TABLE 15-1 Amax for the Longest-Wavelength UV-Vis Absorptions of a Variety of Organic Compounds Compound Amax (nm) Compound Amax (nm) Compound Amax (nm) Alkanes and <150 cycloalkanes H 161 217 256 Buta-1,3-diene Ethene Cyclohexa-1,3-diene 177 223 274 Hex-1-ene cis-Penta-1,3-diene Hexa-1,3,5-triene 178 223.5 280 Penta-1,4-diene trans-Penta-1,3-diene H H. Methanal (Formaldehyde) 182 224 290 Octa-1,3,5,7-tetraene 2-Methylbuta-1,3-diene (Isoprene) Cyclohexene H.C, 185 239 340 H. Нех-1-yne Cyclopentadiene Propenal (Acrolein) 455 B-Carotene O

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.3: Uv-visible Spectroscopy
Problem 20.5P
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In the UV–vis spectrum of benzene, the absorption that corresponds to the HOMO–LUMO transition occurs at 184 nm.
How does this compare to the corresponding electron transition in hexa-1,3,5-triene (see Table 15-1)? Explain why there is a significant difference.

TABLE 15-1 Amax for the Longest-Wavelength UV-Vis Absorptions of a Variety of
Organic Compounds
Compound
Amax (nm)
Compound
Amax (nm)
Compound
Amax (nm)
Alkanes and
<150
cycloalkanes
H
161
217
256
Buta-1,3-diene
Ethene
Cyclohexa-1,3-diene
177
223
274
Hex-1-ene
cis-Penta-1,3-diene
Hexa-1,3,5-triene
178
223.5
280
Penta-1,4-diene
trans-Penta-1,3-diene
H
H.
Methanal (Formaldehyde)
182
224
290
Octa-1,3,5,7-tetraene
2-Methylbuta-1,3-diene
(Isoprene)
Cyclohexene
H.C,
185
239
340
H.
Нех-1-yne
Cyclopentadiene
Propenal (Acrolein)
455
B-Carotene
O
Transcribed Image Text:TABLE 15-1 Amax for the Longest-Wavelength UV-Vis Absorptions of a Variety of Organic Compounds Compound Amax (nm) Compound Amax (nm) Compound Amax (nm) Alkanes and <150 cycloalkanes H 161 217 256 Buta-1,3-diene Ethene Cyclohexa-1,3-diene 177 223 274 Hex-1-ene cis-Penta-1,3-diene Hexa-1,3,5-triene 178 223.5 280 Penta-1,4-diene trans-Penta-1,3-diene H H. Methanal (Formaldehyde) 182 224 290 Octa-1,3,5,7-tetraene 2-Methylbuta-1,3-diene (Isoprene) Cyclohexene H.C, 185 239 340 H. Нех-1-yne Cyclopentadiene Propenal (Acrolein) 455 B-Carotene O
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