5732-88-7

Basic information

• Product Name: cyclopentylideneacetonitrile
• Synonyms: cyclopentylideneacetonitrile;2-cyclopentylideneacetonitrile;2-cyclopentylideneethanenitrile
• CAS NO: 5732-88-7
• Molecular Formula: C₇H₉N
• Molecular Weight: 107.15306
• EINECS: 227-242-1
• Mol File: 5732-88-7.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 202.8°Cat760mmHg
• Flash Point: 76.1°C
• Appearance: /
• Density: 1.078g/cm³
• Vapor Pressure: 0.287mmHg at 25°C
• Refractive Index: 1.597
• CAS DataBase Reference: cyclopentylideneacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: cyclopentylideneacetonitrile(5732-88-7)
• EPA Substance Registry System: cyclopentylideneacetonitrile(5732-88-7)

Safety Data

• Hazardous Substances Data: 5732-88-7(Hazardous Substances Data)

Usage

Description

Cyclopentylideneacetonitrile, with the molecular formula C8H10N2, is a chemical compound that exists as a clear, colorless liquid. It possesses a faint, sweet odor and is recognized for its role as an intermediate in the synthesis of various products.

Uses

Used in Pharmaceutical Synthesis:
Cyclopentylideneacetonitrile serves as an intermediate in the production of pharmaceuticals, contributing to the development of medications that address a range of health conditions.
Used in Agrochemical Production:
cyclopentylideneacetonitrile is also utilized as an intermediate in the synthesis of agrochemicals, playing a part in creating substances that help protect and enhance crop yields.
Used in Organic Chemistry:
Cyclopentylideneacetonitrile holds potential applications in the field of organic chemistry, where it can be employed as a starting material for the synthesis of other organic compounds.
Used as a Building Block for New Molecules:
It can be used as a building block for the development of new molecules with specific properties and functions, thereby contributing to the advancement of chemical research and innovation.
Safety Note:
Due to its hazardous nature, cyclopentylideneacetonitrile can cause skin and eye irritation. It is crucial to handle and store it with care, using appropriate personal protective equipment and ensuring the work area is well-ventilated.

InChI:InChI=1/C7H9N/c8-6-5-7-3-1-2-4-7/h5H,1-4H2

Upstream product

• 5623-84-7 cyclopentyliden-acetic acid amide 
• 63846-68-4 Cyclopentyl-(2-nitro-phenylselanyl)-acetonitrile 
• 59463-54-6 S-cyanomethyl O-ethyl carbonodithioate 
• 120-92-3 cyclopentanone 
• 30963-90-7 cyclopentylidenemalononitrile 
• 104413-32-3 7-bromo-2-heptenenitrile 
• 2537-48-6 diethyl 1-cyanomethylphosphonate 
• 75-77-4 chloro-trimethyl-silane 
• 18881-60-2 bis-trimethylsilanyl-acetonitrile 
• 107-14-2 chloroacetonitrile 
• 22734-04-9 cyclopent-1-enyl-acetonitrile 
• 141-52-6 sodium ethanolate 

Downstream Products

• 753023-64-2 (1-Aminocyclopentyl)acetonitrile 
• 127914-49-2 1-Cyclopentylidenebut-3-yn-2-yl benzoate 
• 5662-93-1 (2E)-4-cyclopentylidenebut-2-enoic acid 
• 120-92-3 cyclopentanone 
• 5732-87-6 2-cyclopentylacetonitrile 
• 22734-04-9 cyclopent-1-enyl-acetonitrile 

Relevant articles and documents

Rhodium-Catalyzed 1,1-Hydroacylation of Thioacyl Carbenes with Alkynyl Aldehydes and Subsequent Cyclization

A rhodium-catalyzed 1,1-hydroacylation of thioacyl carbenes with alkynyl and alkenyl aldehydes and subsequent 6-endo-trig/dig cyclization are realized, giving structurally diverse 4H-thiopyran-4-ones and 2,3-dihydro-4H-thiopyran-4-ones in moderate to good yields. The oxidative addition of Rh(I) to aldehydes is proposed to be the turnover-limiting step. Manipulations of estrones demonstrate the applications of our formal (3 + 3) transannulations in the structural modifications of natural products.

Organocatalytic, Asymmetric Eliminative [4+2] Cycloaddition of Allylidene Malononitriles with Enals: Rapid Entry to Cyclohexadiene-Embedding Linear and Angular Polycycles

A direct aminocatalytic synthesis has been developed for the chemo-, regio-, diastereo-, and enantioselective construction of densely substituted polycyclic carbaldehydes containing fused cyclohexadiene rings. The chemistry utilizes, for the first time, remotely enolizable π-extended allylidenemalononitriles as electron-rich 1,3-diene precursors in a direct eliminative [4+2] cycloaddition with both aromatic and aliphatic α,β-unsaturated aldehydes. The generality of the process is demonstrated by approaching 6,6-, 5,6-, 7,6-, 6,6,6-, and 6,5,6-fused ring systems, as well as biorelevant steroid-like 6,6,6,6,5- and 6,6,6,5,6-rings. A stepwise reaction mechanism for the key [4+2] addition is proposed as a domino bis-vinylogous Michael/Michael/retro-Michael reaction cascade. The utility of the malononitrile moiety as traceless activating group of the dicyano nucleophilic substrates is demonstrated.