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Problem#01

β
α

Woodward Component Contribution

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at β-position: 2-alkyle
Other effects:Exocyclic

2×12=24nm
1×5=5nm

Calculated λmax:

244nm

Problem#02

α

β

Woodward Component Contribution:
Core:Cyclohexenone

Substituents:
Substituents at β-position: alkyle
Substituents at γ-position: alkyle
Substituents at δ-position: alkyle

δ

γ

Contribution
215nm

Other effects:Exocyclic Bond 1
Extended conjugation 1

1×12=12nm
1×18=18nm
1×18=18nm
5nm
30nm

Calculated λmax:

298nm

Problem#03

ζ
ε
δ

β
α

γ

Contribution

Woodward Component
Contribution:
Core:Cyclohexenone

215nm

Substituents:
Substituents at β-position: akyle
Substituents at γ-position: alkyle
Substituents at ζ-position: alkyle
Other effects:Exocyclic
Extended conjugation 2
Homoannular diene
Calculated λmax:

12nm
18nm
18nm
5nm
2×30=60nm
39nm
367nm

Problem#04
δ

α
β

Woodward Component Contribution:

Contribution

Core:Cyclohexenone
Substituents:
Substituents at β-position: 1-alkyle
Substituents at γ-position: 1-alkyle
Substituents at δ-position:2-alkyle
Other effects:Exocyclic Bonds 3
Extended conjugation
Calculated λmax:

215nm
1×12=12nm
1×18=18nm
2×18=36nm
3×5=15nm
30nm
326nm

Problem#05
α

γ
β

δ

Woodward Component Contribution:

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at γ-position:
Substituents at δ-position:
Other effects: 1-Exocyclic Bonds
Extended conjugation 1

18nm
18nm
1×5=5nm
30nm

Calculated λmax:

326nm

δ

Problem#06

α

γ
β

Woodward Component Contribution:

Contribution

Core:Cyclohexenone
Substituents:
Substituents at α-position: alkoxy
Substituents at γ-position: akyle
Substituents at δ-position: 2-alkyl
Other effects:Extended conjugation
Homoannular diene

215nm

Calculated λmax:

373nm

35nm
18nm
2×18=36nm
30nm
39nm

Problem#07

β
α

Woodward Component Contribution:

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at α-position:
Substituents at β-position:
Other effects:

10nm
2×12=24nm
0

Calculated λmax:

249nm

Problem#08

γ

δ

β
α

Woodward Component Contribution:

Contribution

Core:Cyclohexenone
Substituents:
Substituents at β-position: 1-alkyle
Substituents at γ-position: 1-alkyle
Substituents at δ-position: 1-alkyle
Other effects:Exocyclic Bonds 2
Extended conjugations 1

215nm

Calculated λmax:

303nm

12nm
18nm
18nm
2×5nm=10nm
30nm

α

Problem#09
β

Woodward Component Contribution:

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at α-position:1-alkyl
Substituents at β-position:2-alkyle
Other effects:

10nm
2×12=24nm
0

Calculated λmax:

249nm

R

Problem#10

C10

C2
C1

C3

C9

C4

C8

C6
C5

C7

Woodward Component Contribution:

Contribution

Core:Homoannular

253nm

Ring Residue:
Alkyl residue at C2,C6,C10
RS-substitution at C4
Other effects:Exocyclic Bonds 2
Extended conjugation 3

Calculated λmax:

3×5=15nm
30nm
2×5=10nm
3×30=90nm
398nm

Problem#11
ζ

α
β

γ

ε
δ

Contribution

Woodward Component Contribution:
Core:Cyclohexenone
Substituents:
Substituents at β-position: alkyle
Substituents at ε-position:alkyle
Substituents at ζ-position:2-alkyle

215nm

Other effects:exocyclic bonds 1
Extended conjugation 2
Homoannular diene
Calculated λmax:

5nm
2×30nm=60nm
39nm
385nm

Problem#12

12nm
18nm
2×18nm=36

ζ
ε
δ

γ

β

Woodward Component Contribution:

