OCR A-Level Chemistry Synthesis and analytical techniques (02), June 2022: Question 11
1 mark · Medium difficulty · Multiple Choice
Identify the organic compound that produced the given infrared spectrum from four multiple-choice options.
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Question text
11 The infrared spectrum of an organic compound is shown below.
Transmittance (%)
4000 3000 2000 1500 1000 500
Wavenumber / cm–1
Which compound could have produced this spectrum?
A H2C=CHCH2CH2OH
B CH3COOCH2CH3
C H2NCH2COOCH3
D (CH3)2CHCONH2
Your answer
[1]
Mark scheme
Show the mark scheme
11 B 1 AO2.5
How to answer it
Analysing an Infrared (IR) Spectrum
This question tests your ability to interpret infrared (IR) spectra using absorption wavenumber data from the Data Sheet, linking specific characteristic peaks (such as C=O and C-H stretches) to functional groups present in organic molecules.
Question 11
Identifying the Organic Compound from its IR Spectrum
✅ Correct Answer
B ( CH₃COOCH₂CH₃ )
💡 Key Knowledge
- C=O Stretch: A very strong, sharp dip around 1680–1750 cm⁻¹ indicates a carbonyl group. Here, a deep absorption peak is clearly visible around 1740 cm⁻¹.
- Absence of O-H: There is no broad absorption peak in the 3200–3600 cm⁻¹ region, ruling out alcohols and carboxylic acids.
- C-H Stretch: Strong absorptions just below 3000 cm⁻¹ indicate aliphatic C-H stretching.
🧠 Exam Technique
- Elimination Strategy: Scan for major diagnostic peaks first. The sharp peak at ~1740 cm⁻¹ instantly confirms a C=O bond, eliminating compound A (which has an O-H stretch instead).
- Check Remaining Options: Options B, C, and D all contain carbonyl or similar functional groups, so look closer at the specific structure and other regions (like C-O stretches around 1000–1300 cm⁻¹ found in esters).
❌ Common Errors
- Confusing the sharp C-H aliphatic stretch (just below 3000 cm⁻¹) with a broad O-H alcohol stretch (which appears at higher wavenumbers, 3200–3600 cm⁻²).
- Failing to check the Data Sheet absorption values, leading to misidentification of the strong 1740 cm⁻¹ peak.
Topics
Module 6: Organic chemistry and analysis · Module 4: Core organic chemistry · 6.3 Analysis · 4.2 Alcohols, haloalkanes and analysis
Question and mark scheme from the OCR A-Level Chemistry examination, Synthesis and analytical techniques (02), June 2022. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.