© 2000 Prentice Hall. All rights reserved.

Dr. Glaser's Visualization Center
To accompany Bruice, Organic Chemistry, 3/e, Chapter 12, Ultraviolet/Visible Spectroscopy

Theme Molecule Name Chemical Formula
Push-Pull Effects para-aminobenzoic acid (PABA) (S), Eigenvalues H2N-C6H4-COOH
Push-Pull Effects aniline (S), Eigenvalues H2N-C6H5
Push-Pull Effects benzoic acid (S), Eigenvalues C6H5-COOH
Effects of pi-Extension I octatetraene (S), Eigenvalues H-(HC=CH)4-H
Effects of pi-Extension I hexatriene (S), Eigenvalues H-(HC=CH)3-H
Effects of pi-Extension I butadiene (S), Eigenvalues H-(HC=CH)2-H
Effects of pi-Extension I ethene (S), Eigenvalues H-(HC=CH)1-H
Effects of pi-Extension II ozone (S), Eigenvalues O3
Effects of pi-Extension II dioxygen (singlet) (S), Eigenvalues O2
Effects of pi-Extension II dioxygen (triplet) (S), Eigenvalues O2
Resonance Effects I methyl vinyl ketone (S) H3C-CO-CH=CH2
Resonance Effects II phenol (S) C6H5OH
Resonance Effects II phenolate (S) C6H5O-
Dyes and Indicators phenolphthalein (S) cyclic lacton

[a] Unless otherwise noted, all structures were optimized at the correlated level MP2(full)/6-31G*.
[b] The structures of the indicator molecule was optimized at the ab initio level RHF/3-21G.
[c] The structures of PABA, aniline, and benzoic acid were optimized at the ab initio level RHF/6-31G*.