4017-88-3

Basic information

• Product Name: [1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol
• Synonyms: [1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol;Einecs 223-680-2
• CAS NO: 4017-88-3
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 223-680-2
• Mol File: 4017-88-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 210.6°C at 760 mmHg
• Flash Point: 84.4°C
• Appearance: /
• Density: 0.96g/cm³
• Vapor Pressure: 0.0434mmHg at 25°C
• Refractive Index: 1.484
• CAS DataBase Reference: [1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: [1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol(4017-88-3)
• EPA Substance Registry System: [1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol(4017-88-3)

Safety Data

• Hazardous Substances Data: 4017-88-3(Hazardous Substances Data)

Usage

Description

[1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol is a bicyclic alcohol compound characterized by its molecular formula C10H18O. It is a stereoisomer with a specific arrangement of carbon atoms, which is reflected in its naming convention. This colorless liquid is known for its pleasant pine-like aroma and is commonly found in essential oils from various plant sources.

Uses

Used in Fragrance Industry:
[1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol is used as a fragrance ingredient for its fresh and woody scent. It is particularly valued in the perfume and cologne industry for adding a natural and appealing aroma to their products.
Used in Flavor Industry:
[1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol is also utilized in the production of flavorings, where its distinctive pine-like aroma can enhance the taste and overall sensory experience of various food and beverage products.
Used as a Chemical Intermediate in Organic Synthesis:
[1R-(1alpha,3alpha,4beta,6alpha)]-4,7,7-trimethylbicyclo[4.1.0]heptan-3-ol serves as a chemical intermediate in organic synthesis, playing a crucial role in the development of new compounds and materials with diverse applications across various industries.

InChI:InChI=1/C10H18O/c1-6-4-7-8(5-9(6)11)10(7,2)3/h6-9,11H,4-5H2,1-3H3

Upstream product

• 498-15-7 (+)-Δ³-carene 
• 4176-01-6 (-)-isocaranone 
• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 
• 936-91-4 3-carene epoxide 
• 54831-63-9 (-)-cis-caran-trans-4-amine 
• 4017-82-7 (+)-trans-car-2-en-4-ol 
• 4017-83-8 (-)-(1R,3R,6S)-4-methylene-7,7-dimethylbicyclo[4.1.0]heptan-3-ol 
• 4017-81-6 (1S,3S,6R)-(-)-4-Caren-3α-ol 
• 24278-65-7 (-)-car-4-ene-3β-ol 
• 64-17-5 ethanol 
• 60-29-7 diethyl ether 
• 4017-88-3 (+)-cis-caran-cis-4-ol 
• 620944-25-4 3-Acetyl-Δ⁴-caren 

Downstream Products

• 6617-28-3 phthalic acid mono-((1S,3R,4S)-caran-4-yl ester) 
• 6617-28-3 phthalic acid mono-((1S,3R,4R)-caran-4-yl ester) 
• 4175-97-7 4-nitro-benzoic acid-((1S,3R,4S)-caran-4-yl ester) 
• 4175-97-7 4-nitro-benzoic acid-((1S,3R,4R)-caran-4-yl ester) 
• 5208-43-5 toluene-4-sulfonic acid-((1S,3R,4S)-caran-4-yl ester) 
• 5208-43-5 (1R,3R,4R,6S)-4,7,7-trimethylbicyclo[4.1.0]hept-3-yl 4-methylbenzenesulfonate 
• 4176-01-6 (-)-isocaranone 
• 5208-49-1 cis-4-carene 
• 4176-01-6 cis-carane-4-one 
• 499-70-7 methyl-2 isopropyl-5 cyclohexanone 
• 499-70-7 methyl-2 isopropyl-5 cyclohexanone 
• 95242-32-3 2,5,5-trimethylcycloheptanone 
• 85392-39-8 (-)-4-isocaranyl acetate 
• 6909-21-3 (-)-cis-Caran-trans-(5)-ol 

Relevant articles and documents

Some unusual transformations of a highly reactive α-bromocaranone

The facile synthesis of a highly reactive α-bromocaranone from (+)-carene is reported. This intermediate was found to generate diverse chiral building blocks through radical or carbocation mediated cyclopropyl fragmentation reactions in moderate to excellent yields. Furthermore, the formation of an unexpected carvone derivative prompted several control studies that provided mechanistic insight into an unusual transformation. This study not only demonstrates the synthesis of a variety of chiral building blocks but provides insight into the reactivity of keto-halo-cyclopropanes in general.

Chemical and microbiological oxidation of (-)-cis-carane-4-one leading to chiral compounds and evaluation of their antifeedant activity

Starting from (+)-3-carene 1, naturally occurring bicyclic, monoterpene hydrocarbon, (-)-cis- carane-4-one 3 was obtained as a result of the two-step synthesis. Our investigations were focused on the optimization of chemical Baeyer-Villiger reaction of 3 leading to a-lactones. A mixture of terpenoid lactones 4a, 4b was obtained and next separated using column chromatography. The pure compounds were subjected to the evaluation of antifeedant activity towards three species of storage insects. Fusarium culmorum, Fusarium oxysporum and Aspergillus niger were chosen among six fungal strains to perform microbiological Baeyer- Villiger oxidation. As a result, three derivatives were isolated and characterized by spectroscopic methods. ARKAT-USA, Inc.

Novel Reduction of Carboxylic Acids and Hydroboration of Olefins by Electrolysis of Sodium Borohydride

Electrochemical oxidation of sodium borohydride in diglyme containing aliphatic or aromatic carboxylic acids followed by acid-catalyzed hydrolysis afforded the corresponding primary alcohols in good yields.Furthermore, similar electrochemical oxidation in the presence of a variety of olefins instead of carboxylic acids, followed by treatment with alkaline-hydrogen peroxide, brought about novel electrochemical hydroboration to give the corresponding alcohols regio- and stereoselectively in good yields.