523-25-1

Usage

Physical state

Colorless liquid

Odor

Sweet, floral

Usage

Production of perfumes and fragrances

Potential applications

Intermediate for the synthesis of pharmaceuticals and other organic compounds

Safety precautions

May be harmful if ingested or inhaled, can cause irritation to the eyes and skin

InChI:InChI=1/C13H18O/c1-10-6-2-3-7-11(10)12-8-4-5-9-13(12)14/h2-3,6-7,12-14H,4-5,8-9H2,1H3

Upstream product

• 63882-42-8 2-(2-methylphenyl)cyclohexanone 
• 523-25-1 (+/-)-trans-2-(2-methylphenyl)cyclohexan-1-ol 
• 95-46-5 2-methylphenyl bromide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 930-68-7 cyclohexenone 
• 932-31-0 ortho-tolylmagnesium bromide 

Downstream Products

• 157604-32-5 (1R,2S)-trans-2-(2-methylphenyl)-1-cyclohexanol 
• 21481-86-7 (-)-cis-2-(o-Tolyl)-cyclohexanol <(-)-1(a)-Hydroxy-2(e)-o-tolyl-cyclohexan> 
• 18180-77-3 (1S,2R)-trans-2-(2-methylphenyl)-1-cyclohexanol 
• 523-25-1 (+/-)-cis-2-(o-Tolyl)-cyclohexanol <(+/-)-1(a)-Hydroxy-2(e)-o-tolyl-cyclohexan> 
• 63882-42-8 2-(2-methylphenyl)cyclohexanone 
• 1316848-60-8 2-(2-methylphenyl)-1-(trimethylsiloxy)cyclohex-1-ene 
• 91909-22-7 6-o-tolylcyclohex-2-enone 
• 97023-15-9 6-o-tolylcyclohex-2-enol 
• 1309458-29-4 trimethyl(6-o-tolylcyclohex-1-enyloxy)silane 
• 1309458-22-7 1-(cyclohexa-2,4-dienyl)-2-methylbenzene 

Relevant academic research and scientific papers

ARYLCYCLOHEXYLAMINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF PSYCHIATRIC DISORDERS

Provided herein are arylcyclohexylamine derivatives and their use in the treatment of psychiatric disorders.

Palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones for the synthesis oftranscycloalkanols through dynamic kinetic resolution under acidic conditions

The first efficient palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones has been described through dynamic kinetic resolution under acidic conditions, providing a facile access to chiraltranscycloalkanol derivatives with excellent enantioselectivities.

Aromatic compound, preparation method and use of aromatic compound

The invention relates to an aromatic compound, a preparation method and use of the aromatic compound, andspecifically discloses a compound represented by the following formula (I), or a tautomer or anenantiomer or a diastereomer or a racemate of the compound or a mixture of the compound or a pharmaceutically acceptable salt of the compound. The invention further discloses a preparation method ofthe compound and application of the compound in treating nervous systemdiseases.

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.

Construction of a chiral quaternary carbon center by catalytic asymmetric alkylation of 2-arylcyclohexanones under phase-transfer conditions

In this paper, we present an asymmetric alkylation of modified 2-arylcyclohexanones that employs a novel chiral ammonium bromide as a phase-transfer catalyst and an achiral auxiliary as a controller to improve the enantioselectivity to afford optically enriched products having a chiral quaternary carbon center.

A boron-based synthesis of the natural product (+)-trans- dihydrolycoricidine

Diastereoselective diboration results in the highly selective 1,4-dihydroxylation of chiral cyclohexadienes (see scheme). Together with the catalytic enantioselective conjugate allylboration, the diene diboration facilitates the asymmetric synthesis of the cytotoxic agent (+)-trans- dihydrolycoricidine (1). pin=pinacol. Copyright

Copper(II)-catalyzed meta-selective direct arylation of α-aryl carbonyl compounds

Strong competition: A method for the meta-selective arylation of the highly versatile α-aryl carbonyl motif using diaryliodonium salts is described. In this CuII-catalyzed process the remote carbonyl group is capable of overpowering even strongly para-directing functionalities to form the elusive meta-products (see scheme). Remarkably, the arylation process can also operate under metal-free conditions.

Discovery of N-(2-aryl-cyclohexyl) substituted spiropiperidines as a novel class of GlyT1 inhibitors

Screening of the Roche compound library led to the identification of cis-N-(2-phenyl-cyclohexyl)-spiropiperidine 1 as structurally novel GlyT1 inhibitor. The SAR, which was developed in this series, resulted in the discovery of highly potent compounds displaying excellent selectivity against the GlyT2 isoform.

Tin(IV) chloride-chiral pyrogallol derivatives as new Lewis acid-assisted chiral Bronsted acids for enantioselective polyene cyclization

(Matrix Presented) New Lewis acid-assisted Bronsted acids (LBAs), tin(IV) chloride-2,6-dialkoxyphenols, serve as artificial cyclases for biomimetic polyene cyclization. For example, the enantioselective cyclization of 4-(homogeranyl)toluene using tin(IV) chloride-2,6-di[(1′R,2′R)- trans-2′-(3″,5″-xylyl)cyclohexanoxy]-phenol gave a trans-fused tricyclic compound with 85% ee.

Enzymatic resolution of trans-2-arylcyclohexan-1-ols using crude chicken liver esterase (CCLE) as biocatalyst

Homochiral trans-2-arylcyclohexan-1-ols were synthesized via crude chicken liver esterase (CCLE) mediated enantioselective hydrolysis of the corresponding racemic acetates.