17132-92-2

Basic information

• Product Name: Quinoxaline-2,3-dicarbonitrile
• Synonyms: Quinoxaline-2,3-dicarbonitrile
• CAS NO: 17132-92-2
• Molecular Formula: C10H4 N4
• Molecular Weight: 180.1656
• Mol File: 17132-92-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 210-215 °C
• Boiling Point: 443°Cat760mmHg
• Flash Point: 143.3°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 4.8E-08mmHg at 25°C
• Refractive Index: 1.678
• PKA: -8.32±0.48(Predicted)
• CAS DataBase Reference: Quinoxaline-2,3-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoxaline-2,3-dicarbonitrile(17132-92-2)
• EPA Substance Registry System: Quinoxaline-2,3-dicarbonitrile(17132-92-2)

Safety Data

• Hazardous Substances Data: 17132-92-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 37, p. 4136, 1972 DOI: 10.1021/jo00798a038

InChI:InChI=1/C10H4N4/c11-5-9-10(6-12)14-8-4-2-1-3-7(8)13-9/h1-4H

Upstream product

• 2213-63-0 2,3-dichloroquinoxaline 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 23190-84-3 2-cyano-3-amino-quinoxaline-di-N-oxide 
• 36597-16-7 3-amino-2-quinoxalinecarbonitrile 
• 480-96-6 benzofurazan oxide 
• 56-93-9 benzyltrimethylammonium chloride 
• 143-33-9 sodium cyanide 
• 40254-89-5 3-chloro-2-quinoxalinecarbonitrile 
• 28321-79-1 diiminosuccinonitrile 
• 95-54-5 1,2-diamino-benzene 
• 7677-24-9 trimethylsilyl cyanide 
• 53688-02-1 2-quinoxalinecarbonitrile 4-oxide 
• 128478-58-0 2-(p-tolylsulfonyl)quinoxaline 4-oxide 
• 5227-59-8 3-chloroquinoxaline 1-oxide 

Downstream Products

• 1571911-80-2 N′-(3-amino-1H-pyrrolo[3,4-b]quinoxalin-1-ylidene)-4-chlorobenzohydrazide 
• 1571911-74-4 N′-(3-amino-1H-pyrrolo[3,4-b]quinoxalin-1-ylidene)benzohydrazide 
• 1571911-77-7 N′-(3-amino-1H-pyrrolo[3,4-b]quinoxalin-1-ylidene)-4-fluorobenzohydrazide 
• 1571911-69-7 N′-(3-amino-1H-pyrrolo[3,4-b]quinoxalin-1-ylidene)-2-phenylacetohydrazid 

Relevant articles and documents

One-pot new synthetic method for 3-amino-2-quinoxalinecarbonitrile

A new method for the preparation of 3-amino-2-quinoxalinecarbonitrile (1) was studied. A successful condensation reaction between bromomalononitrile and o-phenylenediamine in the presence of Lewis acid catalyst (AlCl3) was achieved to produce compound 1.

Heterocyclic Colorants Based on Diazabenzoisoindoles

The invention is directed to novel colorants of formula (I), wherein A represents a group of general formulas (II), (III), (IV) or (V), and B represents a substituted or unsubstituted ortho-C6-C18 arylene, wherein C and D represent an alicyclic or heteroyclic group.

Photoelectrochemical Investigations of Naphthalocyanine Derivatives in Thin Films

Photoelectrochemical properties of Zn-naphthalocyanine (ZnNc) and its modified compounds, Zn-2,3-tetraquinoxalinotetraazaporphyrin (ZnTQP) were investigated in thin films.The ZnNc electrode vacuum-deposited on an indium tin oxide (ITO) substrate exhibited almost an ohmic I-V curve in the dark and small cathodic photocurrents under illumination, which was typical for the p-type semiconduction of the ZnNc layer, in a photoelectrochemical cell.The drop-casted film electrode of ZnTQP, on the other hand, showed rectified I-V characteristics in the dark and high anodic photocurrents under illumination, which was attributed to the n-type semiconducting character of the ZnTQP layer.These different photoelectrochemical behaviors were characterized by photocurrent action spectra and ultraviolet photoelectron spectroscopy.The substitution with quinoxaline groups into the Nc macrocyclic system gave rise to lowering of the HOMO energy level for the TQP molecule.This electronic energy shift generated donor electron states in the band gap after contact with the substrate or electrolyte and enabled the photooxidation at the valence band edges corresponding to the Soret- and Q-band excitations.The pH dependence of the anodic photocurrents for the ZnTQP electrode indicated that the photooxidation occured through a hole injection from the HOMO and underlying sub-HOMO states, separately, for the Soret- and Q-band excitations.For the ZnNc electrode, the Q-band illumination produced cathodic photocurrents, whereas the Soret band produced anodic photocurrents.It suggested that under the Soret-band excitation holes generated in the sub-HOMO state directly contributed to the photooxidation.