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

A METHOD FOR PRODUCING VINYLCYCLOALKANES COMPOUNDS

The present invention relates to a method for producing vinylcycloalkanes compounds represented by the general formula (5) highly selectively and economically, which comprises hydrogenation and dehydration. Hydrogenation step: hydrogenating the compounds represented by the general formula (1) or/and (2) or/and (3) or/and (4) with hydrogen to prepare the corresponding primary or secondary alcohols in the presence of hydrogenation catalyst with min. 0.1 part by wight. Dehydration step: dehydrating the corresponding primary or secondary alcohols prepared by the above-mentioned hydrogenation step to prepare vinylcycloalkanes compounds represented by the general formula (5) in the presence of dehydration catalyst. R 1 -CH2-CH2-OH (1) Wherein R 1 of the general formula (1)~(4) is hydrocarbyl (hydrocarbon functional group) having aromatic rings. R 2 -CH=CH2(5) Wherein R 2 of the general formula (5) is cycloalkyl or cycloalkyl-substituted alkyl.

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.