AQA GCSE Chemistry Chemistry Paper 2 (Higher), November 2021: Question 6
8 marks · Standard Demand difficulty · Short Answer
Describe the test for an alkene double bond, determine the general formula of cycloalkenes, complete the displayed formula of the addition product with chlorine, and calculate the percentage by mass of chlorine in C6H10Cl2.
Practise this questionQuestion
Question text
06 This question is about cycloalkenes.
Cycloalkenes are ring-shaped hydrocarbon molecules containing a
double carbon-carbon bond.
Cycloalkenes react in a similar way to alkenes.
06.1 Describe a test for the double carbon-carbon bond in cycloalkene molecules.
Give the result of the test.
[2 marks]
Test
Result
06.2 Table 3 shows the name and formula of three cycloalkenes.
Table 3
Name Formula
Cyclobutene C4H6
Cyclopentene C5H8
Cyclohexene C6H10
Determine the general formula for cycloalkenes.
[1 mark]
General formula =
Figure 6 shows the displayed structural formula of cyclohexene, C6H10
Figure 6
Chlorine reacts with cyclohexene to produce a compound with the formula C6H10Cl2
06.3 Complete Figure 7 to show the displayed structural formula of C6H10Cl2
[2 marks]
Figure 7
06.4 Calculate the percentage by mass of chlorine in a molecule of C6H10Cl2
Relative atomic masses (Ar): H = 1 C = 12 Cl = 35.5
[3 marks]
Percentage by mass = %
Mark scheme
Show the mark scheme
Question 6
AO /
Question Answers Extra information Mark
Spec. Ref.
06.1 (test) AO1
(add) bromine (water) 1 4.7.1.4
4.7.2.2
(result)
(changes from) brown / orange ignore clear 1
to colourless
AO /
Spec. Ref.
06.2 CnH2n-2 1 AO2
4.7.2.1
AO /
Spec. Ref.
06.3 2 AO2
4.7.2.2
allow 1 mark for the structure of
1, 1-dichlorocyclohexane or
1, 3-dichlorocyclohexane or
1, 4-dichlorocyclohexane
Question 6 continued
AO /
Spec. Ref.
06.4 (Mr (C6H10Cl2) =) 153 1 AO2
4.3.1.2
(% chlorine=) × 100 allow correct use of an 1
incorrectly calculated value of Mr
= 46.4 (%) allow 46.405228758 (%) 1
correctly rounded to at least 2
significant figures
Total 8
How to answer it
Cycloalkenes: Reactions, Formulae & Calculations
This question tests your understanding of unsaturated hydrocarbons (alkenes/cycloalkenes), including the chemical test for a carbon-carbon double bond (C=C), deducing a general formula from molecular patterns, drawing the product of an addition reaction with a halogen, and performing quantitative percentage by mass calculations using relative atomic masses (Ar).
Test for Unsaturation in Cycloalkenes
Identifying the C=C double bond and its characteristic colour change
✅ Correct Answer
Test: Add bromine water [1 mark]
Result: (Changes from) orange / brown to colourless [1 mark]
💡 Key Knowledge
- Alkenes and cycloalkenes contain a reactive C=C double bond (they are unsaturated).
- Bromine adds across the double bond via an addition reaction, converting orange bromine water into a colourless dibromo-compound.
❌ Common Errors & Misconceptions
- Writing that the solution turns "clear" instead of "colourless". Bromine water is already clear (transparent); it loses its colour to become colourless. Examiners strictly do not accept "clear".
- Forgetting to state the initial colour (best practice is always to write: "orange to colourless").
🧠 Exam Technique
Even though cycloalkenes are unfamiliar ring molecules, the question states they "react in a similar way to alkenes". Always apply standard alkene reactions to unfamiliar unsaturated hydrocarbons!
General Formula of Cycloalkenes
Deducing algebraic formulas from homologous series data
✅ Correct Answer
General formula: CnH2n-2 [1 mark]
🧠 Step-by-Step Deduction
- When n = 4 → H = 6 → (2 × 4) - 2 = 6
- When n = 5 → H = 8 → (2 × 5) - 2 = 8
- When n = 6 → H = 10 → (2 × 6) - 2 = 10
- Rule: Multiply the number of carbons (n) by 2 and subtract 2 → CnH2n-2
❌ Common Trap
Do not confuse this with normal straight-chain alkenes (CnH2n) or cycloalkanes (CnH2n). Forming a ring removes 2 hydrogens; having a double bond removes another 2 hydrogens, giving CnH2n-2.
Addition Reaction of Cyclohexene with Chlorine
Completing the displayed formula for C₆H₁₀Cl₂
✅ Correct Answer
Complete the displayed structure as 1,2-dichlorocyclohexane:
Each carbon in the ring forms 4 single covalent bonds: the original C=C double bond breaks into a C-C single bond, and one Cl atom binds to each of those two carbons.
💡 Addition Mechanism Rules
- In an addition reaction, the double bond opens up into a single bond.
- The diatomic halogen molecule (Cl2) splits so that one halogen atom attaches to each carbon of the former double bond.
- Every carbon atom in the product must have exactly four covalent bonds.
❌ Common Errors
- Leaving the double bond intact (a 5-bonded carbon is an immediate mark deduction!).
- Attaching both Cl atoms to the same carbon atom (allowed only 1 partial mark by the mark scheme).
- Missing out hydrogen atoms or drawing bonds that do not clearly connect to the atoms.
🧠 Exam Technique
Count your bonds around every carbon atom when you finish drawing. If any carbon has 3 or 5 lines attached to it, check your work again!
Percentage by Mass of Chlorine in C₆H₁₀Cl₂
Quantitative chemistry: Relative formula mass and percentage composition
📐 Step-by-Step Calculation
Given: Ar values → H = 1, C = 12, Cl = 35.5
Step 1: Calculate the relative formula mass (Mr) of C6H10Cl2
Mr = (6 × 12) + (10 × 1) + (2 × 35.5)
Mr = 72 + 10 + 71 = 153 [1 mark]
Step 2: Find the total mass contributed by chlorine
Mass of Cl = 2 × 35.5 = 71
Step 3: Calculate the percentage by mass
Percentage = (Total mass of Cl / Mr) × 100
Percentage = (71 / 153) × 100 [1 mark]
Percentage = 46.4052...% → 46.4% (or 46%) [1 mark]
❌ Common Calculation Traps
- Forgetting there are 2 chlorines: Using 35.5 instead of 71 in the numerator gives 23.2% (incorrect).
- Arithmetic slips in Mr: If you calculate an incorrect Mr, you can still gain "error carried forward" (ECF) marks for step 2 and step 3 as long as your working is clearly shown.
- Rounding errors: Never round intermediate values too early. Round only your final answer (e.g. 46.4% to 3 significant figures).
🧠 Top Tip for Full Marks
Always write out the explicit fraction (71 / 153) × 100 . Even if you press a wrong button on your calculator, examiners award the second method mark for seeing the correct ratio written down.
Topics
Chemistry · C3: Quantitative Chemistry · C7: Organic Chemistry
Question and mark scheme from the AQA GCSE Chemistry examination, Chemistry Paper 2 (Higher), November 2021. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.