196-78-1

Basic information

• Product Name: BENZO[G]CHRYSENE
• Synonyms: 1,2,3,4-dibenzophenanthrene;1,2,3,4-dibenzphenanthrene;1,2:3,4:7,8-tribenznaphthalene;BENZO[G]CHRYSENE;C100422;Benzo[a]triphenylene
• CAS NO: 196-78-1
• Molecular Formula: C₂₂H₁₄
• Molecular Weight: 278.35
• Mol File: 196-78-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 126-127℃
• Boiling Point: 525℃
• Flash Point: 265℃
• Appearance: /
• Density: 1.232
• Vapor Pressure: 1.41E-10mmHg at 25°C
• Refractive Index: 1.8120 (estimate)
• CAS DataBase Reference: BENZO[G]CHRYSENE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZO[G]CHRYSENE(196-78-1)
• EPA Substance Registry System: BENZO[G]CHRYSENE(196-78-1)

Safety Data

• Hazardous Substances Data: 196-78-1(Hazardous Substances Data)

Usage

Safety Profile

Questionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits acrid smoke and irritating fumes.

InChI:InChI=1/C22H14/c1-2-8-16-15(7-1)13-14-21-19-11-4-3-9-17(19)18-10-5-6-12-20(18)22(16)21/h1-14H

Upstream product

• 132-64-9 dibenzofuran 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 93-09-4 naphthalene-2-carboxylate 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 17181-04-3 cis-1-phenyl-2-(9-phenanthryl)ethene 
• 6709-40-6 benzo[c]phenanthrene-5,6-dicarboxylic acid-anhydride 
• 71-43-2 benzene 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 122048-50-4 ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (9R,10R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-9,10-dihydro-benzo[g]chrysen-9-yl ester 
• 122048-50-4 ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (9S,10S)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-9,10-dihydro-benzo[g]chrysen-9-yl ester 
• 122048-55-9 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (9R,10R)-10-bromo-9,10-dihydro-benzo[g]chrysen-9-yl ester 
• 122048-55-9 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (9S,10S)-10-bromo-9,10-dihydro-benzo[g]chrysen-9-yl ester 
• 84850-16-8 C₂₂H₁₄O 
• 84850-16-8 C₂₂H₁₄O 
• 84850-16-8 1a,13c-Dihydrobenzo<11,12>chryseno<5,6-b>oxirene 
• 132335-19-4 10-Phenylphenanthrene-2',9-dicarboxaldehyde 

Relevant articles and documents

Two-in-One Strategy for the Pd(II)-Catalyzed Tandem C-H Arylation/Decarboxylative Annulation Involved with Cyclic Diaryliodonium Salts

We report here a two-in-one strategy for the Pd(II)-catalyzed tandem C-H arylation/decarboxylative annulation between readily available cyclic diaryliodonium salts and benzoic acids. The carboxylic acid functionality can be used as both a directing group for the ortho-C-H arylation and the reactive group for the tandem decarboxylative annulation. By a step-economical double cross-coupling annulation procedure, the privileged triphenylene frameworks were efficiently constructed, which have potential applications in material chemistry.

Palladium-Assisted "Aromatic Metamorphosis" of Dibenzothiophenes into Triphenylenes

Abstract Two new palladium-catalyzed reactions of aromatic sulfur compounds enabled the conversion of dibenzothiophenes into triphenylenes in four steps. This transformation of one aromatic framework into another consists of 1) 4-chlorobutylation of the dibenzothiophene to form the corresponding sulfonium salt, 2) palladium-catalyzed arylative ring opening of the sulfonium salt with a sodium tetraarylborate, 3) an intramolecular SN2 reaction to form a teraryl sulfonium salt, and 4) palladium-catalyzed intramolecular C-S/C-H coupling through electrophilic palladation. Symmetrical as well as unsymmetrical triphenylenes of interest were synthesized in a tailor-made fashion in satisfactory overall yields. A change of heart: The invention of two palladium-catalyzed arylation reactions of organosulfur compounds enabled the transformation of dibenzothiophenes into triphenylenes and thus a fundamental change in the core aromatic structure (see scheme). Both symmetrical and unsymmetrical triphenylenes were synthesized in a tailor-made fashion in satisfactory overall yield.

Photochemical and Photophysical Behaviour of 9-Styrylphenanthrene and its Aza-Analogues

The photochemical and photophysical behaviour of 9-styrylphenanthrene and its pyridyl analogues, the 9-phenanthryl, n-pyridyl-ethylenes (n = 2,3,4), were studied in n-hexane and acetonitrile-water.Fluorescence spectra, quantum yields and lifetimes and trans --> cis photoisomerization quantum yields were determined for the trans isomers.The cis --> trans photoisomerization and dehydrophotocyclization quantum yields were measured for the cis isomers.The photocyclization products were isolated and characterized.The results obtained give a general picture of the competition among the various deactivating processes in these compounds.Mechanistic information is obtained also by comparison with what was found for other stilbene - like molecules. . - keyword: Styrylphenanthrenes and aza-analogues / Photoisomerization / Photocyclization / Fluorescence parameters