1487-12-3

Basic information

• Product Name: 1,2,3,4-tetraphenylbenzene
• CAS NO: 1487-12-3
• Molecular Formula: C₃₀H₂₂
• Molecular Weight: 382.4957
• Mol File: 1487-12-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 466.7°C at 760 mmHg
• Flash Point: 236.4°C
• Density: 1.091g/cm³
• Vapor Pressure: 1.93E-08mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 1,2,3,4-tetraphenylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-tetraphenylbenzene(1487-12-3)
• EPA Substance Registry System: 1,2,3,4-tetraphenylbenzene(1487-12-3)

Safety Data

• Hazardous Substances Data: 1487-12-3(Hazardous Substances Data)

Usage

Class of compound

Polyphenyls (compounds containing a chain of benzene rings connected by single bonds)

Molecular structure

Symmetric molecule with four phenyl (C6H5) groups attached to the four carbon atoms of a benzene ring

Usage in research

Model compound for studying the reactivity and properties of polyphenyl compounds in organic chemistry

Applications in material science

Building block for designing molecular devices and materials with specific electronic, optical, and structural properties

Upstream product

• 501-65-5 diphenyl acetylene 
• 109-99-9 tetrahydrofuran 
• 113451-37-9 C₇₂H₅₀O₄ 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 139259-29-3 1,12,13,14,15,15-hexachloropentacyclo<10.2.1.1^5,8.0^2,11.0^4,9>hexadeca-2(11),6,13-triene 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 
• 6971-41-1 3,4,5,6-tetraphenyl-1,2-dihydro-o-phthalic anhydride 

Relevant articles and documents

Sequential Cycloaddition-Cycloreversion-Cycloaddition-Cope Rearrangement with an Annelated Norbornadiene and Electrophlic Dienes. Unusual 2s + ?2a + ?2a>Transformation of a Pentacyclo-7,10.04,13.06,11>octadeca-3,8,14,17-tetraene.

Hexachloronorbornadiene efficiently forms a 1:1 adduct 3 with 5,6-bismethylenenorbornene.Adduct 3 on reaction with 1,2,3,4-tetrachlorothiophene dioxide (TCTD) under mild conditions gives an SO2 bridged adduct,which loses SO2, the product cycloreverting to give 1,2,3,4-tetrachlorobenzene and an annelated cyclopentadiene 8; 8 reacts further with TCTD to give, in 1:1 ratio, two compounds (14 and 15) shown by mass, 13C and 1H NMR spectroscopy and single crystal X-ray structure determination to be the stereoisomeric products of a rare type of specific diene capture by TCTD.E vidence is presented that this result (and analogous examples) is best understood in terms of ''normal'' ? cycloadditions to 8 as dienophile towards electron-deficient TCTD, followed by rapid Cope rearrangement of the SO2-bridged intermediate adducts to give the observed products.At low temperatures adduct 3 behaves as expected towards electron-deficient diene tetracyclone; the ? cycloadduct decarbonylates on mild thermolysis, concomitant cycloreversion also giving diene 8.At much higher temperatures in the presence of excess tetracyclone, diene 8 likewise behaves as dienophile; the carbonyl-bridged major cycloadduct decarbonylates to give an intermediate which undergoes an unusual thermally-allowed 2s + ?2a + ?2a> 1,3-shift/cycloaddition, delivering a symmetrical cage-like structure 24, as indicated by mass and 13C and 1H NMR spectroscopy.

Bisannelation with a Benzodifuran Equivalent: A New Route to Linear Acence Derivatives

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