The Synthesis of Spiral Compounds: Thesis (Classic Reprint) - Softcover

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Excerpt from The Synthesis of Spiral Compounds: Thesis

'there is a compound known to the manufacturers of synthetic flavors and perfumes as peach-lactone, which has been used com mercially for years, but which has received only scant attention in the literature. As the name implies, it imitates the natural peach flavor and odor and is used for that purpose. Its prepar 'ation from undecenoic acid by treatment with sulphuric acid sug gests that the lactone has an extremely unusual structure or is the product of a unique reaction. Either it is a closed ring con sisting of eleven atoms, or the double bond of undecenoic acid has shifted past six carbon atoms to close a ring of more usual dimeh sions. If the first is true, a ring has been formed that is larg er than any heretofore known, and which on the basis of Baeyer's famous strain theory would be considered almost impossible of formation. If the shift of the double bond has occurred, we have a rearrangement that is likewise extraordinary. The small amount of work recorded on the compound indicates that the latter is the correct explanation; but the possibility of the former having taken place, in part at least, with its stereo-chemical signifi.

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