9701_s20_qp_43
A paper of Chemistry, 9701
Questions:
10
Year:
2020
Paper:
4
Variant:
3

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Compare and explain the relative acidities of 2‑chloropropanoicacid, 3‑chloropropanoicacid, and propanoicacid. Explain your answer. > > most acidic least acidic explanation  The numerical values of Ka for methanoic acid, HCO2H, and pyruvicacid, CH3COCO2H, are given. acid Ka HCO2H 1.78 × 10–4 CH3COCO2H 4.07 × 10–3 An equilibrium mixture containing the two acid-base pairs is formed. HCO2 – + CH3COCO2H HCO2H + CH3COCO2 – Use the Ka values to calculate the equilibrium constant, Keq, for this equilibrium.  Keq = Use your value of Keq to predict the position of this equilibrium. Indicate this by placing a tick () in the appropriate box in the table. Explain your answer. equilibrium lies to the left equilibrium lies in the middle equilibrium lies to the right  Ethanedioic acid, HO2CCO2H, has two dissociation constants, Ka1 and Ka2, whose pKa values are 1.23 and 4.19. Suggest equations to show the two dissociations that give rise to these pKa values. pKa1 1.23 pKa2 4.19  State the mathematical relationship between pKa and the acid dissociation constant Ka. Three tests were carried out on separate samples of the organic acids shown in the table. The following results were obtained. = observed change = no observed reaction test reagentand conditions HCO2H CH3COCO2H HO2CCO2H observed change          Complete the table with the reagentand conditions and the observed change for each test. Assume these organic acids all have a similar acid strength. A sample of pyruvicacid, CH3COCO2H, is analysed by carbon‑13 NMR spectroscopy. Three peaks are observed. Complete the table by: ● ● circling the carbon atom responsible for the chemical shift ● ● stating the hybridisation of the circled carbon atom. chemical shift (δ) carbon atom responsible for chemical shift hybridisation of the circled carbon atom O O C C O H H H C H O O C C O H H H C H O O C C O H H H C H  An ester of pyruvicacid, F, is dissolved in CDCl 3 and analysed by proton NMR spectroscopy. C C H3C O F O CH2 O CH3 The proton NMR spectrum of F is shown. δ / ppm Use the proton NMR spectrum of F to complete the table. chemical shift (δ) group responsible for the peak splitting pattern number of 1H atoms responsible for the peak 1.3 2.2 4.0  Deuterium oxide, D2O, where D is 2H, can be used as a solvent in proton NMR spectroscopy. The proton NMR spectrum of alanine in CDCl 3 has 4 peaks. The proton NMR spectrum of alanine in D2O has 2 peaks. H3C C NH2 H alanine COOH On the diagram of alanine, circle the protons that show peaks in both NMR spectra. Explain your answer. The ionic product, Kw, for D2O has a value of 1.35×10–15 mol2 dm–6 at 298 K. Write the expression for the Kw of D2O. Kw =  Calculate the pH of pure, neutral D2O at 298 K. Assume [D+] is equivalent to [H+] for pH calculations.  pH = 
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