1686-20-0

Basic information

• Product Name: 2-(4-Methyl-2,4-cyclohexadienyl)-2-propanol
• Synonyms: 2-(4-Methyl-2,4-cyclohexadienyl)-2-propanol;p-Mentha-1,5-dien-8-ol;α-Phellandren-8-ol
• CAS NO: 1686-20-0
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• Mol File: 1686-20-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 219.1°C at 760 mmHg
• Flash Point: 86°C
• Appearance: /
• Density: 0.961g/cm³
• Vapor Pressure: 0.0256mmHg at 25°C
• Refractive Index: 1.501
• PKA: 14.78±0.29(Predicted)
• CAS DataBase Reference: 2-(4-Methyl-2,4-cyclohexadienyl)-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Methyl-2,4-cyclohexadienyl)-2-propanol(1686-20-0)
• EPA Substance Registry System: 2-(4-Methyl-2,4-cyclohexadienyl)-2-propanol(1686-20-0)

Safety Data

• Hazardous Substances Data: 1686-20-0(Hazardous Substances Data)

Usage

Also known as

para-Mentha-1(7),8-dien-2-ol

Appearance

Colorless liquid

Odor

Strong, minty

Common uses

Fragrances, flavorings, lotions, soaps, toothpaste, essential oils, food and beverages

Properties

Antimicrobial

Additional uses

Preservative in pharmaceutical products

InChI:InChI=1/C10H16O/c1-8-4-6-9(7-5-8)10(2,3)11/h4-6,9,11H,7H2,1-3H3

Upstream product

• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 22339-08-8 (+)-trans-verbenol 

Downstream Products

• 13956-29-1 CBD 
• 5957-75-5 delta-8-tetrahydrocannabinol 
• 1972-08-3 dronabinol 

Relevant articles and documents

Heterologous expression of geraniol dehydrogenase for identifying the metabolic pathways involved in the biotransformation of citral by Acinetobacter sp. Tol 5

The biotransformation of citral, an industrially important monoterpenoid, has been extensively studied using many microbial biocatalysts. However, the metabolic pathways involved in its biotransformation are still unclear, because citral is a mixture of the trans-isomer geranial and the cis-isomer neral. Here, we applied the heterologous expression of geoA, a gene encoding geraniol dehydrogenase that specifically converts geraniol to geranial and nerol to neral, to identify the metabolic pathways involved in the biotransformation of citral. Acinetobacter sp. Tol 5 was employed in order to demonstrate the utility of this methodology. Tol 5 transformed citral to (1R,3R,4R)-1-methyl-4-(1-methylethenyl)-1,3-cyclohexanediol and geranic acid. Biotransformation of citral precursors (geraniol and nerol) by Tol 5 transformant cells expressing geoA revealed that these compounds were transformed specifically from geranial. Our methodology is expected to facilitate a better understanding of the metabolic pathways involved in the biotransformation of substrates that are unstable and include geometric isomers.

A SHORT AND EFFICIENT METHOD FOR THE PREPARATION OF α,p-DIMETHYLSTYRENE FROM CITRAL

Acid catalysed cyclization of citral to give α,p-dimethyl styrene using chloranil as an oxidizing agent is reported.The important aspect of this transformation is the dehydration of intermediate piperitenol followed by dehydrogenation to furnish the target compound in 80.5percent yield.