81113-74-8

Basic information

• Product Name: 3,7-Dimethyl-6-(hydroperoxy)-7-octene-1-ol
• Synonyms: 3,7-Dimethyl-6-(hydroperoxy)-7-octene-1-ol;3-Hydroperoxy-2,6-dimethyl-1-octene-8-ol;6-Hydroperoxy-3,7-dimethyl-7-octen-1-ol
• CAS NO: 81113-74-8
• Molecular Formula: C10H20O3
• Molecular Weight: 0
• Mol File: 81113-74-8.mol
• Article Data: 33

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,7-Dimethyl-6-(hydroperoxy)-7-octene-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-Dimethyl-6-(hydroperoxy)-7-octene-1-ol(81113-74-8)
• EPA Substance Registry System: 3,7-Dimethyl-6-(hydroperoxy)-7-octene-1-ol(81113-74-8)

Safety Data

• Hazardous Substances Data: 81113-74-8(Hazardous Substances Data)

Upstream product

• 57-88-5 cholesterol 
• 106-22-9 Citronellol 

Relevant articles and documents

Selective C-H Allylic Oxygenation of Cycloalkenes and Terpenoids Photosensitized by [Cu(Xantphos)(neoc)]BF4

We present herein for the first time the use of the [Cu(Xantphos)(neoc)]BF4 as a photocatalyst for the selective C-H allylic oxygenation of cycloalkenes into the corresponding allylic hydroperoxides or alcohols in the presence of molecular oxygen. The proposed methodology affords the products at good yields and has also been applied successfully to several bioactive terpenoids, such as geraniol, linalool, β-citronellol, and phytol. A mechanistic study involving also kinetic isotope effects (KIEs) supports the proposed singlet oxygen-mediated reaction. On the basis of the high chemoselectivity and yields and the fast and clean reaction processes observed, the present catalytic system, [Cu(Xantphos)(neoc)]BF4, has also been applied to the synthesis, at a laboratory scale, of the cis-Rose oxide, a well-known perfumery ingredient used in rose and geranium perfumes.

An entirely solvent-free photooxygenation of olefins under continuous flow conditions

Photooxygenations of alkenes with singlet oxygen are a versatile, atom-economical transformation. The choice of solvents is key to the success of this oxyfunctionalization with direct impact on the solubility of substrates, the lifetime of the reactive oxygen species, and the up-scaling of the process. We report an entirely solvent-free continuous-flow photooxygenation that operates at very high substrate/sensitizer ratios and enables high space-time yields.

Synergy between bis(dimethyldioctylammonium) molybdate and tetraethylene glycol monooctyl ether: A winning combination for interfacial catalysis in thermo-controlled and switchable microemulsions

A simple thermo-responsive one-phase microemulsion (μem) is designed to enable the dark singlet oxidation of organic substrates while allowing a straightforward separation of the catalytic surfactant and products in two distinct phases by cooling down the reaction medium. This latter is prepared by combining a small amount (1%) of the catalytic surfactant bis(dimethyldioctylammonium) molybdate, [DiC8]2[MoO4], with the nonionic amphiphile tetraethylene glycol monooctyl ether, C8E4. Tensiometry and dynamic light scattering are used to rationalize the synergy between the two surfactants which strongly interact. The oxidation takes place in the effective one-phase Winsor IV system which separates into two phases (μem + oil, i.e. Winsor I) just by temperature change thanks to the presence of the thermosensitive C8E4. The thermal-controlled nanostructured reaction medium is applied to the ene reaction, [4+2] cycloaddition and sulfide oxidation.