Tetraphenylhydrazine

Structural formula
General
Surname	Tetraphenylhydrazine
Molecular formula	C 24 H 20 N 2
Brief description	colorless crystalline solid
External identifiers / databases
CAS number 632-52-0 PubChem 96041 ChemSpider 86705 Wikidata Q65309030
properties
Molar mass	336.44 g mol −1
Physical state	firmly
Melting point	144 ° C
safety instructions
GHS hazard labeling no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetraphenylhydrazine is a colorless and crystalline organic chemical compound with a melting point of 144 ° C.

Manufacturing

It is formed during the oxidation of diphenylamine with potassium permanganate in acetone :

Properties and reactivity

Tetraphenylhydrazine dissolves in benzene and other non-ionizing solvents with a green color. This unusual phenomenon is due to a dissociation to diphenyl nitrogen, a free radical that is mesomerically stabilized by the two phenyl radicals . An increase in temperature and dilution promote dissociation.

Diphenyl nitrogen can be intercepted by reacting with other free radicals (e.g. thiphenylmethyl radical):

The diphenyl nitrogen radical reacts with nitrogen monoxide to form N -nitrosodiphenylamine.

Individual evidence

1. ^ ^{A b c d e f g} Siegfried Hauptmann : Organic Chemistry , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindustrie, Leipzig, 1985, p. 523, ISBN 3-342-00280-8 .
2. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.