4-(trans-4-Propylcyclohexyl)phenol

Base Information

• Chemical Name: 4-(trans-4-Propylcyclohexyl)phenol
• CAS No.: 81936-33-6
• Molecular Formula: C15H22O
• Molecular Weight: 218.339
• European Community (EC) Number: 440-740-5,690-919-9
• DSSTox Substance ID: DTXSID001002322,DTXSID301286600
• Nikkaji Number: J1.629.617A
• Mol file: 81936-33-6.mol

Synonyms:4-(trans-4-Propylcyclohexyl)phenol;81936-33-6;4-(4-propylcyclohexyl)phenol;4-(Trans-4-n-Propylcyclohexyl)Phenol;4-Propylcyclohexanephenol;83167-91-3;Trans-4-(4-Propylcyclohexyl)phenol;Phenol, 4-(trans-4-propylcyclohexyl)-;4-((1s,4r)-4-propylcyclohexyl)phenol;4-[(1S,4R)-4-PROPYLCYCLOHEXYL]PHENOL;SCHEMBL1119887;SCHEMBL1531852;SCHEMBL12744495;SCHEMBL15725343;4-(4-n-propylcyclohexyl)-phenol;AMY8797;AHAZEMSUUYFDMM-JOCQHMNTSA-N;AHAZEMSUUYFDMM-UHFFFAOYSA-N;4-(4-propyl-1-cyclohexyl)phenol;4-(4-trans-propylcylohexyl)phenol;DTXSID001002322;DTXSID301286600;AMY25198;4-(trans-4-propylcyclohexyl)-phenol;MFCD00673751;STK025759;p-(trans-4-n-propylcyclohexyl)phenol;AKOS000508278;AKOS015839580;3.3-dimethyl-2-one-butanoicacidNaSalt;4-(trans-4-n-propylcyclohexyl)-phenol;Phenol, 4-(4-propylcyclohexyl)-, cis-;AC-10354;AS-61829;4-(4alpha-Propylcyclohexane-1beta-yl)phenol;CS-0168534;CS-0322378;FT-0641844;FT-0715444;P1616;methyl?2-(4-(benzyloxy)phenyl)pent-4-enoate;1-Hydroxy-4-(trans-4-propylcyclohexyl)benzene;EC 440-740-5;F16536;trans-1-(4-hydroxyphenyl)-4-propyl-cyclohexane;A840223;SR-01000389343;SR-01000389343-1;152126-35-7

Chemical Property of 4-(trans-4-Propylcyclohexyl)phenol

Chemical Property:

• Vapor Pressure: 0.000567mmHg at 25°C
• Melting Point: 138°C(lit.)
• Refractive Index: 1.53
• Boiling Point: 339.8 °C at 760 mmHg
• PKA: 10.21±0.30(Predicted)
• Flash Point: 176.7 °C
• PSA: 20.23000
• Density: 0.978 g/cm³
• LogP: 4.46610
• Solubility.: soluble in Methanol
• Water Solubility.: 125μg/L at 20℃
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 218.167065321
• Heavy Atom Count: 16
• Complexity: 186

Purity/Quality:

99%, ^*data from raw suppliers

4-(trans-4-Propylcyclohexyl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1CCC(CC1)C2=CC=C(C=C2)O
• Uses: Intermediates of Liquid Crystals

Technology Process of 4-(trans-4-Propylcyclohexyl)phenol

There total 3 articles about 4-(trans-4-Propylcyclohexyl)phenol 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: 94.0%

butyl 4-(trans-4-propylcyclohexyl)phenyl ether (79709-84-5) → trans-1-(4-hydroxyphenyl)-4-propyl-cyclohexane (81936-33-6)

Guidance literature:

With boron tribromide; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1002/hlca.19850680331

Reference yield: 94.0%

4-bromo-phenol (106-41-2) + trans-4-n-propylcyclohexylmagnesium bromide → trans-1-(4-hydroxyphenyl)-4-propyl-cyclohexane (81936-33-6)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; -78 deg C, 10 min, reflux, 0.5 h;

DOI:10.1016/S0022-328X(96)06794-0

Reference yield:

N-[4-(4-Propyl-cyclohexyl)-phenyl]-acetamide (87581-96-2) → trans-1-(4-hydroxyphenyl)-4-propyl-cyclohexane (81936-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH

2: 1.) NaNO₂, H₂SO₄ / 2.) heat

With sodium hydroxide; sulfuric acid; sodium nitrite;

DOI:10.1080/00268948408072440

upstream raw materials:

butyl 4-(trans-4-propylcyclohexyl)phenyl ether

4-bromo-phenol

N-[4-(4-Propyl-cyclohexyl)-phenyl]-acetamide

Downstream raw materials:

2-bromo-4-(trans-4-propylcyclohexyl)phenol

Refernces

• 1、 Kelly, Stephen M.,Schad, Hanspeter. "88. The Synthesis and Some Physical Properties of New Laterally Substituted Phenyl Ethers Containing a trans-1,4-Disubstituted Cyclohexane Ring". . p. 813 - 817. Retrieved 2007/10/02.