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Date May 2017 Marks available 1 Reference code 17M.3.sl.TZ2.18
Level SL Paper 3 Time zone TZ2
Command term Deduce Question number 18 Adapted from N/A

Question

The structures of oseltamivir (Tamiflu) and zanamivir (Relenza) are given in section 37 of the data booklet.

Compare and contrast the structures of oseltamivir and zanamivir, stating the names of functional groups.

[2]
a.i.

Deduce the wavenumber of one absorbance seen in the IR spectrum of only one of the compounds, using section 26 of the data booklet.

[1]
a.ii.

Suggest one ethical consideration faced by medical researchers when developing medications.

[1]
b.

Markscheme

One similarity:

both contain amido «group»

One difference:

oseltamivir contains ester «group» AND zanamivir does not
OR
oseltamivir contains amino «group» AND zanamivir does not «but contains a guanidino group»
OR
zanamivir contains carboxyl «group» AND oseltamivir does not
OR
zanamivir contains «several» hydroxyl «groups» AND oseltamivir does not
OR
oseltamivir contains ester «group» AND zanamivir contains carboxyl «group»
OR
oseltamivir contains ester «group» AND zanamivir contains «several» hydroxyl «groups»

 

Accept “both contain ether «group»” OR “both contain alkene/alkenyl «group»” OR “both contain carbonyl «group»” OR “both contain amino/amine «group»”. Latter cannot be given in combination with second difference alternative with respect to amino group.

Accept “amide/carboxamide/carbamoyl” for “amido”.

Accept “amine” for “amino”.

Accept “carboxylic acid” for “carboxyl”.

Accept “hydroxy/alcohol” for “hydroxyl”, but not “hydroxide”.

[2 marks]

a.i.

1050–1410
OR
1620–1680
OR
1700–1750
OR
2500–3000
OR
3200–3600
OR
2850–3090
OR
3300–3500 «cm–1»

[1 mark]

a.ii.

«negative» side-effects of medication on patient/volunteers
OR
effects on environment «from all materials used and produced»
OR
potential for abuse
OR
drugs may be developed that are contrary to some religious doctrines
OR
animal testing
OR
risk to benefit ratio
OR
appropriate consent of patient volunteers

[1 mark]

b.

Examiners report

[N/A]
a.i.
[N/A]
a.ii.
[N/A]
b.

Syllabus sections

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