Cyclohexene, C6H10, is a cycloalkene. Cycloalkenes react in a similar way to alkenes. [Figure: Structure of cyclohexene with 6 carbons in a ring, one double bond, and 10 hydrogens] cyclohexene
- (a)(i)Cyclohexene is an unsaturated hydrocarbon. What is meant by the term unsaturated?[1]
- (a)(ii)What is meant by the term hydrocarbon?[1]
- (b)Construct the equation for the complete combustion of cyclohexene.[1]
- (c)(i)Cyclohexene reacts with bromine. This is an addition reaction. Write the molecular formula of the product of this reaction.[1]
- (c)(ii)What would be observed in this reaction?[1]
- (d)Cyclohexene can be manufactured from hexane as shown in the equation. C6H14 → C6H10 + 2H2 Calculate the mass of cyclohexene that can be made from 258 g of hexane. [Mᵣ of cyclohexene = 82] mass of cyclohexene = .......................................................................... g[2]
- (e)(i)Another cycloalkene has the following percentage composition by mass. C, 88.2%; H, 11.8% Use the percentage composition by mass to show that the empirical formula of this cycloalkene is C5H8.[2]
- (e)(ii)The cycloalkene has a relative molecular mass, Mᵣ, of 68. Draw the structure of the cycloalkene, showing all of the atoms and all of the bonds.[1]
This question uses a diagram from the original paper, which isn't shown here. Open the full paper from the past papers archive to see it.
Mark scheme
Marking points from the official mark scheme (May/June 2016). The mark or mark type is shown in brackets.
- [1] Contains (one or more) carbon-carbon double bond/contains C=C bond
- [1] Contains only carbon and hydrogen/contains carbon and hydrogen and no other element
- [1] 2C6H10 + 17O2 → 12CO2 + 10H2O
- [1] C6H10Br2
- [1] (bromine/solution) goes colourless/decolourised
- [1] Moles of C6H14 = 3.0
- [1] Mass of C6H12 = 246
- [1] Mole ratio C: H = 7.35 : 11.8
- [1] Idea of dividing by smallest/simplest ratio is 1 : 1.6 AND × 5
- [1] Cyclic structure with 5 carbons, 8 hydrogens, one double bond, all bonds shown (e.g. pent-1-ene or similar cyclic structure with one double bond)
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