Compounds P, Q and R have all been found in the atmosphere of one of Saturn's moons. P N≡C—C≡C—C≡N Q H—C≡C—C≡N R H | H—C—C≡N | H [Figure 3.PQR_structures]
- (a)(i)The enthalpy change of formation, ∆Hᵣ, of CO₂(g) is −384 kJ mol⁻¹. Calculate the enthalpy change of formation, ∆Hᵣ, of P, in kJ mol⁻¹. ∆Hᵣ of P =[2]
- (a)(ii)One of the products of the complete combustion of P is nitrogen gas, N₂(g). Explain the lack of reactivity of nitrogen.[1]
- (b)(i)Ethyne, HCN and Q are all weak Brønsted-Lowry acids. Explain what is meant by the term weak Brønsted-Lowry acid.[2]
- (b)(ii)Ethyne, HCN and Q all contain triple bonds between two atoms. A triple bond consists of one sigma (σ) and two pi (π) bonds. Draw a labelled diagram to show the formation of one pi (π) bond.[2]
- (c)P and Q can be detected in the atmosphere by infrared spectroscopy. Identify two absorptions, and the bonds that correspond to these absorptions, that will appear in the infrared spectra of both P and Q. 1 2[2]
- (d)(i)Name the type of reaction shown in reaction 1.[1]
- (d)(ii)Draw the structure of S, the organic product of reaction 2.[1]
- (d)(iii)Name T.[1]
- (d)(iv)T can also be formed by the reaction of CH₃CH₂CH₂Br with ammonia. State the necessary conditions of this reaction.[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 (Feb/Mar 2021). The mark or mark type is shown in brackets.
- [1] M1: ∆Hᵣ(combustion) = Σ∆Hᵣ(products) - Σ∆Hᵣ(reactants) => -2036 = 4 × (-384) - ∆Hᵣ(P)
- [1] M2: ∆Hᵣ(P) = +500 kJ mol⁻¹
- [1] strong triple bond / high activation energy
- [1] M1: proton / H⁺ donor
- [1] M2: partially dissociates / does not fully dissociate (in solution)
- [1] M1: overlap of two p orbitals side-on / above and below the plane
- [1] M2: diagram showing two p-orbitals overlapping side-on, forming a pi (π) orbital
- [1] M1: 2150–2250 (cm⁻¹) AND C≡C bond
- [1] M2: 2200–2250 (cm⁻¹) AND C≡N bond
- [1] addition polymerisation
- [1] Structure of S: repeating unit -[CH(CO₂H)CH₂]- (Poly(prop-2-enoic acid) polymer unit)
- [1] propan-1-amine / 1-aminopropane
- [1] alcoholic / ethanolic solution AND high pressure / heat in a sealed container
Write your answer and get it marked
On Oracle Prep you can write or photograph your own answer and have it marked by AI against this mark scheme, with feedback on what you missed.
Sign up free →