2-Cyclohexylphenol

Base Information

• Chemical Name: 2-Cyclohexylphenol
• CAS No.: 119-42-6
• Molecular Formula: C12H16 O
• Molecular Weight: 176.258
• Hs Code.: 29071990
• European Community (EC) Number: 204-322-4,247-813-9
• NSC Number: 6093
• UNII: KIR1PB30LI
• DSSTox Substance ID: DTXSID2059487
• Nikkaji Number: J95.548E
• Wikidata: Q27282273
• ChEMBL ID: CHEMBL1812771
• Mol file: 119-42-6.mol

Synonyms:2-CYCLOHEXYLPHENOL;119-42-6;o-Cyclohexylphenol;Phenol, 2-cyclohexyl-;Phenol, o-cyclohexyl-;CYCLOHEXYLPHENOL;UNII-KIR1PB30LI;KIR1PB30LI;NSC 6093;NSC-6093;EINECS 204-322-4;AI3-09047;NSC6093;o-cyclohexyl phenol;2-cyclohexyl-phenol;Phenol,2-cyclohexyl-;ortho cyclohexyl phenol;2-Hydroxyphenylcyclohexane;SCHEMBL55659;CHEMBL1812771;DTXSID2059487;CYCLOHEXYL PHENOL (O, -);EINECS 247-813-9;MFCD00019335;AKOS006229573;AS-57038;CS-0206891;FT-0631681;A20144;D89289;A804280;W-109438;Q27282273

Chemical Property of 2-Cyclohexylphenol

Chemical Property:

• Vapor Pressure: 0.0274mmHg at 25°C
• Melting Point: 56ºC
• Refractive Index: 1.5415 (estimate)
• Boiling Point: 238.5 ºC at 760 mmHg
• PKA: 10.41±0.30(Predicted)
• Flash Point: 113.8 ºC
• PSA: 20.23000
• Density: 1.042 g/cm³
• LogP: 3.43990
• Water Solubility.: 83.33mg/L(25 oC)
• XLogP3: 4.1
• 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:

98% ^*data from raw suppliers

2-?Cyclohexylphenol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: C1CCC(CC1)C2=CC=CC=C2O
• Uses: 2-?Cyclohexylphenol is a reagent used in the synthesis of thyroid hormone receptor β-agonists.

Technology Process of 2-Cyclohexylphenol

There total 83 articles about 2-Cyclohexylphenol 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: 45.0%

1-bromocyclohexane (108-85-0) + phenol (108-95-2,27073-41-2) → 2-cyclohexylphenol (119-42-6) + 2,6-dicyclohexylphenol (4821-19-6) + 2,4-dicyclohexylphenol (35406-29-2) + p-cyclohexylphenol (1131-60-8)

Guidance literature:

at 110 - 120 ℃; for 96h;

DOI:10.1080/00397919608003808

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → dibenzofuran (132-64-9,214827-48-2) + cyclohexenone (930-68-7) + 2-Methylcyclopentanone (1120-72-5) + diphenylether (101-84-8) + tert-butylbenzene (253185-03-4,253185-04-5) + biphenyl (92-52-4,1594-86-1) + propane (74-98-6) + hexane (110-54-3) + n-hexan-2-one (591-78-6) + 2-methyl-2-cyclopenten-1-one (1120-73-6) + cyclohexane (110-82-7,25012-93-5) + n-pentylcyclohexane (4292-92-6) + ethylbenzene (100-41-4,27536-89-6) + 1-butylbenzene (104-51-8) + pentylbenzene (538-68-1) + cyclopentylbenzene (700-88-9) + 4-Phenylphenol (92-69-3) + dicyclohexyl ether (4645-15-2) + 2-phenylpentane (2719-52-0) + 1-pentenylbenzene (826-18-6) + 2-butylcyclohexanone (1126-18-7) + cyclohexylphenyl ether (2206-38-4) + 2-cyclohexylphenol (119-42-6) + 3-methyl-phenol (108-39-4) + ortho-cresol (95-48-7,77504-84-8) + 2-Phenylphenol (90-43-7,287950-96-3) + toluene (108-88-3,15644-74-3,16713-13-6) + cyclohexene (110-83-8) + cyclohexanol (108-93-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) + phenol (108-95-2,27073-41-2)

Guidance literature:

With hydrogen; 1 wtpercent K/1 wtpercent Pt/SiO₂; at 425 ℃; under 5931.67 Torr;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → dibenzofuran (132-64-9,214827-48-2) + cyclohexenone (930-68-7) + 2-Methylcyclopentanone (1120-72-5) + diphenylether (101-84-8) + tert-butylbenzene (253185-03-4,253185-04-5) + biphenyl (92-52-4,1594-86-1) + propane (74-98-6) + hexane (110-54-3) + cyclohexane (110-82-7,25012-93-5) + ethylbenzene (100-41-4,27536-89-6) + pentylbenzene (538-68-1) + cyclopentylbenzene (700-88-9) + 4-Phenylphenol (92-69-3) + dicyclohexyl ether (4645-15-2) + cyclohexylphenyl ether (2206-38-4) + 2-cyclohexylphenol (119-42-6) + ortho-cresol (95-48-7,77504-84-8) + 2-Phenylphenol (90-43-7,287950-96-3) + toluene (108-88-3,15644-74-3,16713-13-6) + cyclohexene (110-83-8) + cyclohexanol (108-93-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) + phenol (108-95-2,27073-41-2)

Guidance literature:

With hydrogen; 1 wtpercent K/1 wtpercent Pt/SiO₂; at 425 ℃; under 5931.67 Torr;

upstream raw materials:

2-(1-cyclohexenyl)cyclohexanone

2-cyclohexylanisole

cyclohexylphenyl ether

o-cyclohexylaniline

Downstream raw materials:

2-Cyclohexyl-6-isopropyl-phenol

dicyclohexyl ether

2-cyclohexyl-4,6-dinitrophenol

phosphoric acid tris-(2-cyclohexyl-phenyl ester)

Refernces

• 1、 Infantes-Molina,Gralberg,Cecilia,Finocchio, Elisabetta,Rodríguez-Castellón. "Nickel and cobalt phosphides as effective catalysts for oxygen removal of dibenzofuran: Role of contact time, hydrogen pressure and hydrogen/feed molar ratio". . p. 3403 - 3415. Retrieved 2015.
• 2、 Gbadamasi, Sharafadeen,Ali, Tammar Hussein,Voon, Lee Hwei,Atta, Abdulazeez Yusuf,Sudarsanam, Putla,Bhargava, Suresh K.,Abd Hamid, Sharifah Bee. "Promising Ni/Al-SBA-15 catalysts for hydrodeoxygenation of dibenzofuran into fuel grade hydrocarbons: Synergetic effect of Ni and Al-SBA-15 support". . p. 25992 - 26002. Retrieved 2016.
• 3、 Kablaoui. "". . p. 2126. Retrieved 1974.
• 4、 Cai, Chun,Wu, Pengyu. "Supported Pt-Ni bimetallic nanoparticles catalyzed hydrodeoxygenation of dibenzofuran with high selectivity to bicyclohexane". supporting information. . Retrieved 2021/07/10.
• 5、 Wilson, Claire M.,Ganesh, Venkataraman,Noble, Adam,Aggarwal, Varinder K.. "Enantiospecific sp2–sp3 Coupling of ortho- and para-Phenols with Secondary and Tertiary Boronic Esters". supporting information. p. 16318 - 16322. Retrieved 2017/12/04.