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Disparlure information


Disparlure
Names
IUPAC name
cis-7,8-epoxy-2-methyloctadecane
Other names
(2S-cis)-2-Decyl-3-(5-methylhexyl)oxirane
Identifiers
CAS Number
  • 54910-51-9 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 149826
ECHA InfoCard 100.053.973 Edit this at Wikidata
EC Number
  • 259-390-8
PubChem CID
  • 171384
UNII
  • A5ZD42XF7G checkY
CompTox Dashboard (EPA)
  • DTXSID8075041 Edit this at Wikidata
InChI
  • InChI=1S/C19H38O/c1-4-5-6-7-8-9-10-11-15-18-19(20-18)16-13-12-14-17(2)3/h17-19H,4-16H2,1-3H3/t18-,19+/m0/s1
    Key: HFOFYNMWYRXIBP-RBUKOAKNSA-N
SMILES
  • CCCCCCCCCC[C@H]1[C@H](O1)CCCCC(C)C
Properties
Chemical formula
 C19H38O
Molar mass 282.512 g·mol−1
Appearance Viscous colorless oil
Density 0.828 g cm−3 at 25 °C
Boiling point 146–148 °C (295–298 °F; 419–421 K)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
0
2
0
Flash point 52 °C (126 °F; 325 K)
Safety data sheet (SDS) External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Disparlure (chemical name cis-7,8-epoxy-2-methyloctadecane) is a chemical compound with the formula C19H38O. It is a sex pheromone found in moths, such as the spongy moth (Lymantria dispar), and is used to attract a mate.

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Disparlure

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Disparlure (chemical name cis-7,8-epoxy-2-methyloctadecane) is a chemical compound with the formula C19H38O. It is a sex pheromone found in moths, such...

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Oxetane

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to synthesize the product. Oxetane is used in one of the syntheses of Disparlure (Gypsy moth sexual pheromone). Oxetanes are less reactive than epoxides...

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Sharpless epoxidation

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natural products: methymycin, erythromycin, leukotriene C-1, and (+)-disparlure. As one of the few highly enantioselective reactions during its time,...

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Karl Barry Sharpless

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discovered Sharpless asymmetric epoxidation, which was used to make (+)-disparlure. As of 2023[update], Sharpless led a laboratory at Scripps Research. Sharpless...

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Undecanal

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confirms the status as irritant. Undecanal is used in the synthesis of Disparlure. Christian Kohlpaintner, Markus Schulte, Jürgen Falbe, Peter Lappe, Jürgen...

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Gypsy moths in the United States

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that continuously emit naturally identical gypsy moth sex pheromone, or disparlure, male moths end up spending most of their time 'manipulating' these point...

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Lymantria dispar dispar

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hour are enough to break the silk threads and disperse the larvae.: 23  Disparlure has been synthesized artificially and has been used to confuse mating...

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Chiral derivatizing agent

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and enantiomeric purity determination of the optically active epoxide disparlure, sex pheromone of the gypsy moth". J. Org. Chem. 44 (7): 1025. doi:10...

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