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

Description

(6E)-3,7,11-trimethyldodeca-6,10-dienal, with the molecular formula C15H26O, is an aldehyde compound that is widely found in the essential oils of plants, particularly in fruits and flowers. It is known for its strong, sweet, and floral scent, making it a valuable component in the production of perfumes and flavorings. Moreover, this chemical compound has insect-repelling properties, which has led to its use in the development of some insecticides and repellents. Recent studies have also explored its potential as an anti-cancer agent and a natural remedy for various health conditions.

Uses

Used in Perfumery and Flavoring Industry:
(6E)-3,7,11-trimethyldodeca-6,10-dienal is used as a key ingredient in the production of perfumes and flavorings due to its strong, sweet, and floral scent. Its unique aroma adds depth and complexity to fragrances, while also enhancing the taste and aroma of various food products.
Used in Insecticides and Repellents:
(6E)-3,7,11-trimethyldodeca-6,10-dienal is used as an active component in some insecticides and repellents, thanks to its natural insect-repelling properties. Its incorporation into these products helps to deter and control various insect species, making it a valuable tool in pest management and control.
Used in Pharmaceutical Research:
(6E)-3,7,11-trimethyldodeca-6,10-dienal is used as a subject of research in the pharmaceutical industry for its potential as an anti-cancer agent. Studies are being conducted to explore its effectiveness in targeting and treating various types of cancer, as well as its potential as a natural remedy for other health conditions.
Used in Cosmetics Industry:
(6E)-3,7,11-trimethyldodeca-6,10-dienal is used as a fragrance component in the cosmetics industry, adding a pleasant and appealing scent to various cosmetic products such as lotions, creams, and shampoos. Its strong, sweet, and floral aroma enhances the sensory experience of using these products, making them more enjoyable for consumers.

Upstream product

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

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.