2-(4-Methoxyphenyl)cyclohexan-1-ol

Base Information

• Chemical Name: 2-(4-Methoxyphenyl)cyclohexan-1-ol
• CAS No.: 89008-80-0
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• NSC Number: 78471
• DSSTox Substance ID: DTXSID001008601
• Mol file: 89008-80-0.mol

Synonyms:2-(4-methoxyphenyl)cyclohexan-1-ol;89008-80-0;trans-2-(4-Methoxyphenyl)cyclohexanol;2-(4-methoxyphenyl)cyclohexanol;NSC78471;SCHEMBL4381314;2-(4-methoxyphenyl)-cyclohexanol;FHVVYVTWZBXZBN-UHFFFAOYSA-N;DTXSID001008601;NSC-78471;AKOS011887139

Chemical Property of 2-(4-Methoxyphenyl)cyclohexan-1-ol

Chemical Property:

• Vapor Pressure: 4.16E-05mmHg at 25°C
• Boiling Point: 337.2°Cat760mmHg
• Flash Point: 146.7°C
• Density: 1.076g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CCCCC2O

Technology Process of 2-(4-Methoxyphenyl)cyclohexan-1-ol

There total 32 articles about 2-(4-Methoxyphenyl)cyclohexan-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

cyclohexane-1,2-epoxide (286-20-4) + 4-methoxyphenyl magnesium bromide (13139-86-1) → 2-(4-Methoxy-phenyl)-cyclohexan-1-ol (89008-80-0)

Guidance literature:

4-methoxyphenyl magnesium bromide; With copper(l) iodide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 30h;

cyclohexane-1,2-epoxide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃;

DOI:10.1055/s-0029-1219340

Reference yield: 96.0%

2-(4'-Methoxyphenyl)-3-hydroxy-cyclohexen (43050-21-1) → (+/-)-trans-2-(4-methoxyphenyl)cyclohexanol (20859-19-2,20859-20-5,89008-80-0,146744-35-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr;

DOI:10.1016/S0040-4039(98)00187-7

Reference yield: 92.0%

cyclohexane-1,2-epoxide (286-20-4) → (+/-)-trans-2-(4-methoxyphenyl)cyclohexanol (20859-19-2,20859-20-5,89008-80-0,146744-35-6)

Guidance literature:

With boron trifluoride; In diethyl ether; at -78 - -50 ℃; for 1h;

DOI:10.1016/S0040-4020(01)88165-5

upstream raw materials:

2-(4-methoxyphenyl)cyclohexanone

chloroacetonitrile

1-(4-methoxyphenyl)cyclohexene

cyclohexane-1,2-epoxide

Downstream raw materials:

4-methoxylbiphenyl

(lR,2S)-trans-2-(p-methoxyphenyl)cyclohexan-1-ol

2-(4-methoxyphenyl)-1-(trimethylsilyloxy)cyclohex-1-ene

(+/-)-cis-2-(4-Methoxy-phenyl)-cyclohexanol

Refernces

• 1、 Li, Xiang,Zhao, Zi-Biao,Chen, Mu-Wang,Wu, Bo,Wang, Han,Yu, Chang-Bin,Zhou, Yong-Gui. "Palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones for the synthesis oftranscycloalkanols through dynamic kinetic resolution under acidic conditions". supporting information. p. 5815 - 5818. Retrieved 2020/06/03.
• 2、 Kano, Taichi,Hayashi, Yumi,Maruoka, Keiji. "Construction of a chiral quaternary carbon center by catalytic asymmetric alkylation of 2-arylcyclohexanones under phase-transfer conditions". supporting information. p. 7134 - 7137. Retrieved 2013/06/27.