Chapter 6
Studying Reaction Mechanisms
molecules
videos & enlarged images
cvd images
EXAMPLE 6.1: DIELS-ALDER REGIOSELECTIVITY
1-methoxy-1,3-butadiene
acrylonitrile
MOs involved in a diehls-alder reaction
EXAMPLE 6.2: REACTIVITY OF Al5O4
EXAMPLE 6.3: INDANE AND TETRALIN
indane
tetralin
GaussView atom list editor
EXAMPLE 6.4: ROTATIONAL ISOMERIZATION IN ALLYL CATION
allyl cation
allyl cation rotational isomerization TS
EXAMPLE 6.5: SCAN CALCULATIONS: ROTATIONAL ISOMERIZATIONN
n-methyl-(2-nitrovinyl) amine
PES scan of n-methyl-(2-nitrovinyl)amine
EXAMPLE 6.6: BOND DISSOCIATION IN METHANE
methane
HOMO for stretched methane: restricted vs. unrestricted
EXAMPLE 6.7: STUDYING THE H2CO POTENTIAL ENERGY SURFACE
carbon monoxide
formaldehyde
hydrogen molecule
hydroxycarbene
EXAMPLE 6.8: CO2 ENTHALPY OF FORMATION
EXAMPLE 6.9: TESTING HESS’S LAW
EXERCISE 6.1: ELECTRON DENSITIES OF SUBSTITUTED BENZENES
EXERCISE 6.2: ROTATIONAL BARRIERS
acetophenone
frozen dihedral angles
EXERCISE 6.3: THE H2CO POTENTIAL ENERGY SURFACE
EXERCISE 6.4: THE SILICON CATION + SILANE POTENTIAL ENERGY SURFACE
silane
the silicon cation + silane PES
Si+ + Silane hydrogen elimination reaction
EXERCISE 6.5: ISODESMIC REACTIONS
acetone
acetyl chloride
acetyl fluoride
EXERCISE 6.6: HEAT OF FORMATION FOR TETRAFLUOROSILANEN
ADVANCED EXERCISE 6.7: ETHYL ACETATE HYDROLYSIS REVISITED
methyl acetate
QST3 optimization input: BAC2 mechanism
QST3 optimization input: BAL2 mechanism
ADVANCED EXAMPLE 6.10: THE O3 POTENTIAL ENERGY SURFACE
ADVANCED EXERCISE 6.8: STUDYING KETO-ENOL TAUTOMERISM
2-hydroxypyridine
2-pyridone
Keto-enol tautomerization of 2-pyridone and 2-hydroxypyridine
ADVANCED EXAMPLE 6.11: A SIMPLE SN2 REACTION
methyl chloride
methyl fluoride
An SN2 reaction
IRC from an SN2 reaction
