51513-58-7

Basic information

• Product Name: (6E)-3,7,11-trimethyldodeca-6,10-dienal
• Synonyms: (6E)-3,7,11-Trimethyldodeca-6,10-dienal; 6,10-dodecadienal, 3,7,11-trimethyl-, (6E)-
• CAS NO: 51513-58-7
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.3663
• Mol File: 51513-58-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 309.5°C at 760 mmHg
• Flash Point: 146.4°C
• Density: 0.853g/cm³
• Vapor Pressure: 0.000639mmHg at 25°C
• Refractive Index: 1.46
• CAS DataBase Reference: (6E)-3,7,11-trimethyldodeca-6,10-dienal(CAS DataBase Reference)
• NIST Chemistry Reference: (6E)-3,7,11-trimethyldodeca-6,10-dienal(51513-58-7)
• EPA Substance Registry System: (6E)-3,7,11-trimethyldodeca-6,10-dienal(51513-58-7)

Safety Data

• Hazardous Substances Data: 51513-58-7(Hazardous Substances Data)

Usage

General Description

(6E)-3,7,11-trimethyldodeca-6,10-dienal is a chemical compound with the molecular formula C15H26O. It is classified as an aldehyde and is commonly found in many plant species, particularly in the essential oils of fruits and flowers. (6E)-3,7,11-trimethyldodeca-6,10-dienal has a strong, sweet, floral scent and is often used in the production of perfumes and flavorings. It is also known for its insect-repelling properties and is used in some insecticides and repellents. Additionally, (6E)-3,7,11-trimethyldodeca-6,10-dienal has been studied for its potential as an anti-cancer agent and as a natural remedy for various ailments.

Upstream product

• 502-67-0 Farnesal 
• 24405-96-7 diethyl (E)-2-(4,8-dimethylnona-3,7-dien-1-yl)-2-methylmalonate 
• 79-37-8 oxalyl dichloride 
• 58001-88-0 (E)-2,6,10-trimethylundeca-5,9-dien-1-ol 
• 24405-98-9 (E)-5-2,6,10-trimethyl-5,9-undecadienoic acid 
• 22339-13-5 (E)-9-iodo-2,6-dimethylnona-2,6-diene 
• 459-88-1 (E)-4,8-dimethylnona-3,7-dien-1-ol 
• 106-28-5 Farnesol 
• 76190-00-6 (+/-)-3,7,11-trimethyl-6Z,10-dien-1-ol 
• 72019-02-4 (6E)-3,7,11-trimethyldodeca-2,6,10-trienal 
• 82528-61-8 (1EZ,6E)-3,7,11-trimethyl-1-triethylsiloxydodeca-1,6,10-triene 

Downstream Products

• 108860-89-5 (2E,8E)-5,9,13-Trimethyl-tetradeca-2,8,12-trienoic acid (S)-2-ethoxy-2-phenyl-ethyl ester 

Relevant articles and documents

Total Synthesis of (±)-Liphagal via Organic-Redox-Driven Palladium-Catalyzed Hydroxybenzofuran Formation

A synthetic route to liphagal, a natural PI3Kα inhibitor isolated from Aka coralliphaga, was established. The present route features an organic redox process where an alkynylquinone undergoes reductive cyclization in the presence of a hydroquinone derivative such as hydroxyquinol (1,2,4-benzenetriol) and catalytic PdCl2 to provide a substituted benzofuran suitable for accessing the natural product. The benzofuran formation takes place via the redox transformation between the alkynylquinone and the electron-rich hydroquinones followed by the concomitant Pd(II)-catalyzed oxycyclization of the resultant alkynylhydroquinone.

Conjugated nitro alkene anticancer agents based on isoprenoid metabolism

Conjugated nitro alkene compounds hamper or prevent proliferation of cancer cells in cell culture and in cancer patients, which can result in a decrease in tumor size and/or disappearance of the cancer. The compounds may act by interference with cancer cell biochemistry, in which isoprenoid groups such as farnesyl and geranylgeranyl become bonded to various oncogenic proteins such as Ras, RhoA, RhoB, or some other growth-related cellular protein(s).

Sex pheromone of Ascogaster quadridentata, a parasitoid of Cydia pomonella

Porapak Q volatile extracts of female Ascogaster quadridentata, an egg- larval endoparasitoid of codling moth, Cydia pomonella, bioassayed in Y-tube olfactometers attracted male, but not female, A. quadridentata. Coupled gas chromatographic-electroantennographic detection (GC-EAD) analysis of bioactive extracts revealed three compounds that elicited responses by male A. quadridentata antennae. GC-mass spectra (MS) indicated, and comparative analyses of authentic standards confirmed, that these compounds were (Z,Z)9.12-octadecadienal, (Z)-9-hexadecenal, and 3,7,11-trimethyl-6E, 10- dodecadienal. (Z,Z)-9,12-Octadecadienal alone attracted laboratory-reared male A. quadridentata in Y-tube olfactometer and field-cage bioassays, and attracted feral A. quadridentata in a field experiment. This sex pheromone could be used to help detect populations of A. quadridentata, delineate their distributions, and determine potential sources of parasitoids for capture and release in integrated programs for control of C. pomonella.