89008-80-0

Basic information

• Product Name: 2-(4-methoxyphenyl)cyclohexanol
• Synonyms: 2-(4-Methoxyphenyl)cyclohexanol; Cyclohexanol, 2-(4-methoxyphenyl)-
• CAS NO: 89008-80-0
• Molecular Formula: C₁₃H₁₈O₂
• Molecular Weight: 206.2808
• Mol File: 89008-80-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 337.2°C at 760 mmHg
• Flash Point: 146.7°C
• Density: 1.076g/cm³
• Vapor Pressure: 4.16E-05mmHg at 25°C
• Refractive Index: 1.542
• CAS DataBase Reference: 2-(4-methoxyphenyl)cyclohexanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)cyclohexanol(89008-80-0)
• EPA Substance Registry System: 2-(4-methoxyphenyl)cyclohexanol(89008-80-0)

Safety Data

• Hazardous Substances Data: 89008-80-0(Hazardous Substances Data)

Usage

Chemical composition

Consists of a cyclohexane ring with a hydroxyl group and a methoxy group attached to it.

Physical state

Colorless liquid.

Odor

Sweet, floral.

Common uses

Frequently used in fragrances and flavorings.

Aromatic properties

The methoxy group is a substituent of phenol, which gives the compound its aromatic properties.

Potential medicinal uses

Has been studied for its potential as an anti-inflammatory and analgesic agent due to its ability to inhibit the activity of certain enzymes involved in inflammation.

Synthesis

Used as an intermediate in the synthesis of pharmaceuticals and other organic compounds.

Upstream product

• 20758-60-5 1-(4-methoxyphenyl)cyclohexene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 286-20-4 cyclohexane-1,2-epoxide 
• 7681-65-4 copper(I) iodide 
• 37087-68-6 2-(4-methoxyphenyl)cyclohexanone 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 107-14-2 chloroacetonitrile 
• 822-87-7 2-Chlorocyclohexanone 
• 20859-19-2 (+/-)-trans-2-(4-methoxyphenyl)cyclohexanol 
• 108-94-1 cyclohexanone 
• 17138-79-3 1-(4-methoxyphenyl)cyclohexanol 
• 43050-21-1 2-(4'-Methoxyphenyl)-3-hydroxy-cyclohexen 

Downstream Products

• 152140-46-0 (lR,2S)-trans-2-(p-methoxyphenyl)cyclohexan-1-ol 
• 37087-68-6 2-(4-methoxyphenyl)cyclohexanone 
• 5537-76-8 6-(4-methoxyphenyl)-6-oxohexanoic acid 
• 377775-90-1 3β-acetoxy-5-etienic acid (1S,2R)-2-naphthyl ester 
• 146744-35-6 (1S,2R)-trans-2-(4-methoxyphenyl)cyclohexanol 
• 20859-19-2 (+/-)-cis-2-(4-Methoxy-phenyl)-cyclohexanol 
• 22720-25-8 (1S,2S)-2-(4-Methoxy-phenyl)-cyclohexylamine 
• 190256-71-4 (R)-2-(4-methoxyphenyl)cyclohexan-1-one 

Relevant articles and documents

The Silicon-Hydrogen Exchange Reaction: Catalytic Kinetic Resolution of 2-Substituted Cyclic Ketones

We have recently reported the strong and confined, chiral acid-catalyzed asymmetric 'silicon-hydrogen exchange reaction'. One aspect of this transformation is that it enables access to enantiopure enol silanes in a tautomerizing σ-bond metathesis, via deprotosilylation of ketones with allyl silanes as the silicon source. However, until today, this reaction has not been applied to racemic, 2-substituted, cyclic ketones. We show here that these important substrates readily undergo a highly enantioselective kinetic resolution furnishing the corresponding kinetically preferred enol silanes. Mechanistic studies suggest the fascinating possibility of advancing the process to a dynamic kinetic resolution.

Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Br?nsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions

An enantioselective catalytic inverse-electron-demand Diels-Alder reaction of salicylaldehyde acetal-derived oxocarbenium ions and vinyl ethers to generate 2,4-dioxychromanes is described. Chiral pentacarboxycyclopentadiene (PCCP) acids are found to be effective for a variety of substrates. Computational and X-ray crystallographic analyses support the unique hypothesis that an anion with point-chirality-induced helical chirality dictates the absolute sense of stereochemistry in this reaction.

The 2-(2-Azidoethyl)cycloalkanone strategy for bridged amides and medium-sized cyclic amine derivatives in the Aubé-Schmidt reaction

2-(2-Azidoethyl)cycloalkanones afford bridged lactams in the Aubé-Schmidt reaction, sometimes in excellent yield, and solvolysis yields derivatives of medium-ring amines. Attempts to divert the Schmidt reaction with an arene-mediated fragmentation of the normal Schmidt intermediate have led to an initial example. Georg Thieme Verlag Stuttgart.