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Dr. Glaser's Visualization Center
To accompany Bruice, Organic Chemistry, 3/e, Chapter 9

Theme Molecule Name Chemical Formula
SN2(MeCl to MeOH) methylchloride (S) CH3Cl
SN2(MeCl to MeOH) MeCl/MeOH transition state (S) [HO---CH3---Cl]-
SN2(MeCl to MeOH) methanol (S)
 CH3OH
SN1(t-BuCl to t-BuOH) tert.-butyl chloride (S) Me3CCl
SN1(t-BuCl to t-BuOH) tert.-butyl cation (S) Me3C+
SN1(t-BuCl to t-BuOH) protonated. tert.-butanol (S) Me3COH2+
SN1(t-BuCl to t-BuOH) tert.-butanol (S) Me3COH
Stabilized Cations benzyl cation (S) Ph-CH2+
Stabilized Cations allyl cation (S) C3H5+

[a] All structures of the SN2(MeCl to MeOH) reaction were optimized at correlated level MP2(full)/6-311+G**.
[b] All structures other than for the SN2 reaction were optimized at correlated level MP2(full)/6-31G*.