May/June 2026 Paper 11

2026 · 40 questions · 40 parts · 40 marks

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40Mass Spectrometry Infrared SpectroscopyHard1 mark

The infrared spectrum of X shows absorptions at

2200

cm

^{- 1}

and

1630

cm

^{- 1}

.

The mass spectrum of X shows:

a peak for the molecular ion, X $^{+}$ , with a relative abundance of 38
a peak for the ion, [X+1] $^{+}$ , with a relative abundance of 2.9.

Characteristic infrared absorption ranges

bond	functional groups containing the bond	characteristic infrared absorption range (in wavenumbers) / cm $^{- 1}$
C-O	hydroxy, ester	1040-1300
$C = C$	aromatic compound, alkene	1500-1680
$C = O$	amide carbonyl, carboxyl ester	1640-1690 1670-1740 1710-1750
C≡N	nitrile	2200-2250
C-H	alkane	2850-2950
N-H	amine, amide	3300-3500
O-H	carboxyl hydroxy	2500-3000 3200-3650

What is a possible structure of X?

Four possible ring structures (A to D) for compound X, each a six-membered carbon ring with a nitrile (CN) group attached: A a fully saturated ring with CN attached directly to a ring carbon; B a fully saturated ring with a CH2-CN group attached to a ring carbon; C a ring containing one C=C double bond with CN attached directly to a ring carbon; D a ring containing one C=C double bond with a CH2-CN group attached to a ring carbon.