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Question 19N.3.sl.TZ0.17

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Date November 2019 Marks available [Maximum mark: 3] Reference code 19N.3.sl.TZ0.17
Level sl Paper 3 Time zone TZ0
Command term Outline, Suggest Question number 17 Adapted from N/A
17.
[Maximum mark: 3]
19N.3.sl.TZ0.17

The structure of aspirin is shown in section 37 of the data booklet.

(a)

Suggest one reactant used to prepare aspirin from salicylic acid.

[1]

Markscheme

NOTE: Accept condensed structural formulas.
Accept “ethanoic acid/acetic acid/CH3COOH”.
Accept “C4H6O3OR “C2H3OCl”.

(b)

Aspirin, C6H4(OCOCH3)COOH, is only slightly soluble in water.

Outline, including an equation, how aspirin can be made more water-soluble. Use section 37 in the data booklet.

[2]

Markscheme

react with sodium hydroxide/NaOH/«strong» base
OR
convert to «ionic» salt ✔
NOTE: Accept other suitable bases (eg, KOH/NaHCO3/Na2CO3) with corresponding equation for chosen base for M2.
Accept “CaCO3”, although calcium salicylate is not water soluble.
Accept ionic equation.

C6H4(OCOCH3)COOH (s) + NaOH (aq) → C6H4(OCOCH3)COONa (aq) + H2O (l) ✔
NOTE: Award [2] for M2.