DP Chemistry (last assessment 2024)

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Question 18M.3.sl.TZ1.13

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Date May 2018 Marks available [Maximum mark: 12] Reference code 18M.3.sl.TZ1.13
Level sl Paper 3 Time zone TZ1
Command term Compare and contrast, Describe, Outline, State, Suggest Question number 13 Adapted from N/A
13.
[Maximum mark: 12]
18M.3.sl.TZ1.13

Many drugs, including aspirin, penicillin, codeine and taxol, have been modified from compounds that occur naturally.

(a)

Aspirin is often taken to reduce pain, swelling or fever. State one other use of aspirin.

[1]

Markscheme

Any one of:

anticoagulant

lower risk of heart attack/strokes

prevent recurrence of heart attack/stroke

prevents cancer of colon/oesophagus/stomach

 

Accept “prevents/reduces blood clots” OR “blood thinner”.

[1 mark]

(b.i)

State what is meant by the bioavailability of a drug.

[1]

Markscheme

fraction/proportion/percentage «of administered dosage» that reaches target «part of human body»

OR

fraction/ proportion/percentage «of administered dosage» that reaches blood «plasma»/systemic circulation

 

Accept “the ability of the drug to be absorbed by the body” OR “the extent to which the drug is absorbed by the body”.

Do not accept “the amount/quantity of the drug absorbed”.

[1 mark]

(b.ii)

Outline how the bioavailability of aspirin may be increased.

[1]

Markscheme

«intravenous» injection/IV

 

Accept “parenterally”.

Accept “react with alkali/NaOH” OR “convert to ionic form/salt”.

[1 mark]

(c.i)

Compare and contrast the IR spectrum of aspirin with that of salicylic acid, using section 26 of the data booklet.

 

[2]

Markscheme

One absorption found in both spectra:

Any one of:

1050–1410 cm–1 «C–O in alcohols, esters, ethers»

1700–1750 cm–1 «C=O in carboxylic acids, esters»

2500–3000 cm–1 «O–H in carboxylic acids»

2850–3090 cm–1 «C–H in alkanes, alkenes, arenes»

 

One absorption found in only one of the spectra:

3200–3600 cm–1 «O–H in alcohols, phenols»

 

Award [1 max] if candidate states bonds (C=O in both, O–H in salicylic acid only) but doesn’t quote wavelength ranges.

Accept a second/additional absorption at 1700–1750 cm–1 from the C=O in ester.

[2 marks]

(c.ii)

Describe how penicillin combats bacterial infections.

[2]

Markscheme

Any two of:

ring is «sterically» strained

OR

ring breaks up/opens/reacts «easily»

OR

amide/amido group «in ring» is «highly» reactive

 

«irreversibly» binds/bonds to enzyme/transpeptidase

OR

inhibits enzyme/transpeptidase «in bacteria» that produces cell walls

OR

prevents cross-linking of bacterial cell walls

 

cells absorb water AND burst

OR

cells cannot reproduce

 

Award [1 max] for “interferes with cell wall production”.

Do not accept “cell membrane” instead of “cell wall”.

[2 marks]

(c.iii)

Outline two consequences of prescribing antibiotics such as penicillin unnecessarily.

[2]

Markscheme

Any two of:

leads to «bacterial» resistance/proportion of resistant bacteria increases

OR

leads to penicillinase-producing bacteria

damage to/contamination of bodies of water/ecosystems

destroys useful/beneficial bacteria

destroyed bacteria replaced by more harmful bacteria

 

Accept “endocrine disruptor”.

Do not accept “increased cost of developing antibiotics”.

[2 marks]

(c.iv)

State how penicillins may be modified to increase their effectiveness.

[1]

Markscheme

modify side chain

[1 mark]

(d.i)

Morphine and codeine are strong analgesics. Outline how strong analgesics function.

[1]

Markscheme

temporarily bind to/block/interfere with receptor sites in brain

OR

prevent transmission of pain impulses within CNS/central nervous system

[1 mark]

(d.ii)

Suggest one reason why codeine is more widely used than morphine as an analgesic.

[1]

Markscheme

codeine has a wider therapeutic window

 

Accept “codeine has lower activity” OR “codeine has lower risk of overdose” OR “codeine is less potent” OR “codeine has less side-effects”.

Do not accept “lower abuse potential for codeine” OR “less addictive «than morphine»OR “codeine has a lower bioavailability” OR “available without prescription” OR “cheaper”.

[1 mark]