31857-42-8

Basic information

• Product Name: 2,7-DIAZABIPHENYLENE
• Synonyms: 2,7-DIAZABIPHENYLENE
• CAS NO: 31857-42-8
• Molecular Formula: C10H6N2
• Molecular Weight: 154.17
• Product Categories: Biphenyl derivatives
• Mol File: 31857-42-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 504.2°Cat760mmHg
• Flash Point: 251.8°C
• Appearance: /
• Density: 1.31g/cm³
• CAS DataBase Reference: 2,7-DIAZABIPHENYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DIAZABIPHENYLENE(31857-42-8)
• EPA Substance Registry System: 2,7-DIAZABIPHENYLENE(31857-42-8)

Safety Data

• Hazardous Substances Data: 31857-42-8(Hazardous Substances Data)

Usage

Purification Methods

It forms yellow crystals from cyclohexane, and sublimes in a vacuum. [MacBride J Chem Soc, Chem Commun 359 1974, Kramer & Berry J Am Chem Soc 94 8336 1972.]

Upstream product

• 75753-21-8 3,6,9,10-tetra-azaphenanthrene 
• 95717-71-8 2,7-diazabiphenylene 2-oxide 
• 54356-24-0 2,7,9,10-tetra-azaphenanthrene 

Relevant articles and documents

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BIPHENYLENES AND HETEROCYCLIC ANALOGUES OF BIPHENYLENE. PART IV. ELECTROPHILIC AND NUCLEOPHILIC REACTIONS AND BASICITIES OF 1,6-, 1,8-, AND 2,7-DIAZABIPHENYLENES.

The basicities of three diazabiphenylenes (DABPs) and the relative complexing ability of the nitrogen atoms of 1,6-DABP correspond with the postulated increase in effective electronegativity of the ring-junction carbon atoms associated with re-hybridisation.The mono-N-oxide of 2,7-DABP is obtained using m-chloroperbenzoic acid and gives 3-chloro-2,7-DABP with phosphoryl chloride; the structures of these compounds are confirmed by formation of O- and N-methyl iodides respectively.Thiophosgene and base opens one pyridine ring of 2,7-DABP while sodium hydroxide opens the 4-membered ring of each of the three DABPs giving pyridyl-pyridones. 2,7-DABP forms a putative N-nitro-derivative with nitronium tetrafluoroborate and a 1:1 adduct with o-phenylene di-isothiocyanate.A mixed Ullmann reaction between 2-chloro- and 4-chloro-3-nitropyridines gives a minor amount of 3,3'-dinitro-2,4'-bipyridyl which furnishes 1,6-DABP after reductive cyclisation and flash vacuum pyrolytic extrusion of dinitrogen.