4499-83-6

Basic information

• Product Name: P-SEXIPHENYL
• Synonyms: P-SEXIPHENYL;P-HEXAPHENYL;1,1':4',1'':4'',1''':4''',1'''':4'''',1'''''-Sexiphenyl;1,1':4',1'':4'',1'''-Quaterphenyl, 4,4'''-diphenyl-;p-Quaterphenyl, 4,4'''-diphenyl-;Sexiphenyl;1,1':4',1'':4'',1''':4''',1'''':4'''',1'''''-Sexibenzene;1,4':1',4'':1'',4''':1''',4'''':1'''',4'''''-Sexibenzene
• CAS NO: 4499-83-6
• Molecular Formula: C₃₆H₂₆
• Molecular Weight: 458.59
• EINECS: 224-799-2
• Product Categories: Electroluminescence;Functional Materials;Highly Purified Reagents;Other Categories;Refined Products by Sublimation;OLED
• Mol File: 4499-83-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: >400℃
• Boiling Point: 703.2°Cat760mmHg
• Flash Point: 381.2°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 8.17E-19mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: P-SEXIPHENYL(CAS DataBase Reference)
• NIST Chemistry Reference: P-SEXIPHENYL(4499-83-6)
• EPA Substance Registry System: P-SEXIPHENYL(4499-83-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 4499-83-6(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow solid

Uses

p-Sexiphenylene has been used in the development of photo-Fries-based photosensitive polymeric interlayers for patterned organic devices.

InChI:InChI=1/C36H26/c1-3-7-27(8-4-1)29-11-15-31(16-12-29)33-19-23-35(24-20-33)36-25-21-34(22-26-36)32-17-13-30(14-18-32)28-9-5-2-6-10-28/h1-26H

Upstream product

• 92-52-4 biphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 113490-26-9 bis(4-phenylbenzoyl) peroxide 
• 71-43-2 benzene 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 4894-75-1 1-phenyl-4-cyclohexanone 
• 5122-94-1 4-biphenylboronic acid 
• 3001-15-8 4,4'-diiodobiphenyl 
• 108772-31-2 {3-[4'-(3-Dimethylamino-prop-1-ynyl)-biphenyl-4-yl]-prop-2-ynyl}-dimethyl-amine 
• 1762-85-2 4''-iodo[1,1';4',1'']terphenyl 
• 24253-38-1 4-iodo-o-terphenyl 
• 20442-79-9 3-iodo-1,1'-biphenyl 
• 1591-31-7 4-iodo-biphenyl 
• 1762-84-1 4-bromo-p-terphenyl 

Relevant articles and documents

Iodine-Promoted Metal-Free Aromatization: Synthesis of Biaryls, Oligo p-Phenylenes and A-Ring Modified Steroids

We describe efficient procedures based on the use of iodine for the synthesis of biaryls from arylcyclohexenols or arylcyclohexanols using sub-stoichiometric/catalytic iodine and dimethyl sulfoxide (DMSO) as oxidant. Heteroarylcyclohexanols also produced the corresponding biaryl products. It was proven that biphenyl can also be efficiently obtained when the quantity of iodine was reduced to 0.05 equiv. The method is compatible with different functional groups in the aromatic ring (either electron-donating or electron-withdrawing groups). For substrate scope, apart from cyclohexanone and cyclohexenone, some substituted cyclohexanones were also used to synthesize the starting arylcyclohexanols. The process was applied to the synthesis of oligo p-phenylenes and A-ring aromatized steroids, where the combined use of I2/DMSO not only provoked the necessary migration of the methyl group at C-10, but also further extended the conjugation.

Easy synthesis of phenyl oligomers using a Ni complex

In this work are described the syntheses of p-sexiphenyl and p-octiphenyl starting from 4-bromo-p-terphenyl and 4-bromo-p-quaterphenyl, respectively, by using a nickel complex in the presence of bipyridine with DMF as solvent. This type of synthesis was shown to give an improved yield as well as easy preparation and purification of these phenylene oligomers.

One Pot Synthesis of p-Polyphenyls via the Intramolecular Cyclization of 3-Dimethylaminohex-5-en-1-ynes

Para linked polyphenyls of various molecular weights are conveniently synthesized from p-bis(3-dimethylamino-1-propynyl)arenes and 1-aryl-2-propenyl bromides in moderate yields using a three step, one-pot procedure.