77-57-6

Basic information

• Product Name: 1-Phenyl-1-cyclopentanecarbonitrile
• Synonyms: 1-Phenylcyclopentanenitrile;Cyclopentanecarbonitrile, 1-phenyl-;1-PHENYLCYCLOPENTANECARBONITRILE;1-PHENYL-1-CYCLOPENTANECARBONITRILE;1-CYANO-1-PHENYLCYCLOPENTANE;1-Phenyl-1-cyclopentanecarbonitrile,98%;1-phenylcyclopentane-1-carbonitrile;1-Phenyl-1-cyclopentanecarbonitrile, 98% 10GR
• CAS NO: 77-57-6
• Molecular Formula: C₁₂H₁₃N
• Molecular Weight: 171.24
• EINECS: 201-038-2
• Mol File: 77-57-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 135-140 °C (10 mmHg)
• Flash Point: 113.5 °C
• Appearance: clear light yellow liquid
• Density: 1.03
• Vapor Pressure: 0.00542mmHg at 25°C
• Refractive Index: 1.5325-1.5345
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility: insoluble
• CAS DataBase Reference: 1-Phenyl-1-cyclopentanecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-1-cyclopentanecarbonitrile(77-57-6)
• EPA Substance Registry System: 1-Phenyl-1-cyclopentanecarbonitrile(77-57-6)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 77-57-6(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow liquid

InChI:InChI=1/C12H13N/c13-10-12(8-4-5-9-12)11-6-2-1-3-7-11/h1-3,6-7H,4-5,8-9H2

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 140-29-4 phenylacetonitrile 
• 110-56-5 1,4-dichlorobutane 
• 1556-18-9 cyclopentyl iodide 
• 4254-02-8 cyclopentanecarbonitrile 
• 108-86-1 bromobenzene 
• 28247-14-5 ethyl 1-cyanocyclopentanecarboxylate 
• 1309660-34-1 potassium 1-cyanocyclopentane-1-carboxylate 

Downstream Products

• 4046-09-7 1-(1-phenylcyclopentyl)ethan-1-one 
• 101266-82-4 1-(1-phenyl-cyclopentyl)-ethanol 
• 1148113-35-2 N-[1-(4-hydroxyphenyl)-2-methylpropan-2-yl]-1-phenylcyclopentane-1-carboxamide 
• 1148113-40-9 5',5'-dimethyl-2'-(1-phenylcyclopentyl)-4',5'-dihydro-4H-spiro[naphthalene-1,3'-pyrrol]-4-one 
• 1092352-06-1 (1-ethynylcyclopentyl)benzene 
• 700-88-9 cyclopentylbenzene 
• 84409-26-7 3-oxo-1-phenylcyclopentane-1-carbonitrile 
• 95424-44-5 (1-Phenylcyclopentyl)carbinyl tosylate 
• 59115-90-1 1-hydroxymethyl-1-phenylcyclopentane 

Relevant articles and documents

Palladium-Catalyzed Distal m-C-H Functionalization of Arylacetic Acid Derivatives

Herein, we present m-C-H olefination on derivatives of phenylacetic acids by tethering with a simple nitrile-based template through palladium catalysis. Notably, the versatility of the method is evaluated with a wide range of phenylacetic acid derivatives for obtaining the meta-olefination products in fair to excellent yields with outstanding selectivities under mild conditions. Significantly, the present strategy is successfully exemplified for the synthesis of drugs/natural product analogues (naproxen, ibuprofen, paracetamol, and cholesterol).

Highly Diastereoselective α-Arylation of Cyclic Nitriles

A highly diastereoselective α-arylation of cyclic nitriles has been developed via a Negishi cross-coupling of commercially available aryl, heteroaryl, and alkenyl halides with cyclobutyl nitriles in the presence of tetramethylpiperidinylzinc chloride lithium chloride (TMPZnCl-LiCl) and catalytic XPhos-Pd-G2. A variety of electronically diverse electrophiles were well tolerated, and this chemistry was further advanced with application of both cyclopropyl and cyclopentyl nitriles.

Apatinib preparation method

The present invention relates to an apatinib preparation method, wherein specifically an organic solvent is selected to perform refining crystallization to obtain the apatinib. The method of the present invention has advantages of simple operation and low cost, and is suitable for large-scale production.