7681-88-1

Basic information

• Product Name: 2,6,10-Dodecatriene, 2,6,10-trimethyl-
• Synonyms: 2,6,10-Dodecatriene, 2,6,10-trimethyl-;(E)-10-2,6,10-Trimethyl-2,6,10-dodecatriene
• CAS NO: 7681-88-1
• Molecular Formula: C15H26
• Molecular Weight: 206.37
• Mol File: 7681-88-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6,10-Dodecatriene, 2,6,10-trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6,10-Dodecatriene, 2,6,10-trimethyl-(7681-88-1)
• EPA Substance Registry System: 2,6,10-Dodecatriene, 2,6,10-trimethyl-(7681-88-1)

Safety Data

• Hazardous Substances Data: 7681-88-1(Hazardous Substances Data)

Usage

Uses

2,6,10-Trimethyl-2,6,10-dodecatriene is an oligoisoprene and an intermediate in the synthesis of Farnesane (F102380), an antimicrobial agent.

Upstream product

• 7212-44-4 (+/-)-nerolidol 
• 201230-82-2 carbon monoxide 
• 56001-43-5 nerolidol acetate 

Relevant articles and documents

Rhodium catalyzed hydroformylation of nerolidol

The rhodium-catalyzed hydroformylation of nerolidol, a biorenewable substrate with strong therapeutic potential available from various essential oils, was studied in toluene and ethanol solutions in the presence of PPh 3 or P(O-o-tBuPh)3 ligands. In toluene, the reaction gave with high chemo- and stereoselectivity a cyclic hemiacetal, which formally arises from the intramolecular cyclization of the primarily formed hydroxy aldehyde. In ethanol, hydroformylation gave a corresponding cyclic acetal in excellent yields even without additional acid co-catalysts. In the absence of phosphorous ligands, nerolidol was resistant to hydroformylation probably due to binding with rhodium through both the double bond and the hydroxyl group to form stable chelates. The P(O-o-tBuPh)3 ligand exerted a remarkable effect on the substrate reactivity accelerating the reaction by five to ten times as compared to the system with PPh3. All isolated products have a pleasant sweet floral and woody scent and can be useful as components of synthetic fragrances. The Royal Society of Chemistry 2014.

Ti/Pd bimetallic systems for the efficient allylation of carbonyl compounds and homocoupling reactions

The allylation, crotylation and prenylation of aldehydes and ketones with stable and easily handled allylic carbonates is promoted by a Ti/Pd catalytic system. This Ti/Pd bimetallic system is especially convenient for the allylation of ketones, which are infrequent substrates in other related protocols, and can be carried out intramolecularly to yield five- and six-membered cyclic products with good stereoselectivities. In addition, Ti/Pd-mediated reductions and Wuertz-type dimerisation reactions can be readily carried out from allyl carbonates and carboxylates.