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Date May 2009 Marks available 2 Reference code 09M.3.sl.TZ2.A3
Level SL Paper 3 Time zone TZ2
Command term Deduce Question number A3 Adapted from N/A

Question

Infrared spectroscopy is an analytical technique that uses electromagnetic radiation.

The infrared spectrum of a substance, X, with empirical formula C3H6O is given below.

M09/4/CHEMI/SP3/ENG/TZ2/A3.c

Explain why the structural formula of X cannot be:

M09/4/CHEMI/SP3/ENG/TZ2/A3.c.i

[2]
c.i.

The 1HNMR spectrum of X consists of three peaks. Deduce the structural formula of X and the relative areas under each peak.

[2]
c.ii.

Markscheme

absence of peak between 3200–3600 cm1/above 3000 cm1/peak for OH;

presence of peak between 1700–1750 cm1/peak for C=O;

absence of peak between 1610–1680 cm1 /peak for C=C;

c.i.

M09/4/CHEMI/SP3/ENG/TZ2/A3.c.ii/M ;

Accept CH3CH2CHO.

3:2:1;

Ignore order

ECF if structure is incorrect only if its NMR spectrum contains three peaks.

c.ii.

Examiners report

Many candidates only gave at least one reason why X cannot be the given formula.

c.i.

Many gave the correct formula for X, but some could not identify the relative areas under the peaks.

c.ii.

Syllabus sections

Core » Topic 11: Measurement and data processing » 11.3 Spectroscopic identification of organic compounds
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