Aspirin can be obtained from salicylic acid.
Additional information can be obtained from the 1H NMR spectrum of aspirin.

Unreacted salicylic acid may be present as an impurity in aspirin and can be detected in the infrared (IR) spectrum.

Name the functional group and identify the absorption band that diff erentiates salicylic acid from aspirin. Use section 26 of the data booklet.
Name:
Absorption band:
[2]Name:
hydroxyl
Absorption band:
3200–3600 «cm–1»
Note: Accept “phenol” OR “alcohol” but not “hydroxide”.
Deduce the protons responsible for signals X and Y by marking them on the structure of aspirin in (a). Use section 27 of the data booklet.
b(i).
[2]
correct X
correct Y
**Note:**X and Y must be near the Hs.
b(i).
Identify the splitting pattern of signals X and Y.
X:
Y:
b(ii).
[1]X: singlet AND Y: singlet
b(ii).