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

Description

[1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane] is a complex organic compound with a unique molecular structure, characterized by its spiro-bicyclo[3.1.1]heptane framework and oxirane (epoxide) group. [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane] is known for its potential applications in various industries due to its specific chemical properties.

Uses

Used in Pharmaceutical Industry:
[1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane] is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable building block for the development of new drugs with potential therapeutic applications.
Used in Fragrance Industry:
In the fragrance industry, [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane] is used as a key component in the creation of unique and complex scents. Its distinct chemical properties contribute to the development of novel fragrances with appealing olfactory profiles.
Used in Chemical Synthesis:
[1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane] is utilized as a versatile building block in organic synthesis, allowing for the development of a wide range of chemical products. Its unique structure and reactivity enable the synthesis of various compounds with potential applications in different industries, such as materials science, agrochemicals, and specialty chemicals.
Used in Research and Development:
Due to its unique structure and potential applications, [1R-(1alpha,2alpha,5alpha)]-6,6-dimethylspiro[bicyclo[3.1.1]heptane-2,2'-oxirane] is also used in research and development settings. Scientists and researchers can explore its properties and reactivity to develop new methodologies, synthetic routes, and applications in various fields.

Upstream product

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

Downstream Products

• 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 
• 36203-31-3 [(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methyl acetate 
• 18031-40-8 (S)-(-)-perillaldehyde 
• 65221-01-4 7-acetoxy-p-menth-1-en-8-ol 
• 57717-97-2 (R)-Perillyl alcohol 
• 74716-12-4 (cis)-2-(4-(hydroxymethyl)cyclohexyl)propan-2-ol 
• 154843-82-0 (trans)-2-(4-(hydroxymethyl)cyclohexyl)propan-2-ol 
• 5027-76-9 (S)-(-)-4-(1-hydroxy-1-methylethyl)-1-cyclohexene-1-carboxylic acid 
• 56197-78-5 (S)-4-(1-hydroxy-1-methylethyl)-1-cyclohexene-1-carboxaldehyde 
• 19894-91-8 (S)-4-(1-hydroxy-1-methylethyl)-1-cyclohexene-1-methanol 
• 72506-01-5 perillyl formate 
• 128301-02-0 (1S,2S,5S)-(+)-6,6-dimethylbicyclo[3.1.1]heptane-2-carboxaldehyde 

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)).