1518-84-9

Basic information

• Product Name: 2-CYCLOPENTYLPHENOL
• Synonyms: 2-CYCLOPENTYLPHENOL;2-Cyclopentylphenol, o-cyclopentyl-;Phenol, o-cyclopentyl-;2-Cyclophentyl Phenol;2-CYCLOPENTYLPHENOL, TECH., 95%;o-Cyclopentylphenol;2-Cyclopentylphenol, 98+%;NSC 407789
• CAS NO: 1518-84-9
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.23
• EINECS: 216-179-5
• Product Categories: Organic Building Blocks;Oxygen Compounds;Phenols;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1518-84-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 34-35 °C(lit.)
• Boiling Point: 148-150 °C18 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.9411 (rough estimate)
• Vapor Pressure: 0.0054mmHg at 25°C
• Refractive Index: n20/D 1.555(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.51±0.30(Predicted)
• CAS DataBase Reference: 2-CYCLOPENTYLPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYCLOPENTYLPHENOL(1518-84-9)
• EPA Substance Registry System: 2-CYCLOPENTYLPHENOL(1518-84-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 1518-84-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1518-84-9 differently. You can refer to the following data:
1. An intermediate of Penbutolol (P220500), an antihypertensive agent.
2. 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

InChI:InChI=1/C11H14O/c12-11-8-4-3-7-10(11)9-5-1-2-6-9/h3-4,7-9,12H,1-2,5-6H2

Upstream product

• 96-41-3 Cyclopentanol 
• 108-95-2 phenol 
• 33186-68-4 cyclopentyl phenyl ether 
• 95-56-7 2-hydroxybromobenzene 
• 72471-05-7 2-(cyclopent-1-en-1-yl)phenol 
• 142-29-0 cyclopentene 
• 13347-42-7 4-chloro-2-cyclopentyl phenol 
• 6627-83-4 3-(2'-hydroxyphenyl)cyclopent-1-ene 
• 106-48-9 4-chloro-phenol 

Downstream Products

• 122030-10-8 Allyl 2-cyclopentylphenyl ether 
• 38363-40-5 (S)-penbutolol 
• 254430-79-0 (S)-3-(2-Cyclopentyl-phenoxy)-propane-1,2-diol 
• 254430-80-3 (R)-4-(2-Cyclopentyl-phenoxymethyl)-[1,3,2]dioxathiolane 2-oxide 
• 254430-81-4 (R)-4-(2-Cyclopentyl-phenoxymethyl)-[1,3,2]dioxathiolane 2,2-dioxide 
• 55910-44-6 4-bromo-2-cyclopentylphenol 
• 3721-81-1 1-cyclopentyl-2-methoxybenzene 
• 1147014-93-4 4-[(2-cyclopentylphenyl)ethynyl]-7H-pyrrolo[2,3-d]pyrimidine 
• 1161025-11-1 5-cyclopentyl-4-hydroxy-2-nitrobenzonitrile 
• 1161025-12-2 2-amino-5-cyclopentyl-4-hydroxybenzonitrile 
• 1161025-13-3 2-cyclopentyl-4-methyl-5-nitro-phenol 
• 1161025-14-4 5-amino-2-cyclopentyl-4-methylphenol 
• 1161025-09-7 4-bromo-2-cyclopentylphenyl methyl carbonate 
• 1161025-10-0 4-bromo-2-cyclopentyl-5-nitrophenyl methyl carbonate 

Relevant articles and documents

Improved Synthesis of MediPhos Ligands and Their Use in the Pd-Catalyzed Enantioselective N-Allylation of Glycine Esters

A new class of chiral C2-symmetric diphosphines (MediPhos) was recently shown to give superior results in the Pd-catalyzed asymmetric N-allylation of amino acid esters. We here describe a new, improved protocol for the preparation of such ligands through bidirectional SN2-coupling of a tartrate-derived ditosylate with 6-alkyl-2-bromophenols followed by double lithiation/phosphanylation. This method gave access to a series of nine ligands with branched alkyl substituents, which were benchmarked in the enantioselective Pd-catalyzed N-allylation of tert-butyl glycinate with racemic (E)-2,8-dimethylnona-5-en-4-yl methyl carbonate (up to 95 % ee). In addition, the analogous transformation of tert-butyl glycinate with methyl (E)-nona-5-en-4-yl carbonate was optimized. The obtained allylic amines were then used in the stereoselective synthesis of the conformationally restricted proline-derived dipeptide analogs ProM-17 and ProM-21.

Preparation of diphenolics

A process for the production of diphenolic compounds having a divalent bridge. A first disubstituted phenol is reacted with an aldehyde in the presence of a secondary amine and excess alcohol to form an ether intermediate. The ether intermediate is reacted with a phenol having an open ortho or para position to form a diphenolic.