Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter Term	Chapter 11 Skills

Aromaticity

Knowledge - Level 1

Terminology:

common names: toluene, cumene, styrene, phenol, aniline, anisole
benzoic acid, benzaldehyde
annulene, naphthalene, anthracene, phenanthrene
pyridine, pyrrole, furan, thiophene, pyrimidine, imidazole
group names: phenyl, benzyl
position names: ortho, meta, para, benzylic
aromaticity, Huckel's Rule

Concepts - Level 2

recognize aromaticity as special stability, with various implications, such as

show low reactivity compared to alkenes
do not undergo addition reactions like alkenes
show NMR ring current effects

recognize the special stability of intermediates at a benzylic position, based on resonance delocalization

Applications - Level 3

predict the expected patterns of MOs for various conjugated pi systems

write mechanisms for reactions at benzylic positions

write resonance forms for benzylic intermediates

Analytical Skills - Level 4 & higher

predict whether a given compound is aromatic, antiaromatic, or nonaromatic