(Solved): (i) Isoamyl alcohol (below) is a primary alcohol. Draw structures for three constitutional isomers ...

(i) Isoamyl alcohol (below) is a primary alcohol. Draw structures for three constitutional isomers of isoamyl alcohol that are also primary alcohols. 6 marks CH3 H?C-C-C-C-OH H H?H? Isoamyl alcohol (ii) Hexan-2-ol (below) is a secondary alcohol. Draw structures for five constitutional isomers of hexan-2-ol that are also secondary alcohols. 10 marks OH Hexan-2-ol (b) Draw the structure of the ester that would be obtained from reaction of isoamyl alcohol with p-isopropylbenzoic acid. 6 marks (c) To prepare 25 ml of a 50 mM solution of the ester butyl ethanoate, what volume of butyl ethanoate (in µl) should be dissolved in water? Show all of the calculations used to reach your answer. The density of butyl ethanoate is 0.88 g ml-¹. 16 marks (d) In the laboratory amides are often prepared by the reaction of amines with acid chlorides. An example of this is shown below. or. phenylacetyl chloride + isopentylamine NH? H or + HCI isopentyl phenylacetamide A reaction is performed using 12.5 ml of phenylacetyl chloride, and this is the limiting reagent. If 11.1 g of isopentyl phenylacetamide is obtained, what is the % theoretical yield? Show all of the calculations used to reach your 30 marks answer. The density of phenylacetyl chloride is 1.16 g ml-¹. Answer for part (d):