56246-58-3

Basic information

• Product Name: [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane]
• Synonyms: [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane];(1R,2R,5S)-6,6-Dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane];Einecs 260-076-8
• CAS NO: 56246-58-3
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 260-076-8
• Mol File: 56246-58-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 202.1°Cat760mmHg
• Flash Point: 54.4°C
• Appearance: /
• Density: 1.04g/cm³
• CAS DataBase Reference: [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane](CAS DataBase Reference)
• NIST Chemistry Reference: [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane](56246-58-3)
• EPA Substance Registry System: [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane](56246-58-3)

Safety Data

• Hazardous Substances Data: 56246-58-3(Hazardous Substances Data)

Usage

Uses

(+)-2α,10-Epoxypinane is an intermediate in the synthesis of (2S)-(-)-cis-2-Pinanol (P458625), which is a monoterpene and a component of several plant essential oils.

Upstream product

• 18172-67-3 beta-pinene 
• 177698-19-0 Beta-pinene 

Downstream Products

• 100053-22-3 (S)-7-formyloxy-p-menth-1-en-8-ol 
• 15111-96-3 (S)-(4-(prop-1-en-2-yl)cyclohex-1-en-1-yl)methyl acetate 
• 128301-02-0 (1S,2S,5S)-(+)-6,6-dimethylbicyclo[3.1.1]heptane-2-carboxaldehyde 
• 19894-97-4 (1R)-Myrtenol 
• 51152-12-6 (-)-cis-myrtanol 
• 4764-14-1 cis-myrtanal 
• 23963-70-4 (S)-4-Isopropyl-cyclohex-1-enecarbaldehyde 
• 19894-91-8 (S)-4-(1-hydroxy-1-methylethyl)-1-cyclohexene-1-methanol 
• 536-59-4 (-)-perillyl alcohol 
• 100692-55-5 dihydroperilla alcohol 
• 1116113-12-2 (1R,2S,5S)-6,6-dimethyl-2-(phenylselanylmethyl)bicyclo[3.1.1]heptan-2-ol 
• 18031-40-8 (S)-(-)-perillaldehyde 
• 65221-01-4 7-acetoxy-p-menth-1-en-8-ol 
• 57717-97-2 (R)-Perillyl alcohol 

Relevant articles and documents

7,7-Dimethyl-2,10-epoxybicyclo[3.1.1]heptane. Synthesis, structure, and products of epoxide ring cleavage

7,7-Dimethyl-2,10-epoxybicyclo[3.1.1]heptane obtained by treatment of (-)-β-pinene with peroxybenzimidic acid has α configuration.

Sustainable catalytic epoxidation of biorenewable terpene feedstocks using H2O2as an oxidant in flow microreactors

Solvent-free continuous flow epoxidation of the alkene bonds of a range of biorenewable terpene substrates have been carried out using a recyclable tungsten-based polyoxometalate phase transfer catalyst and aqueous H2O2 as a benign oxidant. These sustainable flow epoxidation reactions are carried out in commercial microreactors containing static mixing channels that enable common monoterpenes (e.g. untreated crude sulfate turpentine, limonene, etc.) to be safely epoxidized in short reaction times and in good yields. These flow procedures are applicable for the flow epoxidation of trisubstituted and disubstituted alkenes for the safe production of multigram quantities of a wide range of epoxides. This journal is

Syntheses and reactions of terpene β-hydroxyselenides and β-hydroxydiselenides

A convenient method for the synthesis of optically active trans-hydroxyselenides and trans-hydroxydiselenides from the bicyclic terpene group based on the reactions of sodium selenide or sodium diselenide with cis- and trans-(+)-3-carane, trans-(+)-2-carane and (-)-β-pinane epoxides is described. The corresponding cis-hydroxy and cis-methoxydiselenides were obtained in the reaction of sodium diselenide with β-hydroxy- and β-methoxytosylates. The influence of a hydroxy group at the β-position on the diastereomeric ratio of the products of the asymmetric methoxyselenenylation of styrene has been established by composition of the products, crystal structure analyses, and theoretical calculations using a DFT method on the B3LYP level (6-311G(d)).