Chapter 7.6, Problem 9P

Identify the reagents a-c in the following scheme:

Muscalure, the sex pheromone of the common housefly, can be prepared by a reaction sequence that uses two nucleophilic substitutions. Identify compounds A–D in the following synthesis of muscalure.

Answer the following questions about erlotinib and terbinafine. Erlotinib,sold under the trade name Tarceva, was introduced in 2004 for thetreatment of lung cancer. Terbinafine is an antifungal medication used totreat ringworm and fungal nail infections. Which C–H bond in erlotinib is most acidic? What orbitals are used to form the shortest C–C single bond inerlotinib?

Which carbonyl groups in the anticancer drug Taxol will undergo nucleophilic addition, and which will undergo nucleophilic substitution?

which amine is most basic and most nucleophilic?

what are the reagents to convert A to B

A key step in a synthesis of the antimalarial drug quinine involves an intramolecular nucleophilic substitution that converts A to B. Draw the structure of B and give the reagents needed to convert B to quinine.

What alkyl halide and nucleophile are needed to prepare each compound?

Rank the labeled nitrogen atoms in each compound in order of increasing basicity. Histamine causes the runny nose and watery eyes associated with allergies, and trazodone is a drug used as a sedative and antidepressant.