Chemistry

Spectroscopy

A-level
AQA 3.3.16

IR, mass spec and NMR — the values you're given, the fragments you're not, and how to read a spectrum. One page, with a recognition drill.

These values are in your exam data booklet — so the marks are for recognising and using them fast. Test mode drills that.

Infrared (IR) absorptions

Work top-down: broad 2500–3000 = acid; strong sharp ~1700 = C=O; broad ~3300 = O–H or N–H. The fingerprint region below 1500 cm⁻¹ is unique to each molecule.

Bond / groupAbsorption
O–H alcohols, phenols3230–3550 cm⁻¹ (broad)
O–H carboxylic acids2500–3000 cm⁻¹ (very broad)

the give-away for a carboxylic acid

N–H amines, amides3300–3500 cm⁻¹
C–H2850–3100 cm⁻¹
C≡N nitriles2220–2260 cm⁻¹
C=O aldehydes, ketones, acids, esters, amides1680–1750 cm⁻¹ (strong, sharp)

strong sharp peak — the carbonyl fingerprint

C=C alkenes1620–1680 cm⁻¹
C–O alcohols, esters, acids1000–1300 cm⁻¹

Mass spectrometry fragments

Peak / lossMeans
Molecular ion, M⁺= relative molecular mass (Mr)

the peak at the highest m/z (ignore the tiny M+1)

Loss of 15–CH3 (methyl)
Loss of 17–OH
Loss of 18–H2O
Loss of 29–CHO or –C2H5
Loss of 31–OCH3 or –CH2OH
Loss of 45–COOH or –OC2H5
m/z = 15CH3
m/z = 29CHO⁺ or C2H5
m/z = 43CH3CO⁺ (acylium) or C3H7
m/z = 77C6H5⁺ (phenyl) — signals a benzene ring
M and M+2 (1 : 1)molecule contains bromine
M and M+2 (3 : 1)molecule contains chlorine

¹H NMR

Reading a ¹H spectrum

  • Number of peaks = number of different proton environments.
  • Integration (area) = ratio of protons in each environment.
  • Splitting (n + 1 rule) = a peak split into (n + 1) lines has n protons on the adjacent carbon. Singlet 1, doublet 2, triplet 3…
  • TMS is the δ = 0 reference; CDCl3 / D2O are solvents. O–H / N–H peaks disappear on a D2O shake.
Proton environmentChemical shift δ
R–CH3δ 0.7–1.2 ppm
R–CH2–Rδ 1.2–1.4 ppm
R–CO–CH3 (next to C=O)δ 2.1–2.7 ppm
R–O–CH3 / R–O–CH2 (next to O)δ 3.1–3.9 ppm
R–O–H / R–N–Hδ 1–5 ppm (variable, D2O-exchangeable)
Aromatic H (benzene ring)δ 6.5–8.0 ppm
R–CHO (aldehyde H)δ 9.0–10.0 ppm
R–COOH (acid H)δ 10–12 ppm (broad)

Lock it in with flashcards

The AQA Chemistry deck drills IR, NMR and mass-spec recognition with spaced repetition.

AQA A-level Chemistry flashcards

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