61788-30-5

Basic information

• Product Name: ETHYL2-CYANO-2-CYCLOPENTYLACETATE
• Synonyms: ETHYL2-CYANO-2-CYCLOPENTYLACETATE;Cyano-cyclopentyl-acetic acid ethyl ester;Cyclopentaneacetic acid, a-cyano-, ethyl ester;Ethyl cyano-cyclopentyl-acetate
• CAS NO: 61788-30-5
• Molecular Formula: C10H15NO2
• Molecular Weight: 181.2316
• Mol File: 61788-30-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 289.696 °C at 760 mmHg
• Flash Point: 132.736 °C
• Appearance: /
• Density: 1.062 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: ETHYL2-CYANO-2-CYCLOPENTYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL2-CYANO-2-CYCLOPENTYLACETATE(61788-30-5)
• EPA Substance Registry System: ETHYL2-CYANO-2-CYCLOPENTYLACETATE(61788-30-5)

Safety Data

• Hazardous Substances Data: 61788-30-5(Hazardous Substances Data)

Usage

General Description

Ethyl 2-cyano-2-cyclopentylacetate is a chemical compound with the molecular formula C11H15NO2. It is a clear, colorless liquid that is slightly soluble in water and miscible with most organic solvents. Ethyl2-cyano-2-cyclopentylacetate is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its versatile reactivity and ability to serve as a building block in molecular transformations. Its cyano group imparts acidic properties, making it a useful intermediate in organic chemistry. Additionally, it has been studied for its potential biological activities, including as an anti-inflammatory agent and a potential cholinesterase inhibitor. Ethyl 2-cyano-2-cyclopentylacetate is an important compound in the field of organic synthesis and medicinal chemistry, with potential applications in drug discovery and development.

InChI:InChI=1/C10H15NO2/c1-2-13-10(12)9(7-11)8-5-3-4-6-8/h8-9H,2-6H2,1H3

Upstream product

• 5407-83-0 ethyl 2-cyano-2-cyclopentylideneacetate 
• 5732-87-6 2-cyclopentylacetonitrile 
• 105-58-8 Diethyl carbonate 
• 137-43-9 Cyclopentyl bromide 
• 105-56-6 ethyl 2-cyanoacetate 
• 120-92-3 cyclopentanone 
• 60-29-7 diethyl ether 
• 142-29-0 cyclopentene 

Downstream Products

• 5660-81-1 2-cyclopentylpropanedioic acid 

Relevant articles and documents

AlCl3 catalyzed coupling of: N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage

A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported. In the presence of AlCl3, a broad range of N-benzylic sulfonamides reacted smoothly with 2-substituted cyanoacetates to afford structurally diverse benzylbenzenes in moderate to excellent yields. The conversion could be enlarged to gram-scale efficiently. The practicability of this approach was further manifested in the synthesis of a related bioactive agent with high anti-inflammatory activity.

Development of drug intermediates by using direct organocatalytic multi-component reactions

Development of drug intermediates by using direct amino acid organocatalytic multi-component reaction was investigated. Hydrogenations of double-bond containing compounds including carbonyls, imines and olefins are important for living organisms as well as for the industrial production of chemicals. Amino acid catalysis has emerged as a powerful green synthetic tool for the development of both achiral and chiral catalysis of condensations and cycloadditions and the 1,2- and 1,4-additions of enals, enones and ketones including electrophiles. It was found that the amino acid proline 4a catalyzes the Knoevenagel condenstion of cyclohexanone 1a with the CH-acid ethyl cyanoacetate 2a to furnish the active olefin 9aa. This simple and environmentally friendly approach can be used to construct highly substituted hydrogenated products in a regioselective fashion with good yields.

CARBON-CARBON BOND FORMATION USING MANGANESE(III) ACETATE AS AN ELECTROCHEMICAL MEDIATOR

Anodic oxidation in a solution containing a variety of olefins and a small amount of Mn(OAc)2*4H2O brought about Mn+3-mediated carbon-carbon bond formation, such as efficient carboxymethylation of styrene derivatives to the corresponding γ-aryl-γ-butyrolactones, and selective coupling of active methylene compounds with non-activated monoolefins, unconjugated dienes or 5-arylpent-1-enes.