22567-21-1

Basic information

• Product Name: (+)-DIHYDROCARVEOL MIXTURE OF ISOMERS
• Synonyms: [1S-(1alpha,2beta,5alpha)]-2-methyl-5-(1-methylvinyl)cyclohexan-1-ol;(1α)-2β-Methyl-5α-(1-methylethenyl)cyclohexanol;(S)-Isopulegol;cis-Dihydrocarveol;(1S,2S,5S)-2-methyl-5-prop-1-en-2-yl-cyclohexan-1-ol;(1S,2S,5S)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-ol
• CAS NO: 22567-21-1
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 245-085-7
• Mol File: 22567-21-1.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 225°C (estimate)
• Flash Point: 90℃
• Appearance: /
• Density: 0.926 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0177mmHg at 25°C
• Refractive Index: n20/D 1.476
• Storage Temp.: 2-8°C
• PKA: 15.20±0.60(Predicted)
• BRN: 5729399
• CAS DataBase Reference: (+)-DIHYDROCARVEOL MIXTURE OF ISOMERS(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-DIHYDROCARVEOL MIXTURE OF ISOMERS(22567-21-1)
• EPA Substance Registry System: (+)-DIHYDROCARVEOL MIXTURE OF ISOMERS(22567-21-1)

Safety Data

• Safety Statements: 23-24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 22567-21-1(Hazardous Substances Data)

Usage

General Description

(+)-Dihydrocarveol mixture of isomers is a chemical compound that consists of a mixture of different isomers of dihydrocarveol. It is a clear, colorless liquid with a minty, woody, and camphor-like aroma. (+)-Dihydrocarveol mixture of isomers is commonly used as a flavoring agent in the food and beverage industry, giving products a fresh, minty taste. It is also used in the fragrance industry to impart a minty, cooling scent to perfumes, soaps, and other personal care products. Additionally, it has potential applications in the pharmaceutical and agricultural industries, where it may be utilized in the synthesis of various compounds or as a natural insect repellent. Overall, (+)-Dihydrocarveol mixture of isomers is a versatile chemical compound with a wide range of potential uses across different industries.

InChI:InChI=1/C10H18O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-11H,1,4-6H2,2-3H3/t8-,9-,10-/m0/s1

Upstream product

• 6485-40-1 (R)-Carvone 
• 5199-41-7 3.5-dinitro-benzoic acid-((1S:2S:4S)-p-menthen-⁽⁸⁾-yl-⁽²⁾-ester) 
• 5524-05-0 (2R,5R)-5-isopropenyl-2-methylcyclohexanone 
• 18383-51-2 (-)-trans-carveol 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 5524-05-0 (-)-dihydrocarvone 
• 7632-16-8 (2S,4S)-carveol 
• 64-17-5 ethanol 
• 53796-79-5 (1R,4S)-isodihydrocarvone 
• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 
• 116499-64-0 (R)-dihydrocarvone 
• 117152-62-2 Imidazole-1-carbothioic acid S-[(E)-(R)-2-methyl-6-(2-thioxo-[1,3]dioxolan-4-yl)-hept-2-enyl] ester 
• 80124-30-7 oxime (4S)-4-isopropenyl-1-methylcyclohex-1-en-6-one 

Downstream Products

• 20549-54-6 (1R,3R,5R)-1-(3-Hydroxy-4-methylcyclohexyl)ethanone 
• 138-86-3 limonene. 
• 330798-45-3 (1R,2R,5R)-5-Isopropenyl-2-methyl-1-(tert-butyldiphenylsilanyloxy)cyclohexane 
• 19043-03-9 (1R,2R)-(-)-trans-2-methylcyclohexanol 
• 5055-99-2 (+)-(1S,2S,5S)-carvomenthyl tosylate 

Relevant articles and documents

Heterogeneous Hydroxyl-Directed Hydrogenation: Control of Diastereoselectivity through Bimetallic Surface Composition

Directed hydrogenation, in which product selectivity is dictated by the binding of an ancillary directing group on the substrate to the catalyst, is typically catalyzed by homogeneous Rh and Ir complexes. No heterogeneous catalyst has been able to achieve equivalently high directivity due to a lack of control over substrate binding orientation at the catalyst surface. In this work, we demonstrate that Pd-Cu bimetallic nanoparticles with both Pd and Cu atoms distributed across the surface are capable of high conversion and diastereoselectivity in the hydroxyl-directed hydrogenation reaction of terpinen-4-ol. We postulate that the OH directing group adsorbs to the more oxophilic Cu atom while the olefin and hydrogen bind to adjacent Pd atoms, thus enabling selective delivery of hydrogen to the olefin from the same face as the directing group with a 16:1 diastereomeric ratio.

Dihydridoboranes: Selective Reagents for Hydroboration and Hydrodefluorination

The preparation of a new series of dihydridoboranes supported by N,N-chelating ligands, [R2NCH2CH2NAr]- (R = alkyl, Ar = aryl), is reported. These new boranes react selectively with carbonyls, imines, and a series of electron-deficient fluoroarenes. The reactivity is complementary to recognized reagents such as pinacolborane, catecholborane, NHC-BH3, and borane (BH3) itself. Selectivities are rationalized by invoking both open- A nd closed-chain forms of the reagents as part of equilibrium mixtures.

Production of flavours and fragrances via bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by non-conventional yeast whole-cells

As part of a program aiming at the selection of yeast strains which might be of interest as sources of natural flavours and fragrances, the bioreduction of (4R)-(-)-carvone and (1R)-(-)-myrtenal by whole-cells of non-conventional yeasts (NCYs) belonging to the genera Candida, Cryptococcus, Debaryomyces, Hanseniaspora, Kazachstania, Kluyveromyces, Lindnera, Nakaseomyces, Vanderwaltozyma and Wickerhamomyces was studied. Volatiles produced were sampled by means of headspace solid-phase microextraction (SPME) and the compounds were analysed and identified by gas chromatography-mass spectroscopy (GC-MS). Yields (expressed as % of biotransformation) varied in dependence of the strain. The reduction of both (4R)-(-)-carvone and (1R)-(-)-myrtenal were catalyzed by some ene-reductases (ERs) and/or carbonyl reductases (CRs), which determined the formation of (1R,4R)-dihydrocarvone and (1R)-myrtenol respectively, as main flavouring products. The potential of NCYs as novel whole-cell biocatalysts for selective biotransformation of electron-poor alkenes for producing flavours and fragrances of industrial interest is discussed.