Erythrogenic acid, C18H26O2, is an acetylenic fatty acid
Chapter 9, Problem 9(choose chapter or problem)
Erythrogenic acid, \(\mathrm{C_{18}H_{26}O_{2}}\), is an acetylenic fatty acid that turns a vivid red on exposure to light. On catalytic hydrogenation over a palladium catalyst, 5 equivalents of \(\mathrm{H_2}\) are absorbed, and stearic acid, \(\mathrm{CH_3(CH_2)_{16}CO_2H}\), is produced. Ozonolysis of erythrogenic acid gives four products: formaldehyde, \(\mathrm{CH_2O}\); oxalic acid, \(\mathrm{HO_2CCO_2H}\); azelaic acid, \(\mathrm{HO_2C(CH_2)_7CO_2H}\); and the aldehyde acid \(\mathrm{OHC(CH_2)_4CO_2H}\). Draw two possible structures for erythrogenic acid, and suggest a way to tell them apart by carrying out some simple reactions.
Equation Transcription:
Text Transcription:
C_{18}H_{26}O_{2}
H_2
CH_3(CH_2)_{16}CO_2H
CH_2O
HO_2CCO_2H
HO_2C(CH_2)_7CO_2H
OHC(CH_2)_4CO_2H
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