Zadanie 4a

7 pktotwarteśrednie (szac.)Paper 2, listopad 2022

Wzorowane na: Chemistry SL Paper 2, November 2022, pytanie 4(a). Treść, dane i kontekst są zmienione; sprawdzane umiejętności, format i punktacja jak w oryginale.

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Informacja do zadań 4a-4b.

An organic compound, A, reacts with propanoic acid to produce compound B, using concentrated sulfuric acid as a catalyst.

skeletal formulas of compound A, pent-4-en-1-ol, and of propanoic acid

A + CH3CH2COOH ⇌ B + H2O

Polecenie

(i) Deduce the structural formula and the empirical formula of B.

(ii) Explain, with reference to Le Châtelier’s principle, the effect on the yield of B of using dilute rather than concentrated sulfuric acid as the catalyst.

(iii) Compound A has a lower molar mass than B but is less volatile. Explain, with reference to intermolecular forces, why B is more volatile than A.

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Odpowiedź z klucza

(i) Structural formula: CH2=CHCH2CH2CH2OC(=O)CH2CH3

ester functional group / −C(=O)O− linkage ✔

rest of the structure: pent-4-enyl group on the oxygen AND ethyl group on the carbonyl carbon ✔

«accept condensed, full structural or skeletal formula»

Empirical formula: C4H7O ✔

«C8H14O2 is the molecular formula of B, divided by 2»

(ii) dilute acid adds «extra» water

OR

water is a product ✔

equilibrium shifts to the left / towards the reactants AND the yield decreases ✔

(iii) A has hydrogen bonding «as well as dipole–dipole and London / dispersion forces» AND B has dipole–dipole «and London / dispersion forces» only

OR

A has hydrogen bonding AND B does not ✔

the intermolecular forces in B are weaker «than hydrogen bonds in A»

OR

hydrogen bonds are stronger than dipole–dipole forces ✔

Schemat punktowania

(i) M1: ester functional group; M2: rest of the structure correct for the alcohol and the acid used; M3: empirical formula. (ii) M1: water added or present as a product; M2: shift towards the reactants and lower yield. (iii) M1: types of force in A and B; M2: comparison of strength.

Umiejętności w zadaniu