Give the product of the reaction of pentanoic acid with each of the following reagents:
(a) Sodium hydroxide
(b) Sodium bicarbonate
(c) Thionyl chloride
(d) Phosphorus tribromide
(e) Benzyl alcohol, sulfuric acid (catalytic amount)
(f) Chlorine, phosphorus tribromide (catalytic amount)
(g) Bromine, phosphorus trichloride (catalytic amount)
(h) Product of part (g) treated with sodium iodide in acetone
(i) Product of part (g) treated with aqueous ammonia
(j) Lithium aluminum hydride, then hydrolysis
(k) Phenylmagnesium bromide