Chapter 21, Problem 35P

Give the structure of the expected organic product in the reaction of $\text{3-phenylpropanal}$ with each of the following:

(a) Chlorine in acetic acid

(b) Sodium hydroxide in ethanol, $1{\text{0 }}^{\text{ο}}\text{C}$

(c) Sodium hydroxide in ethanol, ${\text{70 }}^{\text{ο}}\text{C}$

(d) Product of part (c) with lithium aluminum hydride; then ${\text{H}}_{\text{2}}\text{O}$

(e) Product of part (c) with sodium cyanide in acidic ethanol