4-Cyclopentylphenol

Base Information

• Chemical Name: 4-Cyclopentylphenol
• CAS No.: 1518-83-8
• Molecular Formula: C11H14 O
• Molecular Weight: 162.232
• Hs Code.: 2907199090
• European Community (EC) Number: 620-780-1
• NSC Number: 407856
• DSSTox Substance ID: DTXSID60164874
• Nikkaji Number: J309.002G
• Wikidata: Q83033963
• Mol file: 1518-83-8.mol

Synonyms:4-CYCLOPENTYLPHENOL;1518-83-8;Phenol, 4-cyclopentyl-;NSC 407856;AI3-22766;4-cyclopentyl-phenol;NSC407856;Phenol, p-cyclopentyl-;Oc1ccc(cc1)C2CCCC2;SCHEMBL56284;DTXSID60164874;CHEBI:167800;BAA51883;MFCD00009953;STK962945;AKOS015916279;NSC-407856;AS-57237;4-Cyclopentylphenol, technical grade, 95%;CS-0204520;FT-0697731;J-008857

Chemical Property of 4-Cyclopentylphenol

Chemical Property:

• Vapor Pressure: 0.00179mmHg at 25°C
• Melting Point: 64-66 °C(lit.)
• Refractive Index: 1.5270 (estimate)
• Boiling Point: 155 °C12 mm Hg(lit.)
• PKA: 10.24±0.13(Predicted)
• Flash Point: 142.1°C
• PSA: 20.23000
• Density: 1.072g/cm³
• LogP: 3.04980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyclopentylphenol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)C2=CC=C(C=C2)O

Technology Process of 4-Cyclopentylphenol

There total 19 articles about 4-Cyclopentylphenol 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: 62.0%

Cyclopentanol (96-41-3) + phenol (108-95-2,27073-41-2) → 2-cyclopentylphenol (1518-84-9) + 4-cyclopentylphenol (1518-83-8)

Guidance literature:

With montmorillonite K-10; at 120 ℃; for 12h;

DOI:10.1039/a902479d

Reference yield: 59.0%

Cyclopentyl bromide (137-43-9) + 4-bromo-phenol (106-41-2) → 4-cyclopentylphenol (1518-83-8)

Guidance literature:

With bis(acetylacetonate)nickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere; Schlenk technique; UV-irradiation;

DOI:10.1021/acs.orglett.6b01837

Reference yield:

cyclopentene (142-29-0) + phenol (108-95-2,27073-41-2) → 2-cyclopentylphenol (1518-84-9) + 4-cyclopentylphenol (1518-83-8) + 2,6-dicyclopentyl-phenol (66003-79-0) + cyclopentyl phenyl ether (33186-68-4) + 2,4-dicyclopentylphenol (52938-91-7)

Guidance literature:

With glyceryl sulfate; at 80 ℃; for 2.5h; Product distribution; oth. temperature, oth. ratio of reactants, oth. time;

upstream raw materials:

p-(cyclopent-2-en-1-yl)phenol

1-cyclopentyl-4-methoxybenzene

1,1-bis(p-hydroxyphenyl)cyclopentane

4-(1-cyclopenten-1-yl)phenol

Downstream raw materials:

1-cyclopentyl-4-ethoxybenzene

2-(4-cyclopentylphenoxy)acetic acid

4-Cyclopentyl-cyclohexanol

benzoic acid-(4-cyclopentyl-phenyl ester)

Refernces

• 1、 Duan, Zhengli,Li, Wu,Lei, Aiwen. "Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Alkyl Bromides: Et3N as the Terminal Reductant". supporting information. p. 4012 - 4015. Retrieved 2016/08/30.
• 2、 Phukan, Prodeep,Sudalai, Arumugam. "Regioselective alkylation of phenol with cyclopentanol over montmorillonite K10: An efficient synthesis of l-(2-cyclopentylphenoxy)-3-[(l,l-dimethylethyl)amino]propan-2-ol {(S')-penbutolol}". . p. 3015 - 3018. Retrieved 2007/10/03.