912-61-8

Usage

Chemical composition

1,2,3,5-tetraphenylbenzene is composed of a benzene ring with four phenyl groups attached at different positions.

Physical state

It is a colorless crystalline solid.

Solubility

Insoluble in water.

Melting point

High melting point (specific value not provided).

Usage in organic synthesis

Commonly used as a building block in organic synthesis.

Precursor

Acts as a precursor for the preparation of more complex organic compounds.

Structural properties

Rigid and planar structure.

Research applications

Used as a model compound for studying the properties of large conjugated systems.

Fluorescent dye

Utilized as a fluorescent dye due to its structural properties.

Advanced material production

Employed in the production of advanced materials such as liquid crystals and polymers.

InChI:InChI=1/C30H22/c1-5-13-23(14-6-1)27-21-28(24-15-7-2-8-16-24)30(26-19-11-4-12-20-26)29(22-27)25-17-9-3-10-18-25/h1-22H

Upstream product

• 591-50-4 iodobenzene 
• 536-74-3 phenylacetylene 
• 103-82-2 phenylacetic acid 
• 1484-88-4 2,4,6-triphenylpyrilium perchlorate 
• 6971-41-1 3,4,5,6-tetraphenyl-1,2-dihydro-o-phthalic anhydride 
• 97388-36-8 2'-iodo-5'-phenyl-1,1':3',1''-terphenyl 

Relevant academic research and scientific papers

Syntheses and Spectral Characteristics of Seven Polyphenyls Containing Highly Branched para-Phenylene Ring(s)

Seven polyphenyls, including four new compounds, 2,2',6'- (2) and 3,2',6'-triphenyl-p-terphenyl (3), 3',5'-diphenyl-p-quarterphenyl (4), and 2-phenyl-3'-(2-biphenylyl)-p-terphenyl (7), were synthesized by the Ullmann coupling reaction of aryl iodide(s) or by the Kharash type coupling reaction of aryl Grignard reagent with an aryl iodide catalyzed by bis(acetylacetonato)-nickel(II).Infrared spectral studies of the polyphenyls showed that the range of 730-770 cm-1, generally accepted as the position of the out-of-plane C-H bending bands of the phenyl ring, should be widened slightly to 730-786 cm-1.The high frequency bands were confirmed to be correlated closely to the overcrowding by terminal rings in the complex structures.Proton magnetic resonance spectral studies indicated that he characteristic spectral features of the branched polyphenyls were consistent with their conformational aspects deduced from stereomodels.In the ultraviolet spetcral studies the polyphenyls containing highly branched p-phenylene ring(s) showed intense K-bands or shoulders at locations very similar to those of the corresponding linear polyphenyls containing the same number of p-phenylene rings. Keywords -- Ullmannn reaction; Ni-complex-catalyzed cross-coupling; quinquephenyl; sexiphenyl; octiphenyl; IR; UV; 1H-NMR

Photochemical Studies. On the Photofragmentation of Substituted 1,2-Dihydrophthalic Anhydrides

The irradiation-induced transformations of 4,5-diphenyl-1,2-dihydrophthalic anhydride (2b) as well as those of the 3,6-dimethyl-4,5-diphenyl and 3,4,5,6-tetraphenyl derivatives (2c,d) are elaborated.All undergo photofragmentation, viz., CO + CO2 ejection to give aromatic hydrocarbons, while only 2b also closes electrocyclically to the bicyclohex-5-ene product 5.The quantum yields for fragmentation are indicative in this respect.The rearrangement accompanying the fragmentation of 2d to give 1,2,3,5-tetraphenylbenzene (11) was shown to occur via a triplet excited state, populated by benzene sensitization.