4442-79-9

Basic information

• Product Name: 2-Cyclohexylethanol
• Synonyms: 2-Cyclohexyl-1-ethanol;2-Cyclohexylethanol,(2-Hydroxyethyl)cyclohexane;2-CYCLOHEXYLETHANOL FOR SYNTHESIS;(2-HYDROXYETHYL)CYCLOHEXANE;2-CYCLOHEXYLETHANOL;2-CYCLOHEXANEETHANOL;CYCLOHEXANEETHANOL;CYCLOHEXANETHANOL
• CAS NO: 4442-79-9
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• EINECS: 224-672-1
• Product Categories: Alkohols;Industrial/Fine Chemicals
• Mol File: 4442-79-9.mol
• Article Data: 41

Chemical Properties

• Melting Point: -20 °C
• Boiling Point: 206-207 °C745 mm Hg(lit.)
• Flash Point: 188 °F
• Appearance: clear colourless liquid
• Density: 0.919 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0508mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Storage Temp.: Store below +30°C.
• PKA: 15.19±0.10(Predicted)
• Explosive Limit: 0.9-6.3%(V)
• Water Solubility: insoluble
• BRN: 1848152
• CAS DataBase Reference: 2-Cyclohexylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexylethanol(4442-79-9)
• EPA Substance Registry System: 2-Cyclohexylethanol(4442-79-9)

Safety Data

• Hazard Codes: Xn
• Statements: 21/22
• Safety Statements: 26-28-36/37/39
• WGK Germany: 3
• RTECS: KK3528000
• TSCA: Yes
• Hazardous Substances Data: 4442-79-9(Hazardous Substances Data)

Usage

Description

2-Cyclohexylethanol, also known as cyclohexane ethanol, is a synthetic organic compound that is a clear, colorless liquid. It is not found in nature and is primarily used as a building block in the chemical industry for the synthesis of various compounds.

Uses

Used in Chemical Synthesis:
2-Cyclohexylethanol is used as a building block for the synthesis of various chemical compounds due to its unique structure and reactivity. It is particularly useful in the green preparation of oxidative esterification of primary alcohols, which is an environmentally friendly method of producing esters from primary alcohols.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Cyclohexylethanol can be used as a starting material for the synthesis of various drugs and drug intermediates. Its unique structure allows for the creation of novel compounds with potential therapeutic applications.
Used in Fragrance Industry:
Due to its pleasant odor, 2-Cyclohexylethanol can also be used as a component in the fragrance industry, where it can contribute to the development of new and unique scents for perfumes, colognes, and other scented products.
Used in Green Chemistry:
2-Cyclohexylethanol is used as a key component in green chemistry processes, specifically in the oxidative esterification of primary alcohols. This method is considered environmentally friendly and sustainable, as it reduces waste and harmful byproducts during the esterification process.

Preparation

By catalytic hydrogenation of phenylethyl alcohol under pressure (Arctander, 1969).

Synthesis Reference(s)

Journal of the American Chemical Society, 108, p. 1325, 1986 DOI: 10.1021/ja00266a049

InChI:InChI=1/C8H16O/c9-7-6-8-4-2-1-3-5-8/h8-9H,1-7H2

Upstream product

• 75-21-8 oxirane 
• 110-82-7 cyclohexane 
• 931-51-1 cyclohexylmagnesiumchloride 
• 3007-12-3 dicyclohexylmagnesium 
• 60-29-7 diethyl ether 
• 931-50-0 cyclohexylmagnesium bromide 
• 71-43-2 benzene 
• 60-12-8 2-phenylethanol 
• 5452-75-5 ethyl 2-cyclohexylacetate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 103-45-7 acetic acid phenethyl ester 
• 695-12-5 vinylcyclohexane 
• 3197-68-0 2-(1-Cyclohexenyl)ethanol 
• 5631-96-9 2-(2-chloroethoxy)-tetrahydro-2H-pyrane 

Downstream Products

• 1647-26-3 1-bromo-2-cyclohexylethane 
• 101087-38-1 3,5-dinitro-benzoic acid-(2-cyclohexyl-ethyl ester) 
• 80203-35-6 (2-iodoethyl)cyclohexane 
• 5664-21-1 cyclohexylacetaldehyde 
• 103983-46-6 (2-cyclohexyl-ethyl)-vinyl ether 
• 41010-09-7 3-cyclohexylpropionitrile 
• 21722-83-8 cyclohexyl ethyl acetate 
• 43147-91-7 Ethyl-phosphoramidic acid 2-cyclohexyl-ethyl ester (Z)-2-ethylsulfanyl-1-methyl-vinyl ester 
• 39753-13-4 Allyl-thiophosphoramidic acid O-(2-cyclohexyl-ethyl) ester O'-(2,2-dichloro-vinyl) ester 
• 39753-12-3 Methyl-thiophosphoramidic acid O-(2-cyclohexyl-ethyl) ester O'-(2,2-dichloro-vinyl) ester 
• 55489-57-1 2-{2-[2-(2-Cyclohexyl-ethoxy)-ethoxy]-ethoxy}-ethanol 
• 85003-02-7 2-(2-Cyclohexyl-ethoxy)-5-nitro-pyridine 
• 5292-21-7 Cyclohexylacetic acid 
• 1073-61-6 2-cyclohexyl-1-chloroethane 

Relevant articles and documents

Aromatic compound hydrogenation and hydrodeoxygenation method and application thereof

The invention belongs to the technical field of medicines, and discloses an aromatic compound hydrogenation and hydrodeoxygenation method under mild conditions and application of the method in hydrogenation and hydrodeoxygenation reactions of the aromatic compounds and related mixtures. Specifically, the method comprises the following steps: contacting the aromatic compound or a mixture containing the aromatic compound with a catalyst and hydrogen with proper pressure in a solvent under a proper temperature condition, and reacting the hydrogen, the solvent and the aromatic compound under the action of the catalyst to obtain a corresponding hydrogenation product or/and a hydrodeoxygenation product without an oxygen-containing substituent group. The invention also discloses specific implementation conditions of the method and an aromatic compound structure type applicable to the method. The hydrogenation and hydrodeoxygenation reaction method used in the invention has the advantages of mild reaction conditions, high hydrodeoxygenation efficiency, wide substrate applicability, convenient post-treatment, and good laboratory and industrial application prospects.

HYDROGENATION OF CARBONYLS WITH TETRADENTATE PNNP LIGAND RUTHENIUM COMPLEXES

The present invention relates to catalytic hydrogenation processes, using Ru complexes with tetradentate ligands of formula L in hydrogenation processes for the reduction of ketone, aldehyde, ester or lactone into the corresponding alcohol or diol respectively. The described processes use a ruthenium complex of the formula (1) as defined below, and where the ligand (L) is defined by the Markush formula shown above.

Visible-Light-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide

A simple and general visible-light-mediated oxidation of organoboron compounds has been developed with rose bengal as the photocatalyst, substoichiometric Et3N as the electron donor, as well as air as the oxidant. This mild and metal-free protocol shows a broad substrate scope and provides a wide range of aliphatic alcohols and phenols in moderate to excellent yields. Notably, the robustness of this method is demonstrated on the stereospecific aerobic oxidation of organoboron compounds.