22331-48-2

Basic information

• Product Name: 13-methylpentacosane
• Synonyms: 13-Methylpentacosane; Pentacosane, 13-methyl; pentacosane, 13-methyl-
• CAS NO: 22331-48-2
• Molecular Formula: C₂₆H₅₄
• Molecular Weight: 366.707
• Mol File: 22331-48-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 439.6°C at 760 mmHg
• Flash Point: 170°C
• Density: 0.8g/cm³
• Vapor Pressure: 1.62E-07mmHg at 25°C
• Refractive Index: 1.447
• CAS DataBase Reference: 13-methylpentacosane(CAS DataBase Reference)
• NIST Chemistry Reference: 13-methylpentacosane(22331-48-2)
• EPA Substance Registry System: 13-methylpentacosane(22331-48-2)

Safety Data

• Hazardous Substances Data: 22331-48-2(Hazardous Substances Data)

Upstream product

• 15890-72-9 laurylmagnesium bromide 
• 141-78-6 ethyl acetate 

Relevant articles and documents

Contact sex pheromone component of the Emerald Ash Borer Agrilus planipennis Fairmaire (Coleoptera: Buprestidae)

The invention disclosed relates to the detection of the Emerald Ash Borer (EAB), Agrilus planipennis Fairmaire (Coleoptra: B-prestidae) and in particular to the use of contact sex phenomones therefor. Analyses of the elytral hydrocarbons from male and female emerald ash borer, that were freshly emerged vs. sexually mature (>10 days old) revealed a female-specific compound, 9-methyl-pentacosane (9-Me-C25), only present in sexually mature females. This material was synthesized by the Wittig reaction of 2-decanone with (n-hexadecyl)-triphenylphosphonium bromide followed by catalytic reduction to yield racemic 9-Me C25, which matched the natural compound by GC/MS (retention time and EI-mass spectrum). In field bioassays with freeze-killed sexually mature A. planipennis females, feral males spent significantly more time in contact and attempting copulation with unwashed females than with females that had been washed in n-hexane to remove the cuticular hydrocarbons. Hexane-washed females to which 9-Me-C25 had been reapplied elicited similar contact time and percentage of time attempting copulation as unwashed females, indicating that 9-methyl-pentacosane is a contact sex-pheromone component of A. planipennis. This is the first contact sex pheromone identified in the Buprestidae.