Chem 335 - Winter 1999 - Organic Chemistry II
Portland State University - Dr. Carl C. Wamser


Chapter 11 Skills

Knowledge - Level 1

know the terminology:

ether, thioether, sulfide, disulfide, sulfoxide, sulfone
epoxide, oxirane, oxetane, oxolane, oxane
silyl ether, THP ether, peroxyacid
alkoxy, alkylthiogroups
crown ether


Concepts - Level 2

explain the reasons and methods for using protecting groups

recognize the differences in reactivity between ethers and sulfides


Applications - Level 3

illustrate the appropriate use of protecting groups in a synthesis

select appropriate reactants for a Williamson synthesis

identify reaction products from the various reactions that involve ethers as reactants or products


Analytical Skills - Level 4

write an appropriate mechanism for the various reactions that involve ethers as reactants or products

in particular, write epoxide ring-opening mechanisms using acid ctaalysis or direct nucleophilic attack


Synthetic Skills - Level 5

devise an appropriate synthetic sequence to create a target compound