1199-03-7

Basic information

• Product Name: 2,3-QUINOXALINEDITHIOL
• Synonyms: AKOS BBS-00004539;2,3-QUINOXALINEDITHIOL;LABOTEST-BB LTBB000019;1,4-dihydro-3-quinoxalinedithione;2,3-quinoxalinethiol;quinoxaline-2,3-dithiol;1,4-Dihydroquinoxaline-2,3-dithione;2,3-Dimercaptoquinoxaline
• CAS NO: 1199-03-7
• Molecular Formula: C₈H₆N₂S₂
• Molecular Weight: 194.28
• EINECS: 214-841-8
• Mol File: 1199-03-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 345°C
• Boiling Point: 333.6°Cat760mmHg
• Flash Point: 155.6°C
• Appearance: /
• Density: 1.3190 (rough estimate)
• Vapor Pressure: 0.000135mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 8.22±0.20(Predicted)
• CAS DataBase Reference: 2,3-QUINOXALINEDITHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-QUINOXALINEDITHIOL(1199-03-7)
• EPA Substance Registry System: 2,3-QUINOXALINEDITHIOL(1199-03-7)

Safety Data

• Hazardous Substances Data: 1199-03-7(Hazardous Substances Data)

Usage

Purification Methods

Purify the dithiol by repeated dissolution in alkali and re-precipitation by acetic acid. It complexes with Ag+, Cd2+ , Pb2+ , Bi3+ and Ni2+ in aqueous NH3. [Beilstein 24 III/IV 1428.]

InChI:InChI=1/C8H6N2S2/c11-7-8(12)10-6-4-2-1-3-5(6)9-7/h1-4H,(H,9,11)(H,10,12)

Upstream product

• 15804-19-0 quinoxaline-2,3-dione 
• 2213-63-0 2,3-dichloroquinoxaline 
• 17356-08-0 thiourea 
• 15804-19-0 2,3-dihydroxyquinoxaline 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 76261-60-4 2,3-bis(methylthio)quinoxaline 
• 73029-86-4 2,3-bis(hydrazino)quinoxaline 
• 13080-21-2 2-mercapto-3-hydrazinoquinoxaline 
• 84609-55-2 1-Phenyl-2-(2-phenyl-[1,3]dithiolo[4,5-b]quinoxalin-2-yl)-ethanone 
• 96951-34-7 C₆H₅SbS₂C₂N₂C₆H₄ 
• 100418-19-7 (C₆H₅)2Pb(C₆H₄C₂N₂S₂) 

Relevant articles and documents

Synthesis and structure of the first ribbed-functionalized quinoxaline clathrochelate: Design of cage complexes for efficient intercalation into DNA structure

Condensation of the dichloride clathrochelate FeBd2(Cl 2Gm)(BF)2 precursor (Bd2- is the α-benzyl dioxime dianion, Gm is the glyoxime residue) with quinoxaline-2,3-dithiol in the presence of triethylamine afforded the ribbed-functionalized quinoxaline clathrochelate. The structure of this complex was established by X-ray diffraction analysis.

Thionations using a P4S10-pyridine complex in solvents such as acetonitrile and dimethyl sulfone

Tetraphosphorus decasulfide (P4S10) in pyridine has been used as a thionating agent for a long period of time. The moisture-sensitive reagent has now been isolated in crystalline form, and the detailed structure has been determined by X-ray crystallography. The thionating power of this storable reagent has been studied and transferred to solvents such as acetonitrile in which it has proven to be synthetically useful and exceptionally selective. Its properties have been compared with the so-called Lawesson reagent (LR). Particularly interesting are the results from thionations at relatively high temperatures (165 °C) in dimethyl sulfone as solvent. Under these conditions, for instance, acridone and 3-acetylindole could quickly be transformed to the corresponding thionated derivatives. Glycylglycine similarly gave piperazinedithione. At these temperatures, LR is inefficient due to rapid decomposition. The thionated products are generally cleaner and more easy to obtain because in the crystalline reagent, impurities which invariably are present in the conventional reagents, P4S 10 in pyridine or LR, have been removed. 2011 American Chemical Society.

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A THIONATION PROCESS AND A THIONATING AGENT

A process for transforming a group >C=O (I) in a compound into a group >C=S (II) or into a tautomeric form of group (II) in a reaction giving a thionated reaction product, by use of crystalline P2S5·2 C5H5N as a thionating agent. A thionating agent which is crystalline P2S5·2 C5H5N