1557-57-9

Basic information

• Product Name: 1,2-Diazenedicarbonitrile
• Synonyms: Diazenedicarbonitrile(9CI); Diimide, dicyano- (7CI,8CI); Azodicarbonitrile; Formonitrile, azobis-
• CAS NO: 1557-57-9
• Molecular Formula: C₂N₄
• Molecular Weight: 80.05
• Mol File: 1557-57-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Diazenedicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Diazenedicarbonitrile(1557-57-9)
• EPA Substance Registry System: 1,2-Diazenedicarbonitrile(1557-57-9)

Safety Data

• Safety Statements: − and NOx. See also CYANIDE." target="_blank">An explosive sensitive to shock or heating in a closed container. Upon decom
• Hazardous Substances Data: 1557-57-9(Hazardous Substances Data)

Usage

General Description

1,2-Diazenedicarbonitrile, also known as 2-cyanoguanyl azide, is a chemical compound with the molecular formula C2N6. It is a highly explosive and reactive compound that is mainly used as a reagent in organic synthesis and as a precursor to other chemicals. 1,2-Diazenedicarbonitrile is a sensitive and hazardous compound that should be handled with extreme caution due to its explosive nature. It decomposes violently when heated or subjected to shock or friction, and it can also be toxic if inhaled or ingested. Due to its instability and potential danger, it is not commonly used in industrial or commercial applications.

Upstream product

• 460-19-5 ethanedinitrile 
• 80937-33-3 oxygen 
• 764-05-6 cyanogen azide 
• 112749-70-9 S₃N₄C 
• 1884-64-6 cyanonitrene 
• 420-04-2 CYANAMID 

Relevant articles and documents

Generation of Cyanonitrene: Study of the Reaction of Sodium Hydrogen Cyanamide, tert-Butyl Hypochlorite, and Tertiary Amines

Reaction of sodium hydrogen cyanamide, tert-butyl hypochlorite (BHC), and tertiary amines at low temperatures (+--NCN), but when the reaction mixtures were warmed to approximately 0-10 deg C, aminimides are formed in fair to good yields.At 0-10 deg C an abrupt and complete precipitation of sodium chloride occurs, and it is concluded that cyanonitrene or a cyanonitrene-like species is formed by α-elimination from the BHC/sodium hydrogen cyanamide reaction product .Compound 5 is stable at low temperatures, and reaction with tertiary amines is not observed.If the intercepting nucleophile is omitted, however, and the BHC/sodium hydrogen cyanamide reaction product is allowed to warm up, at 0-10 deg C the color of the solution changes from pale yellow to deep orange, concomitant with precipitation of sodium chloride.The workup yields dicyanodiazene (caution: explosive when neat), the known dimerization product of cyanonitrene. 1H and 13C NMR and ESR spectra have been used to monitor the reactions and also to characterize products and intermediates.