component of natural gas. CH4\text{CH}_4 can be used to produce energy through combustion.

Q6a
1 mark

Write the equation for the incomplete combustion of CH4\text{CH}_4 to produce carbon monoxide, CO.

Reveal Answer

2CH4(g) + 3O2(g) → 2CO(g) + 4H2O(l) or
CH4(g) + 1.5O2(g) → CO(g) + 2H2O(l)

Marking Criteria
DescriptorMarks

Correct response.

1
Q6b
2 marks

If 20.0 g of CH4\text{CH}_4 is kept in a 5.0 L sealed container at 25C25 ^\circ\text{C}, what would be the pressure in the container?

Reveal Answer

n(CH4)=20.0/16.0=1.25 moln(\text{CH}_4) = 20.0 / 16.0 = 1.25 \text{ mol} *
Pressure(CH4)=nRT/V=1.25×8.31×298/5.0=6.2×102 kPa\text{Pressure}(\text{CH}_4) = nRT / V = 1.25 \times 8.31 \times 298 / 5.0 = 6.2 \times 10^2 \text{ kPa} *

Marking Criteria
DescriptorMarks

Calculates correct amount of CH4 (1.25 mol).

1

Calculates correct pressure of CH4 (6.2 x 10^2 kPa).

1
Q6c
3 marks

A Bunsen burner is used to heat a beaker containing 350.0 g of water. Complete combustion of 0.485 g of CH4\text{CH}_4 raises the temperature of the water from 20C20 ^\circ\text{C} to 32.3C32.3 ^\circ\text{C}.

Calculate the percentage of the Bunsen burner's energy that is lost to the environment.

Reveal Answer

Energy from CH4=0.485 g×55.6 kJ g1=27.0 kJ\text{Energy from CH}_4 = 0.485 \text{ g} \times 55.6 \text{ kJ g}^{-1} = 27.0 \text{ kJ}

Energy absorbed by water=4.18 J g1 K1×350.0×(32.320.0)\text{Energy absorbed by water} = 4.18 \text{ J g}^{-1} \text{ K}^{-1} \times 350.0 \times (32.3 - 20.0)
=1.80×104 J= 1.80 \times 10^4 \text{ J}
=18.0 kJ= 18.0 \text{ kJ}

Energy lost to environment=27.018.0=9.0 kJ\text{Energy lost to environment} = 27.0 - 18.0 = 9.0 \text{ kJ}

% energy lost=(9.0/27.0)×100=33.3%\% \text{ energy lost} = (9.0 / 27.0) \times 100 = 33.3 \%

Marking Criteria
DescriptorMarks

Calculating the energy from CH4.

1

Calculating the energy absorbed by water.

1

Working out the percentage of energy loss.

1
Q6d
2 marks

Compare the environmental impact of CH4\text{CH}_4 obtained from landfill to the environmental impact of CH4\text{CH}_4 obtained from natural gas.

Reveal Answer

Similarity – methane from both sources

  • Both produce atmospheric carbon dioxide through combustion.
  • Methane from both sources contains small amounts of nitrogen and sulfur; combustion of natural gas leads to the formation of acidic oxides such as SOx and NOx.

Difference – landfill versus natural gas

  • Methane from landfill can be produced renewably, whereas methane from natural gas releases stored carbon.
  • Methane from landfill is more carbon neutral, methane from natural gas increases atmospheric CO2 levels.
  • Obtaining methane from natural gas via fracking causes additional significant environmental damage, whereas when obtaining methane from a landfill the damage has already been done in the formation of the landfill.
  • Landfill gases contain less methane and release more CO2 (for the same amount of energy generated), natural gas contains more methane and releases comparatively less CO2.
  • Methane captured from landfill and used as a source on energy may have a positive impact as it is a more potent greenhouse gas than CO2.
  • CH4 from landfill is more easily collected compared to fracking/sourcing methane from fossil fuels.
Marking Criteria
DescriptorMarks

1 mark for each valid comparison point (any 2 of): Both produce atmospheric carbon dioxide through combustion; Methane from both sources contains small amounts of nitrogen and sulfur; Methane from landfill can be produced renewably, whereas methane from natural gas releases stored carbon; Methane from landfill is more carbon neutral; Obtaining methane from natural gas via fracking causes additional significant environmental damage; Landfill gases contain less methane and release more CO2; Methane captured from landfill may have a positive impact as it is a more potent greenhouse gas than CO2; CH4 from landfill is more easily collected.

2

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