1. Why is sodium acetate a weaker base than sodium ethoxide? 2. Can acetic anhyd

Question

1. Why is sodium acetate a weaker base than sodium ethoxide?

2. Can acetic anhydride be synthesized from sodium acetate and methyl acetate with an
acid catalyst? Why or why not?

3. How can triethylamine be extracted from glycine H2NCH2COOH?

4. Why is the pKaH of proline

1. Why is sodium acetate a weaker base than sodium ethoxide? 2. Can acetic anhydride be synthesized from sodium acetate and methyl acetate with an acid catalyst? Why or why not? 3. How can triethylamine be extracted from glycine H2NCH2COOH? 4. Why is the pKaH of proline???s nitrogen (10.60) greater than that of alanine???s (9.69)? 5. Electrophoresis allows for the separation of amino acids based on charge. At a pH of 6, alanine does not move towards either electrode. However, at pH = 1, it moves towards the cathode and at pH = 11 it moves towards the anode. Explain both observations.

Explanation / Answer

1) Well, the acetate ion is a weak base:
CH3COO- + H2O <--> CH3COOH + OH-
The conjugate base of a weak acid is always itself a weak base

2)

The oldest process for making acetic anhydride is based on the conversion of sodium acetate with the excess of an inorganic chloridesuch as thionyl chloride, sulfuryl chloride or phosphoryl chloride. In this processhalf of the sodium acetate is converted to acetyl chloride, which then reacts withthe remaining sodium acetate to form acetic anhydride as follows:-

CH3COONa + X-Cl ?CH3COCl + X-ONa

CH3COONa + CH3COCL ? (CH3CO)2O + NaClWhere, X= SOCl, SO2Cl, POCL2

A further development, the conversion of acetic acidwith phosgene in the presence of aluminium chloride, has the advantage that itallows continous operation.

2CH3COOH + COCl2? (CH3CO)2O + 2HCl +CO2

3)

Triethylamine is prepared by the alkylation of ammonia with ethanol:[5]

NH3 + 3 C2H5OH ? N(C2H5)3 + 3 H2O

4) the titration curves of simple amino acids display two inflection points, one due to the strongly acidic carboxyl group (pKa1 = 1.8 to 2.4), and the other for the less acidic ammonium function (pKa2 = 8.8 to 9.7). For the 2

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