58001-88-0

Basic information

• Product Name: (E)-2,6,10-trimethylundeca-5,9-dienol
• Synonyms: (E)-2,6,10-trimethylundeca-5,9-dienol;5,9-Undecadien-1-ol, 2,6,10-trimethyl-, (5E)-;5,9-Undecadien-1-ol,2,6,10-trimethyl-,(5E)-(9CI);(5E)-2,6,10-Trimethyl-5,9-undecadiene-1-ol;(E)-2,6,10-Trimethyl-5,9-undecadien-1-ol;5,9-Undecadien-1-ol, 2,6,10-trimethyl-, (E)-;Einecs 261-070-8
• CAS NO: 58001-88-0
• Molecular Formula: C₁₄H₂₆O
• Molecular Weight: 210.35564
• EINECS: 261-070-8
• Mol File: 58001-88-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 305.3°Cat760mmHg
• Flash Point: 109.3°C
• Appearance: /
• Density: 0.86g/cm³
• Vapor Pressure: 7.81E-05mmHg at 25°C
• Refractive Index: 1.47
• PKA: 15.00±0.10(Predicted)
• CAS DataBase Reference: (E)-2,6,10-trimethylundeca-5,9-dienol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2,6,10-trimethylundeca-5,9-dienol(58001-88-0)
• EPA Substance Registry System: (E)-2,6,10-trimethylundeca-5,9-dienol(58001-88-0)

Safety Data

• Hazardous Substances Data: 58001-88-0(Hazardous Substances Data)

Usage

General Description

(E)-2,6,10-trimethylundeca-5,9-dienol, also known as TMI alcohol, is a molecule with a long, branched carbon chain and a double bond at the 5th and 9th positions. It is commonly used in the fragrance and flavor industry due to its sweet, floral, and citrus-like aroma. (E)-2,6,10-trimethylundeca-5,9-dienol is found naturally in various citrus fruits and is also a component of many essential oils, such as ylang-ylang, patchouli, and citrus oils. TMI alcohol is often used as a fragrance ingredient in perfumes, body care products, and household products. It is also used as a flavoring agent in food and beverages, contributing to its characteristic citrusy taste. Additionally, TMI alcohol has been studied for its potential antimicrobial and antioxidant properties, making it a versatile and valuable chemical compound in various industries.

InChI:InChI=1/C14H26O/c1-12(2)7-5-8-13(3)9-6-10-14(4)11-15/h7,9,14-15H,5-6,8,10-11H2,1-4H3/b13-9+

Upstream product

• 996-82-7 sodium diethylmalonate 
• 22339-13-5 (E)-9-iodo-2,6-dimethylnona-2,6-diene 
• 25501-67-1 2-Ethoxycarbonyl-6,10-dimethylundeca-5,9-dien-1-saeure-ethylester 
• 459-88-1 (E)-4,8-dimethylnona-3,7-dien-1-ol 
• 24405-98-9 (E)-5-2,6,10-trimethyl-5,9-undecadienoic acid 
• 24405-96-7 diethyl (E)-2-(4,8-dimethylnona-3,7-dien-1-yl)-2-methylmalonate 

Downstream Products

• 51513-58-7 (6E)-3,7,11-trimethyl-6,10-dodecadienal 

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.

Synthesis and evaluation of aziridine analogues of presqualene diphosphate as squalene synthase inhibitors

-