2321-76-8

Basic information

• Product Name: 2-iminocyclopentanecarbonitrile
• Synonyms: 2-iminocyclopentanecarbonitrile;2-Cyanocyclopentaneimine;2-Imino-1-cyclopentanecarbonitrile;2-Iminocyclopentane-1-carbonitrile
• CAS NO: 2321-76-8
• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.14112
• EINECS: 219-033-9
• Mol File: 2321-76-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 147 °C
• Boiling Point: 320.9°Cat760mmHg
• Flash Point: 147.9°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 0.000308mmHg at 25°C
• Refractive Index: 1.585
• PKA: 9.67±0.40(Predicted)
• CAS DataBase Reference: 2-iminocyclopentanecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iminocyclopentanecarbonitrile(2321-76-8)
• EPA Substance Registry System: 2-iminocyclopentanecarbonitrile(2321-76-8)

Safety Data

• Hazardous Substances Data: 2321-76-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 5483, 1958 DOI: 10.1021/ja01553a043

InChI:InChI=1/C6H8N2/c7-4-5-2-1-3-6(5)8/h5,8H,1-3H2/b8-6+

Upstream product

• 64-17-5 ethanol 
• 111-69-3 hexanedinitrile 
• 141-52-6 sodium ethanolate 
• 64661-04-7 2,5-dicyano-adipic acid diethyl ester 
• 7732-18-5 water 
• 108-88-3 toluene 
• 60-29-7 diethyl ether 
• 110-71-4 1,2-dimethoxyethane 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 1418199-98-0 trans-2-[6-benzenesulfonyl-2-((R)-1-hydroxy-ethyl)-6H-1,3,5,6-tetraaza-as-indacen-1-yl]-cyclopentanecarbonitrile 
• 120-92-3 cyclopentanone 
• 335421-55-1 2-oxo-1-(3-oxopentyl)cyclopentanecarbonitrile 
• 335421-62-0 7-methyl-6-oxo-1,2,3,4,5,6-hexahydro-3aH-indene-3a-carbonitrile 
• 21544-02-5 2-(aminomethyl)-cyclopentylamine 
• 924669-64-7 2-((6-chloropyridin-3-yl)methylamino)cyclopentanecarbonitrile 
• 80501-45-7 2-amino-cyclopentanecarbonitrile 
• 2941-29-9 2-oxocyclopentanecarbonitrile 

Relevant articles and documents

ENHANCED EXTRACTION OF IMPURITIES FROM MIXTURE COMPRISING NITRILES

Disclosed herein are methods for recovering phosphorus-containing ligand from mixtures comprising organic mononitriles and organic dinitriles, using liquid-liquid extraction. Also disclosed are treatments to enhance extractability of the phosphorus-containing ligand.

An Alternative to the Classical α-Arylation: The Transfer of an Intact 2-Iodoaryl from ArI(O2CCF3)2

The α-arylation of carbonyl compounds is generally accomplished under basic conditions, both under metal catalysis and via aryl transfer from the diaryl λ3-iodanes. Here, we describe an alternative metal-free α-arylation using ArI(O2CCF3)2 as the source of a 2-iodoaryl group. The reaction is applicable to activated ketones, such as α-cyanoketones, and works with substituted aryliodanes. This formal C-H functionalization reaction is thought to proceed through a [3,3] rearrangement of an iodonium enolate. The final α-(2-iodoaryl)ketones are versatile synthetic building blocks.

Syntheses and biological activities of octahydro-1H-cyclopenta[d]pyrimidine derivatives

Various nitromethylene derivatives were synthesized regioselectively. Compounds 8a-f were obtained by the reaction of 1-((5-chloropyridin-2-yl)methyl) -2-(nitromethylene)-octahydro-1H-cyclopenta[d]-pyrimidine (3) with primary amines and formaldehyde. The synthesized compounds were identified by 1H NMR, HRMS (EI), and IR, and preliminary bioassays indicated that most of them showed moderate insecticidal activities against Aphis craccivora. The relationship between hydrophobicity and biological activity was also discussed.