Hexaphenylbenzene

Structural formula
General
Surname	Hexaphenylbenzene
other names	1,2,3,4,5,6-hexa (phenyl) benzene
Molecular formula	C 42 H 30
External identifiers / databases
CAS number 992-04-1 EC number 213-591-7 ECHA InfoCard 100.012.356 PubChem 70432 Wikidata Q3270405
properties
Molar mass	534.69 g mol −1
Physical state	firmly
Melting point	> 300 ° C
safety instructions
GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Hexaphenylbenzene is an aromatic chemical compound that consists of seven benzene rings (one benzene and six phenyl radicals ).

Extraction and presentation

Hexaphenylbenzene can be made by a Diels-Alder reaction of tetraphenylcyclopentadienone and diphenylacetylene in benzophenone or other high temperature solvents.

properties

In crystalline form, hexaphenylbenzene has a propeller-like conformation in which the phenyl rings are rotated about 65 ° relative to the plane of the central ring.

Side view of the crystal structure with the twisted phenyl rings

use

Hexaphenylbenzene is used to make fluorescent nanotubes, which in turn are used to detect trinitrotoluene (TNT).

Individual evidence

1. ↑ ^{a b c d e} data sheet Hexaphenylbenzene, 98% from Sigma-Aldrich , accessed on September 23, 2014 ( PDF ).
2. ↑ Louis Fieser: Hexaphenylbenzene In: Organic Syntheses . 46, 1966, p. 44, doi : 10.15227 / orgsyn.046.0044 ; Coll. Vol. 5, 1973, p. 604 ( PDF ).
3. ↑ JCJ Bart: The crystal structure of a modification of hexaphenylbenzene . In: Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry . 24, No. 10, 1968, p. 1277. doi : 10.1107 / S0567740868004176 .