Which compound gives an orange precipitate with 2,4-dinitrophenylhydrazine?
From Paper 2: Synthesis and analytical techniques
111 mark
Which is a primary amine?
From Paper 2: Synthesis and analytical techniques
121 mark
How many peaks are in the ¹³C NMR spectrum of propan-2-ol?
From Paper 2: Synthesis and analytical techniques
131 mark
What is the electrophile in the nitration of benzene?
From Paper 2: Synthesis and analytical techniques
141 mark
Which forms a polyamide with hexane-1,6-diamine?
From Paper 2: Synthesis and analytical techniques
151 mark
Which reagent increases the length of a carbon chain by one carbon atom?
From Paper 2: Synthesis and analytical techniques
19(b)*6 marks
Compound R, C₄H₈O₂, is an ester. Its ¹H NMR spectrum has a singlet at δ 2.0 (3H), a quartet at δ 4.1 (2H) and a triplet at δ 1.2 (3H). Its ¹³C NMR spectrum has four peaks. Identify R, explaining how the spectra support your answer.
From Paper 2: Synthesis and analytical techniques
20(a)4 marks
Give three pieces of evidence that benzene does not have the Kekulé structure, and explain each.
From Paper 2: Synthesis and analytical techniques
20(b)4 marks
Outline the mechanism for the nitration of benzene, including how the electrophile is formed.
From Paper 2: Synthesis and analytical techniques
20(c)3 marks
Predict the main product when nitrobenzene is brominated and when phenylamine reacts with bromine water. Explain the difference in reactivity.
From Paper 2: Synthesis and analytical techniques
21(a)4 marks
Outline the mechanism for the reduction of propanal by NaBH₄.
From Paper 2: Synthesis and analytical techniques
21(b)3 marks
Compare the hydrolysis of ethyl ethanoate using dilute acid and using aqueous sodium hydroxide.
From Paper 2: Synthesis and analytical techniques
21(c)3 marks
Give the organic products of ethanoyl chloride with water, with ammonia and with phenol.
From Paper 2: Synthesis and analytical techniques
22(a)3 marks
Give the reagents and conditions to make ethylamine from bromoethane, and phenylamine from nitrobenzene.
From Paper 2: Synthesis and analytical techniques
22(b)3 marks
Draw the structures of alanine, H₂NCH(CH₃)COOH, at low pH and at high pH, and explain why alanine shows optical isomerism.
From Paper 2: Synthesis and analytical techniques
22(c)4 marks
Ethane-1,2-diol and benzene-1,4-dicarboxylic acid form a polyester. Draw the repeat unit and explain why polyesters can be broken down but poly(alkenes) cannot be hydrolysed.
From Paper 2: Synthesis and analytical techniques
23(a)3 marks
Bromoethane is converted to propanenitrile, then to propanoic acid. Give reagents and conditions for both steps and explain why this route is useful.
From Paper 2: Synthesis and analytical techniques
23(b)*6 marks
Plan a three-step synthesis of 2-hydroxypropanoic acid from ethanol. Give reagents, conditions and intermediates, and comment on the stereochemistry of the product.
From Paper 2: Synthesis and analytical techniques
24(a)4 marks
Explain how gas chromatography separates a mixture of three esters and how the proportions of each can be found.
From Paper 2: Synthesis and analytical techniques
24(b)3 marks
Describe tests to show that a compound contains a C=C, an aldehyde group and a carboxylic acid group.
From Paper 3: Unified chemistry
4(a)*6 marks
Three unlabelled bottles contain butan-1-ol, butan-2-ol and 2-methylpropan-2-ol. Plan an experiment, using acidified potassium dichromate(VI) and other reagents, to identify each alcohol.
From Paper 3: Unified chemistry
4(b)4 marks
Explain which of the three alcohols shows optical isomerism, and predict the number of peaks in the ¹³C NMR spectrum of each alcohol.
Score 0 / 70 · 0 of 23 marked
This paper is written by Plasmo in the style of the OCR A-Level Chemistry exam. It is not a past paper and is not produced or endorsed by the exam board.