Physical) June 2024 Predicted & Actual
Questions | Model Answers
QUESTION 1 (12 marks)
Compound A (C₅H₁₀O₂) is a neutral, sweet-smelling liquid that does not react with Tollens’
reagent.
(a) Define the term “ester”. (2)
(b) The high-resolution mass spectrum of A shows a molecular ion at m/z = 102.0681.
(i) Calculate the exact molecular mass of C₅H₁₀O₂ to 4 d.p. (1)
(ii) Confirm that the observed value is consistent with this formula. (1)
(c) The ¹H NMR spectrum of A is summarised below:
δ 1.2 ppm, triplet, 3 H
δ 2.3 ppm, quartet, 2 H
δ 3.7 ppm, singlet, 3 H
Deduce the structure of A, explaining your reasoning. (4)
(d) A is refluxed with aqueous NaOH.
(i) Name the type of reaction occurring. (1)
(ii) Draw the fully displayed structures of the two organic products formed. (2)
(e) State one practical advantage of using ethyl ethanoate as a solvent compared with
dichloromethane. (1)