Concept explainers
Interpretation:
In 1HNMR, Disparlure, C19H38O, shows a large absorption in the alkane region, 1 to 2 δ and a triplet at 2.8 δ. Treatment of Disparlure first with aqueous acid and then with KMnO4 yielded undecanoic acid and 6-methylheptanoic acid. A structure for disparlure is to be proposed neglecting stereochemistry. Its structure also is to be given with stereochemistry if the actual compound is a chiral molecule with 7R, 8S stereochemistry.
Concept introduction:
In 1HNMR, the
Epoxides get protonated in the presence of acids and the nucleophilic attack of water opens the epoxide ring to give a
To propose:
A structure for disparlure neglecting stereochemistry, satisfying the 1HNMR data and the
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Organic Chemistry
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning