18492-55-2

Basic information

• Product Name: trans-pinanols
• Synonyms: trans-pinanols
• CAS NO: 18492-55-2
• Molecular Weight: 154.252
• Mol File: 18492-55-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: trans-pinanols(CAS DataBase Reference)
• NIST Chemistry Reference: trans-pinanols(18492-55-2)
• EPA Substance Registry System: trans-pinanols(18492-55-2)

Safety Data

• Hazardous Substances Data: 18492-55-2(Hazardous Substances Data)

Upstream product

• 473-55-2 2,6,6-trimethylbicyclo[3.1.1]heptane 
• 80-15-9 Cumene hydroperoxide 
• 766-07-4 cyclohexyl hydroperoxide 
• 4952-03-8 1-methylcyclohexane hydroperoxide 
• 5813-49-0 nitrosyl acetate 
• 13293-47-5 2αH-pinan-3α-ylamine 
• 4795-86-2 (1R)-(+)-cis-pinane 
• 498-15-7 (+)-Δ³-carene 
• 5405-84-5 pinane hydroperoxide 

Downstream Products

• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 138-87-4 beta-terpineol 
• 138-86-3 limonene. 

Relevant articles and documents

LIGAND EFFECT IN EPOXIDATIONS BY HYDROPEROXIDES USING MOLYBDENUM CATALYST: EPOXIDATIONS OF 3-CARENE

Epoxidation of (+)-3-carene with pinane hydroperoxide in presence of various transition metal catalysts, has been evaluated as a preparative method for (+)-3α-epoxycarene.Catalysts based on Mo(VI) were found to be most suitable.A distinct ligand effect was noted for this oxidation and a plausible rationale is put forward.

Studies on the Decomposition of Alkyl Hydroperoxides by Different Catalysts

The catalytic decomposition of cumene, 1-methylcyclohexyl and cyclohexyl hydroperoxides was studied in cyclohexane, cis- and trans-1,4-dimethylcyclohexane and cis-pinane as the solvents.The stearates and the acetylacetonates of manganese, cobalt and chromium, the acetylacetonates of molybdenum and vanadium, n-butyl orthoborate and n-butyl metaborate were used as the catalysts.The chromium-, vanadium-, molybdenum- and boron-containing catalysts brought about some Hock-type decomposition of cumene hydroperoxide and thus proved to be acidic.Of these more of less acidic catalysts only molybdenyl acetylacetonate effected a partially stereospecific hydroxylation of the tertiary C-H-bonds in cis- and trans-1,4-dimethylcyclohexane.The well-known selectivity of chromium catalysts for the ketone formation during the decomposition of secondary hydroperoxides is caused by the catalytic oxidation of secondary alcohols by hydroperoxides in the presence of chromium compounds.In the presence of all the catalysts used the free-radical pathways of the hydroperoxide decomposition predominated, and the attack of the intermediate radicals on the starting hydroperoxide was more important than the attack on the solvent molecules.

Rearrangement of Pinane Derivatives. Part 8. Deamination of 2αH-Pinan-3α-ylamine

Solvolysis of 2αH-pinan-3α-yl toluene-p-sulphonate has been shown to proceed with concomitant 1,2-hydride shift to give the pinan-2-yl carbocation.Contrary to earlier reports, this species reacts normally to give, in good yield, pinan-2-yl substitution products.In contrast the pinan-3-ylamines react via a similar route, but give much smaller amounts of pinan-2-yl products.The usual reasons for differences between solvolysis and deamination (i.e. the intermediacy of diazonium ions and/or high-energy ions) can be discounted, and possible reasons for the differences in behaviour are discussed.