State the relative basicities of ethanamide, diethylamine and ethylamine in aqueous solution. Explain your answer. most basic > least basic

1. (a)State the relative basicities of ethanamide, diethylamine and ethylamine in aqueous solution. Explain your answer. most basic > least basic[4]
2. (b)(i)The amino acid alanine, H2NCH(CH3)COOH, can act as a buffer. Define a buffer solution.[2]
3. (b)(ii)Write two equations to show how an aqueous solution of alanine can act as a buffer solution.[2]
4. (c)(i)Glutamic acid is another amino acid that acts as a buffer. [Figure 7.1] Draw the skeletal formula for glutamic acid.[1]
5. (c)(ii)Draw the structure for the dipeptide, ala-glu, formed from one molecule of alanine and one molecule of glutamic acid. The peptide bond formed should be displayed.[2]
6. (d)The isoelectric point of alanine is 6.0 and of glutamic acid is 3.2. A mixture of the dipeptide, ala-glu, and its two constituent amino acids, alanine and glutamic acid, is analysed by electrophoresis using a buffer at pH 6.0. [Figure 7.2] Draw and label three spots on Fig. 7.2 to indicate the predicted position of each of these three species after electrophoresis. Explain your answer.[3]
7. (e)(i)Alanine, H2NCH(CH3)COOH, reacts with methanol to form the ester G under certain conditions. The proton (1H) NMR spectrum of G dissolved in D₂O is shown in Fig. 7.3. [Figure 7.3] Complete Table 7.2 for the proton (1H) NMR spectrum of G. [Table 7.2][3]
8. (e)(ii)The proton (1H) NMR spectrum of G dissolved in CDCl3 is obtained. Describe the difference observed between this spectrum and the proton NMR spectrum in D₂O shown in Fig 7.3. Explain your answer.[1]

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