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

General Description

Cyclopentylideneacetonitrile is a chemical compound with the molecular formula C8H10N2. It is a clear, colorless liquid with a faint, sweet odor. Cyclopentylideneacetonitrile is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a starting material for the production of other organic compounds. The chemical has potential applications in the field of organic chemistry and can be utilized as a building block for the development of new molecules with specific properties and functions. However, it is important to handle and store cyclopentylideneacetonitrile with care, as it is a hazardous substance that can cause skin and eye irritation and should only be used in a well-ventilated area with appropriate personal protective equipment.

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

Downstream Products

• 22734-04-9 cyclopent-1-enyl-acetonitrile 
• 5732-87-6 2-cyclopentylacetonitrile 
• 120-92-3 cyclopentanone 
• 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 

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.