155419-08-2

Basic information

• Product Name: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,[1S-(1alpha,2alpha,3bta,6alpha)]-(9CI)
• Synonyms: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,[1S-(1alpha,2alpha,3bta,6alpha)]-(9CI)
• CAS NO: 155419-08-2
• Molecular Formula: C10H20O2
• Molecular Weight: 172.2646
• Product Categories: ISOPROPYL
• Mol File: 155419-08-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,[1S-(1alpha,2alpha,3bta,6alpha)]-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,[1S-(1alpha,2alpha,3bta,6alpha)]-(9CI)(155419-08-2)
• EPA Substance Registry System: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,[1S-(1alpha,2alpha,3bta,6alpha)]-(9CI)(155419-08-2)

Safety Data

• Hazardous Substances Data: 155419-08-2(Hazardous Substances Data)

Usage

Classification

Bicyclic alcohol

Cyclohexane ring

A six-membered carbon ring with two hydrogen atoms attached to each carbon.

Two hydroxyl groups

Each hydroxyl group consists of an oxygen atom bonded to a hydrogen atom and attached to two different carbon atoms in the cyclohexane ring.

Methyl group

A single carbon atom with three hydrogen atoms attached, located at the 3rd carbon of the cyclohexane ring.

Isopropyl group

A branched alkyl group consisting of a secondary carbon atom bonded to two methyl groups and one hydrogen atom, located at the 6th carbon of the cyclohexane ring.

Stereochemistry

[1S-(1alpha,2alpha,3beta,6alpha)]

1alpha

The hydroxyl group at the 1st carbon is in the alpha position (same side as the substituent).

2alpha

The hydroxyl group at the 2nd carbon is in the alpha position.

3beta

The methyl group at the 3rd carbon is in the beta position (opposite side of the substituent).

6alpha

The isopropyl group at the 6th carbon is in the alpha position.

Industrial Applications

Building block for the synthesis of other organic compounds.
Potential uses in the pharmaceutical and healthcare industries.

Importance of Stereochemistry

The specific stereochemistry is crucial for proper identification and application in scientific studies.

Upstream product

• 93-59-4 Perbenzoic acid 
• 5113-93-9 (1R)-trans-p-menth-2-ene 
• 34315-76-9 p-menthane-2,3-dione 
• 89-81-6 piperitone 
• 20747-49-3 (-)-neomenthol 
• 1124-26-1 (+/-)-(3R,6S)-3-isopropyl-6-methyl-1-cyclohexene 
• 1124-26-1 (+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene 
• 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 
• 308239-17-0 (1R,2S,3S,6R)-2-hydroxy-6-methyl-3-(methylethyl)cyclohexyl methylsulfonate 
• 2216-51-5 (-)-menthol 

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 
• 112506-98-6 (1R,2S,3R,4S)-3-(3,5-dinitro-benzoyloxy)-p-menthan-2-ol 
• 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.

Methods and systems for evaluating and predicting the reactivity of monooxygenase enzymes

Methods and systems for evaluating and predicting the reactivity of natural and engineered monooxygenase enzymes are provided. Methods are provided for acquiring a functional profile (fingerprint) of monooxygenases that encode information regarding the ac

P450 fingerprinting method for rapid discovery of terpene hydroxylating P450 catalysts with diversified regioselectivity

Engineered P450 enzymes constitute attractive catalysts for the selective oxidation of unactivated C-H bonds in complex molecules. A current bottleneck in the use of P450 catalysis for chemical synthesis is the time and effort required to identify the P45

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