2-Cyclopentylphenol

Base Information

• Chemical Name: 2-Cyclopentylphenol
• CAS No.: 1518-84-9
• Molecular Formula: C11H14 O
• Molecular Weight: 162.232
• Hs Code.: 29071990
• European Community (EC) Number: 216-179-5
• NSC Number: 407789
• UNII: J8GB7MQJ8S
• DSSTox Substance ID: DTXSID20164875
• Nikkaji Number: J206.728E
• Wikidata: Q83033964
• ChEMBL ID: CHEMBL111194
• Mol file: 1518-84-9.mol

Synonyms:2-Cyclopentylphenol;1518-84-9;Phenol, 2-cyclopentyl-;2-Cyclopentyl-phenol;Phenol, o-cyclopentyl-;CHEMBL111194;EINECS 216-179-5;NSC-407789;AI3-22765;o-Cyclopentylphenol;o-cyclopentyl-phenol;2-cyclopentyl phenol;MFCD00009952;NSC 407789;Oc1ccccc1C2CCCC2;J8GB7MQJ8S;SCHEMBL42554;AMY6380;DTXSID20164875;CHEBI:167798;2-Cyclopentylphenol, o-cyclopentyl-;BDBM50409549;NSC407789;AKOS015912487;CS-15984;2-Cyclopentylphenol, technical grade, 95%;CS-0082782;FT-0665386;EN300-7833798;J-008858

Chemical Property of 2-Cyclopentylphenol

Chemical Property:

• Vapor Pressure: 0.0054mmHg at 25°C
• Melting Point: 34-35 °C(lit.)
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 148-150 °C18 mm Hg(lit.)
• PKA: 10.51±0.30(Predicted)
• Flash Point: 100.3°C
• PSA: 20.23000
• Density: 1.072g/cm³
• LogP: 3.04980
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

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

2-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

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C1)C2=CC=CC=C2O
• Uses: An intermediate of Penbutolol (P220500), an antihypertensive agent. 2-Cyclopentylphenol has been used in the synthesis of:optically active (S)-penbutolol (antihypertensive drug) via Sharpless asymmetric dihydroxylation(S)-1-(2,3-epoxypropoxy)-2-chloro-5-methyl-benzene

Technology Process of 2-Cyclopentylphenol

There total 12 articles about 2-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: 53.0%

2-(cyclopent-1-en-1-yl)phenol (72471-05-7) → 2-cyclopentylphenol (1518-84-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 15h; Schlenk technique;

DOI:10.1002/ejoc.202100748

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:

3-(2'-hydroxyphenyl)cyclopent-1-ene

4-chloro-2-cyclopentyl phenol

Cyclopentanol

phenol

Downstream raw materials:

2-cyclopentyl-4,6-dinitro-phenol

4-nitro-benzoic acid-(2-cyclopentyl-phenyl ester)

1-cyclopentyl-2-methoxybenzene

(R)-1,2-epoxy-3-(2'-cyclopentylphenoxy)propane

Refernces

• 1、 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.
• 2、 Drabkin, A. E.,Fedotov, A. S.,Fedotova, N. F.. "ALKYLATION OF PHENOL WITH CYCLOOLEFINS IN THE PRESENCE OF GLYCERYL SULFATE". . p. 698 - 700. Retrieved 2007/10/02.