2-Phenylcyclohexanol

Base Information

• Chemical Name: 2-Phenylcyclohexanol
• CAS No.: 1444-64-0
• Molecular Formula: C12H16 O
• Molecular Weight: 176.258
• Hs Code.: 2906299090
• European Community (EC) Number: 215-887-1,635-673-5
• NSC Number: 245088,1870
• DSSTox Substance ID: DTXSID4041446
• Nikkaji Number: J7.490J
• Wikidata: Q81984167
• ChEMBL ID: CHEMBL3183424
• Mol file: 1444-64-0.mol

Synonyms:2-phenyl-1-cyclohexanol;trans-2-phenyl-1-cyclohexanol

Chemical Property of 2-Phenylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.00203mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.5091 (estimate)
• Boiling Point: 278.5°Cat760mmHg
• PKA: 15.05±0.40(Predicted)
• Flash Point: 113.3°C
• PSA: 20.23000
• Density: 1.051g/cm³
• LogP: 2.70510
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

2-phenylcyclohexanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1CCC(C(C1)C2=CC=CC=C2)O

Technology Process of 2-Phenylcyclohexanol

There total 50 articles about 2-Phenylcyclohexanol 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: 86.0%

1-phenylcyclohexene oxide (5775-23-5,17540-04-4,122210-64-4,4829-01-0) → 2-phenylcyclohexanol (1444-64-0)

Guidance literature:

With ammonium formate; In ethyl acetate; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.200701361

Reference yield: 85.0%

cyclohexane-1,2-epoxide (286-20-4) + phenylboronic acid (98-80-6) → 2-phenylcyclohexanol (1444-64-0)

Guidance literature:

With nickel(II) bromide diethylene glycol dimethyl ether; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium iodide; In ethanol; at 70 ℃; for 12h; Inert atmosphere; Sealed tube;

Reference yield: 62.5%

cyclohexane-1,2-epoxide (286-20-4) + phenylmagnesium bromide (100-58-3) → 2-phenylcyclohexanol (1444-64-0)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at 0 - 20 ℃;

upstream raw materials:

(RS)-2-phenylcyclohexanone

2-Phenylphenol

1-phenylcyclohexene oxide

cyclohexane-1,2-epoxide

Downstream raw materials:

Benzoic acid (1R,2R)-2-phenyl-cyclohexyl ester

Benzoic acid (1S,2S)-2-phenyl-cyclohexyl ester

cis-2-phenylcyclohexanol

cis-2-Phenylcyclohexyl-p-bromobenzene sulfonate

Refernces

• 1、 Berti et al.. "-". . p. 4045,4048. Retrieved 1968.
• 2、 Hupe, Eike,Marek, Ilan,Knochel, Paul. "Diastereoselective reduction of alkenylboronic esters as a new method for controlling the stereochemistry of up to three adjacent centers in cyclic and acyclic molecules". . p. 2861 - 2863. Retrieved 2002.
• 3、 -. "ARYLCYCLOHEXYLAMINE DERIVATIVES AND THEIR USE IN THE TREATMENT OF PSYCHIATRIC DISORDERS". Paragraph 0327. . Retrieved 2021/07/02.
• 4、 Liu, Xin,Longwitz, Lars,Spiegelberg, Brian,T?njes, Jan,Beweries, Torsten,Werner, Thomas. "Erbium-Catalyzed Regioselective Isomerization-Cobalt-Catalyzed Transfer Hydrogenation Sequence for the Synthesis of Anti-Markovnikov Alcohols from Epoxides under Mild Conditions". . p. 13659 - 13667. Retrieved 2020/11/30.