α

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at β-position: alkyle
Substituents at δ-position: N(CH3)2
Substituents at ε-position: alkyle
Substituents at ζ-position:alkyle
Other effects:Exocyclic bonds 1
Extended conjugation 2
Homoannular diene
Calculated λmax:

12nm
0nm
18nm
18nm
5nm
2×30=60nm
39nm
367nm

Problem#13
α
β

γ

δ

Contribution

Woodward Component Contribution:
Core:Cyclohexenone
Substituents:
Substituents at α-position: alkyle
Substituents at β-position: alkyle
Substituents at γ-position: alkyle
Substituents at δ-position: alkyle
Other effects:exocyclic bonds 1
Extended conjugation 1

215nm

Calculated λmax:

308nm

Problem#14

β

10nm
12nm
18nm
18nm
5nm
30nm

γ
δ

α

Woodward Component Contribution:

Contribution

Core:Cyclohexenone
Substituents:
Substituents at α-position: alkyle
Substituents at β-position: alkyle
Substituents at γ-position:alkyle
Substituents at δ-position: 2-alkyle
Other effects:
Extended conjugation 1

215nm

Calculated λmax:

321nm

10nm
12nm
18nm
2×18nm=36
30nm

γ δ

Problem#15

ζ
ε

β

α

Woodward Component Contribution:

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at α-position: N(CH3)2
Substituents at β-position: alkyle
Substituents at γ-position: alkyle
Substituents at δ-position: alkyle
Substituents at ε-position: alkyle
Substituents at ζ-position:2-alkyle
Other effects:Exocyclic bonds 4
Extended conjugation 2
Calculated λmax:

0nm
12nm
18nm
18nm
18nm
2×18=36nm
4×5=20nm
2×30=60nm
397nm

Problem#16
α

β

γ
δ

ε

ζ

Woodward Component Contribution:

Contribution

Core:Cyclohexenone

215nm

Substituents:
Substituents at β-position: alkyle
Substituents at γ-position: chloro
Substituents at δ-position: alkyle
Substituents at ε-position: alkyle
Substituents at ζ-position:alkyle
Other effects:Exocyclic bonds 3
Extended conjugation 2
Calculated λmax:

12nm
0nm
18nm
18nm
18nm
3×5=15nm
2×30=60nm
356nm

Problem#17

C10
C9

C11

C14

C2

C1

C3
C4

C12

C6

C8
C13

C5

C7

Woodward Component Contribution:

Contribution

Core:acyclic conjugated diene\Heteroannular diene

214nm

Substituents:
Alkyle residue at C1,C4,2-alkyle at C6
Other effects:Exocyclic Bond 1
Extended conjugation 1
Calculated λmax:

4×5=20nm
5nm
30
269nmnm

Problem#18
ζ
ε

β
α

γ

δ

Woodward Component Contribution:

Contribution

Core:Cyclohexenone
Substituents:
Substituents at β-position: alkyle
Substituents at γ-position: methoxy
Substituents at δ-position: alkyle
Substituents at ε-position: alkyle
Substituents at ζ-position: alkyle
Other effects:Exocyclic Bonds 3
Extended conjugations 2

215nm

Calculated λmax:

356nm

12nm
0nm
18nm
18nm
18nm
3×5=15nm
2×30nm=60nm

Problem#19
α

ε

β

γ δ

ζ
ζ'
ζ'’

Woodward Component Contribution:

Contribution

Core:Cyclohexenone
Substituents:
Substituents at α-position:alkyle
Substituents at β-position: alkyle
Substituents at γ-position: methoxy
Substituents at δ-position: alkyle
Substituents at ε-position: alkyle
Substituents at ζ’’-position: alkyle
Other effects:Exocyclic Bonds 2
Extended conjugations 3
Homoannualr diene
Calculated λmax:

215nm
10nm
12nm
0nm
18nm
18nm
18nm
2×5=10nm
3×30nm=90nm
39nm
430nm



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