1845-44-9

Basic information

• Product Name: 2-(isopropyl)-5-methylcyclohexanecarbaldehyde
• Synonyms: 2-(isopropyl)-5-methylcyclohexanecarbaldehyde;2-Isopropyl-5-methylcyclohexane-1-carbaldehyde;5-Methyl-2-(1-methylethyl)cyclohexanecarbaldehyde;Einecs 217-424-9
• CAS NO: 1845-44-9
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.2759
• EINECS: 217-424-9
• Mol File: 1845-44-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 222.6°Cat760mmHg
• Flash Point: 75.2°C
• Appearance: /
• Density: 0.908g/cm³
• Vapor Pressure: 0.101mmHg at 25°C
• Refractive Index: 1.482
• CAS DataBase Reference: 2-(isopropyl)-5-methylcyclohexanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(isopropyl)-5-methylcyclohexanecarbaldehyde(1845-44-9)
• EPA Substance Registry System: 2-(isopropyl)-5-methylcyclohexanecarbaldehyde(1845-44-9)

Safety Data

• Hazardous Substances Data: 1845-44-9(Hazardous Substances Data)

Usage

General Description

2-(isopropyl)-5-methylcyclohexanecarbaldehyde, also known as isopropyl methyl cyclohexanecarbaldehyde, is a chemical compound commonly used in the fragrance industry. It is a colorless liquid with a floral and citrusy odor, often incorporated into perfumes and personal care products. 2-(isopropyl)-5-methylcyclohexanecarbaldehyde is known for its pleasant scent and is also used as a flavoring agent in food products. Additionally, it has been studied for its potential antifungal and antimicrobial properties, making it of interest for use in pharmaceutical and antimicrobial applications.

InChI:InChI=1/C11H20O/c1-8(2)11-5-4-9(3)6-10(11)7-12/h7-11H,4-6H2,1-3H3

Upstream product

• 28953-96-0 2-chloro-1-isopropyl-4-methyl-cyclohexane 
• 142921-58-2 (1S,2R,5S)-(+)-menthol Mesylate 
• 1217664-77-1 (1R,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonitrile 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 7647-01-0 hydrogenchloride 
• 39668-86-5 menthanecarboxylic acid 
• 343791-47-9 1-Isopropyl-2-[1-methoxy-meth-(E)-ylidene]-4-methyl-cyclohexane 
• 54556-12-6 2-isopropyl-5-methyl-cyclohexanecarbonitrile 

Downstream Products

• 485843-44-5 (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxaldehyde 
• 62309-29-9 (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxylic acid 
• 108235-79-6 (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonyl chloride 

Relevant articles and documents

Synthesis, characterization and hplc analysis of the (1S,2S,5R)-diastereomer and the enantiomer of the clinical candidate ar-15512

AR-15512 (formerly known as AVX-012 and WS-12) is a TRPM8 receptor agonist currently in phase 2b clinical trials for the treatment of dry eye. This bioactive compound with menthol-like cooling activity has three stereogenic centers, and its final structure and absolute configuration, (1R,2S,5R), have been previously solved by cryo-electron microscopy. The route of synthesis of AR-15512 has also been reported, revealing that epimerization processes at the C-1 can occur at specific stages of the synthesis. In order to confirm that the desired configuration of AR-15512 does not change throughout the process and to discard the presence of the enantiomer in the final product due to possible contamination of the initial starting material, both the enantiomer of AR-15512 and the diastereomer at the C-1 were synthesized and fully characterized. In addition, the absolute configuration of the (1S,2S,5R)-diastereomer was determined by X-ray crystallographic analysis, and new HPLC methods were designed and developed for the identification of the two stereoisomers and their comparison with the clinical candidate AR-15512.