29804-22-6

Basic information

• Product Name: (+/-)-CIS-7,8-EPOXY-2-METHYLOCTADECANE
• Synonyms: 2-methyl-7(R),8(s)-epoxy;2-methyl-7(R),8(s)-epoxyoctadecane;8-epoxy-2-methyl-cis-octadecan;ai3-34886;atralymon;cis-2-decyl-3-(5-methylhexyl)oxirane;disrupt;ent34886
• CAS NO: 29804-22-6
• Molecular Formula: C₁₉H₃₈O
• Molecular Weight: 282.5
• EINECS: 249-861-6
• Product Categories: insect pheromone
• Mol File: 29804-22-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 365.11°C (rough estimate)
• Flash Point: 61 °C
• Appearance: /
• Density: 0.9252 (rough estimate)
• Vapor Pressure: 0.000168mmHg at 25°C
• Refractive Index: 1.4500 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (+/-)-CIS-7,8-EPOXY-2-METHYLOCTADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-CIS-7,8-EPOXY-2-METHYLOCTADECANE(29804-22-6)
• EPA Substance Registry System: (+/-)-CIS-7,8-EPOXY-2-METHYLOCTADECANE(29804-22-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 29804-22-6(Hazardous Substances Data)

Usage

Uses

(±)-Disparlure can be utilized in agricultural use and biological study for pheromone preparations containing disparlure and monachalure for control of Lymantria insect pests in forest tree cultures.

InChI:InChI=1/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

Upstream product

• 118864-33-8 7-methyl-1-octyne 
• 765-03-7 1-dodecyne 
• 3524-73-0 5-methyl-1-hexene 
• 626-88-0 1-bromo-5-methylpentane 
• 74962-99-5 (Z)-tridec-2-en-1-ols 
• 51887-25-3 tridec-2-yn-1-ol 
• 112-29-8 1-bromo dodecane 
• 626-89-1 4-Methyl-1-pentanol 
• 870-63-3 prenyl bromide 
• 78389-78-3 2-bromododecanal 
• 112-54-9 Dodecanal 
• 244771-27-5 1,10-diiodo-5(Z)-decene 

Relevant articles and documents

A new stereoselective synthesis of racemic disparlure, the sex pheromone of gypsy moth (Porthetria dispar L.)

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Concise syntheses of insect pheromones using Z-Selective cross metathesis

Very short synthetic routes to nine cisolefin-containing pheromones containing a variety of functionality, including an unconjugated (E,Z) diene, are reported (see scheme). These lepidopteran pheromones are used extensively for pest control, and were easily prepared using ruthenium-based Z-selective cross metathesis, highlighting the advantages of this method over less efficient ways to form Z olefins.

New synthesis of (±)-cis-disparlure, pheromone of female gypsy moth (Porthetria dispar) species

(±)-cis-Disparlure was synthesized in an overall yield of 50% via stereoselective addition of isoheptylmagnesium bromide to α-bromododecanal.