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Names | |
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IUPAC name
(5E)-1β,2β:10,14-Diepoxygermacra-4(15),5-dien-9-one
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Systematic IUPAC name
(1R,2R,5S,6E,10R)-8-Methylidene-5-(propan-2-yl)-11-oxaspiro[bicyclo[8.1.0]undecane-2,2′-oxiran]-6-en-3-one | |
Other names
(1Z,5E)-1,10(14)-Diepoxy-4(15),5-germacradiene-9-one
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C15H20O3 | |
Molar mass | 248.322 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Periplanone B is a pheromone produced by the female American cockroach,[1] Periplaneta americana. It is a sexual attractant to male cockroaches, especially at short ranges.[2]
The activity of this pheromone was first described in 1952, but it was not until 25 years later that Persoons et al. reported the gross structure of periplanones A and B. The stereochemical configuration and first total synthesis were reported by W. Clark Still's group at Columbia University in 1979.[3]