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Organic Chemistry

Chapter 30

Organic ChemistryChapter 30
Problem 30-1
Ethylene: ψ1 is the HOMO and ψ2* is the LUMO in the ground state; ψ2* is the HOMO and there is no LUMO in the excited state. 1,3-Butadiene: ψ2 is the HOMO and ψ3* is the LUMO in the ground state; ψ3* is the HOMO and ψ4* is the LUMO in the excited state.
Problem 30-2
Disrotatory: cis-5,6-dimethyl-1,3-cyclohexadiene;
conrotatory: trans-5,6-dimethyl-1,3-cyclohexadiene. Disrotatory closure occurs.
Problem 30-3
The more stable of two allowed products is formed.
Problem 30-4
trans-5,6-Dimethyl-1,3-cyclohexadiene; cis-5,6-dimethyl-1,3-cyclohexadiene
Problem 30-5
cis-3,6-Dimethylcyclohexene; trans-3,6-dimethylcyclohexene
Problem 30-6
A [6 + 4] suprafacial cycloaddition
Problem 30-7
An antarafacial [1,7] sigmatropic rearrangement
Problem 30-9
A series of [1,5] hydrogen shifts occur.
Problem 30-10
o-(1-Methylallyl)phenol
Problem 30-11
Claisen rearrangement is followed by a Cope rearrangement.
Problem 30-12
(a)
Conrotatory
(b)
Disrotatory
(c)
Suprafacial
(d)
Antarafacial
(e)
Suprafacial
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