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Dr. Glaser's Visualization Center
To accompany Bruice, Organic Chemistry, 3/e, Chapter 27

Theme Molecule Name Chemical Formula
Alkaloids nicotine (S) alkaloid, C10H14N2
Alkaloids cocaine (S) bridged alkaloid, C17H21NO4
Alkaloids morphine (S) tetracyclic alkaloid, C17H19NO3
Alkaloids heroin (S) tetracyclic alkaloid, C21H23NO5
Saturated Heterocycles tetrahydrofuran (THF), C2 (S) C4H8O
Saturated Heterocycles tetrahydrofuran (THF), Cs (S) C4H8O
Saturated Heterocycles tetrahydropyran (THP) (S) C5H10O
Saturated Heterocycles 1,4-dioxane (S) C4H8O2
Saturated Heterocycles pyrrolidine (S) C4H8NH
Saturated Heterocycles piperidine (S) C5H10NH
Saturated Heterocycles morpholine (S) C4H9ON
Saturated Heterocycles quinuclidine (S) C7H13N
Aromatic Heterocycles pyrrol (S) C4H5N
Aromatic Heterocycles furan (S) C4H4O
Aromatic Heterocycles thiophene (S) C4H4S
Aromatic Heterocycles pyridine (S) C5H5N
Aromatic Heterocycles pyrylium cation (S) [C5H5O]+

[a] Unless otherwise noted, structures of narcotics were optimized at the RHF/3-21G level of ab initio theory.
[b] Structure of nicotine optimized at RHF/6-31G*.
[c] Saturated and unsaturated heteerocycles were optimized at the RHF/6-31G* level.