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 question

Question

Question 06 is divided into four parts. Part 06.1 asks for a chemical test and result for a C=C double bond in cycloalkene molecules (2 marks). Part 06.2 provides Table 3 listing Cyclobutene (C4H6), Cyclopentene (C5H8), and Cyclohexene (C6H10), asking to determine the general formula for cycloalkenes (1 mark). Part 06.3 shows Figure 6 with the displayed formula of cyclohexene and asks to complete an incomplete displayed structural formula in Figure 7 for the addition product C6H10Cl2 formed with chlorine (2 marks). Part 06.4 asks to calculate the percentage by mass of chlorine in C6H10Cl2 given relative atomic masses H = 1, C = 12, Cl = 35.5 (3 marks).
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 Mark scheme for Question 6: 06.1 awards 1 mark for adding bromine water and 1 mark for changing from orange/brown to colourless (ignore clear). 06.2 awards 1 mark for CnH2n-2. 06.3 awards 2 marks for drawing the fully displayed structure of 1,2-dichlorocyclohexane (single bonds in ring, single bonds to Cl and H atoms attached to each carbon). 06.4 awards 1 mark for calculating Mr = 153, 1 mark for (71/153) x 100, and 1 mark for 46.4%. Total: 8 marks.

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

WHAT THIS QUESTION TESTS

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).

QUESTION 06.1 • 2 MARKS

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!

Mark breakdown: 1 mark for bromine water; 1 mark for orange/brown to colourless.
QUESTION 06.2 • 1 MARK

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.

Mark breakdown: 1 mark for the correct formula CnH2n-2.
QUESTION 06.3 • 2 MARKS

Addition Reaction of Cyclohexene with Chlorine

Completing the displayed formula for C₆H₁₀Cl₂

✅ Correct Answer

Complete the displayed structure as 1,2-dichlorocyclohexane:

H H | | H - C - C - H / \ H - C C - Cl | | H - C C - Cl \ / H - C - C - H | | H H

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!

Mark breakdown: 2 marks for full correct displayed structure. Allow 1 mark if a dichlorocyclohexane isomer (e.g. 1,1-, 1,3-, or 1,4-) is drawn with correct valencies.
QUESTION 06.4 • 3 MARKS

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.

Mark breakdown: 1 mark for Mr = 153; 1 mark for (71 / 153) × 100; 1 mark for 46.4% (accept 46% or rounding to ≥ 2 sig figs).

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.