52092-38-3

Basic information

• Product Name: piperazine-2,5-dithione
• Synonyms: SALOR-INT L163740-1EA;2,5-PIPERAZINEDITHIONE
• CAS NO: 52092-38-3
• Molecular Formula: C₄H₆N₂S₂
• Molecular Weight: 146.2338
• Mol File: 52092-38-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 254.8°C at 760 mmHg
• Flash Point: 107.9°C
• Density: 1.42g/cm³
• Vapor Pressure: 0.0169mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: piperazine-2,5-dithione(CAS DataBase Reference)
• NIST Chemistry Reference: piperazine-2,5-dithione(52092-38-3)
• EPA Substance Registry System: piperazine-2,5-dithione(52092-38-3)

Safety Data

• Hazardous Substances Data: 52092-38-3(Hazardous Substances Data)

Upstream product

• 56-40-6 glycine 
• 556-50-3 glycylglycine 
• 86942-17-8 3,6-Bis(methylthio)-2,5-dihydropyridazin 
• 106-57-0 Glycine anhydride 

Downstream Products

• 7783-06-4 hydrogen sulfide 
• 56-40-6 glycine 

Relevant articles and documents

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

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.