140924-67-0

Basic information

• Product Name: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)
• Synonyms: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)
• CAS NO: 140924-67-0
• Molecular Formula: C₁₀H₂₀O₂
• Molecular Weight: 172.26
• Product Categories: ISOPROPYL
• Mol File: 140924-67-0.mol

Chemical Properties

• Melting Point: 85 °C
• Boiling Point: 270.3±8.0 °C(Predicted)
• Appearance: /
• Density: 0.998±0.06 g/cm3(Predicted)
• PKA: 14.79±0.70(Predicted)
• CAS DataBase Reference: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)(140924-67-0)
• EPA Substance Registry System: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)(140924-67-0)

Safety Data

• Hazardous Substances Data: 140924-67-0(Hazardous Substances Data)

Usage

Structure

Saturated cyclic diol with a cyclohexane ring and two hydroxyl groups
The molecule has a six-membered carbon ring (cyclohexane) with two hydroxyl (OH) groups attached.

Chirality

(1S,2S,3R,6S) configuration
The compound has four chiral centers, and the specific configuration is given by the (1S,2S,3R,6S) designation.

Applications

Production of fragrances and as a chemical intermediate
It is commonly used in the creation of various fragrances and serves as a building block for synthesizing other compounds.

Industries

Pharmaceutical and cosmetic
The compound has potential applications in both the pharmaceutical and cosmetic industries.

Hazards

Potential hazards require careful handling
Due to its potential hazards, it is important to handle this chemical compound with care and follow proper safety protocols.

Optical activity

Exhibits optical activity
As a chiral compound, it can rotate plane-polarized light, which is a characteristic of optically active substances.

Solubility

Soluble in organic solvents
The compound is likely to be soluble in organic solvents such as ethanol, methanol, or acetone.

Stability

Stable under normal conditions
It is generally stable at room temperature and does not readily decompose or react with other substances.

Purity

Requires purification for specific applications
The compound may need to be purified to a high level of purity for use in specific applications, such as pharmaceuticals or fragrances.

Upstream product

• 1124-26-1 (+/-)-(3R,6S)-3-isopropyl-6-methyl-1-cyclohexene 
• 1124-26-1 (+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene 
• 34315-76-9 p-menthane-2,3-dione 
• 89-81-6 piperitone 
• 6485-40-1 (R)-Carvone 
• 5206-83-7 (1R,4R)-(+)-carvomenthone 
• 5524-05-0 (2R,5R)-5-isopropenyl-2-methylcyclohexanone 
• 308239-16-9 (1S,2R,3R,6S)-3-methyl-6-(methylethyl)-2-(methylsulfonyloxy)cyclohexyl benzoate 
• 308239-15-8 (1S,2R,3R,6S)-2-hydroxy-3-methyl-6-(methylethyl)cyclohexyl benzoate 
• 155419-08-2 (3S,6R)-3-Isopropyl-6-methyl-cyclohexane-1,2-diol 
• 5113-93-9 (1R)-trans-p-menth-2-ene 
• 308239-17-0 (1R,2S,3S,6R)-2-hydroxy-6-methyl-3-(methylethyl)cyclohexyl methylsulfonate 
• 93-59-4 Perbenzoic acid 
• 935670-67-0 (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol 

Downstream Products

• 115387-81-0 (1RS,2RS,3SR,4SR)-2,3-bis-(3-nitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1RS,2SR,3RS,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1RS,2SR,3SR,4SR)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1RS,2RS,3RS,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1RS,2RS,3RS,4SR)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1RS,2SR,3SR,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 
• 115387-81-0 (1RS,2SR,3RS,4SR)-2,3-bis-(3-nitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1RS,2RS,3SR,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 
• 102748-64-1 (1R,2S,3S,4S)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane 

Relevant articles and documents

Natural-Product-Derived Transient Receptor Potential Melastatin 8 (TRPM8) Channel Modulators

A library of novel structural hybrids of menthol and cubebol was tested for each derivative's ability to interact with the transient receptor potential subfamily melastatin member 8 (TRPM8) channel. This structure-activity relationship study revealed three potent modulators of the TRPM8 ion channel: a novel agonist (4) with an EC50 value of 11 ± 1 μM, an antagonist (15) with an IC50 value of 2 ± 1 μM, and an allosteric modulator (21) that minimized channel desensitization toward menthol. Each of these novel exocyclic olefin analogues of menthol is readily accessible by synthesis and was tested using Ca2+ assays and electrophysiology.

Hydrogenation and conformational analysis of (1R,2R,6S)-3-methyl-6-(1- methylethenyl)cyclohex-3-ene-1,2-diol

Hydrogenation of (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2- diol was studied. Nickel chloride-sodium tetrahydridoborate system turned out to selectively reduce the double bond in the isopropenyl group. The results of conformational analysis of (1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3- ene-1,2-diol and its partly and completely hydrogenated derivatives were in a good agreement with the NMR data. Pleiades Publishing, Ltd., 2010.

Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol

Asymmetric spirocyclization based on intramolecular conjugate addition using a combination of a Lewis acid and an optically active cyclohexane-1,2-diol has been studied in connection with 1) the effect of substituents on the cyclohexane-1,2-diol and 2) th