Benzo[G]chrysene

Base Information

• Chemical Name: Benzo[G]chrysene
• CAS No.: 196-78-1
• Molecular Formula: C22H14
• Molecular Weight: 278.353
• Hs Code.: 2902909090
• European Community (EC) Number: 811-229-8
• UNII: E7MQ64XU75
• DSSTox Substance ID: DTXSID40173267
• Nikkaji Number: J35.610G
• Wikidata: Q27276977
• Mol file: 196-78-1.mol

Synonyms:benzo(g)chrysene

Chemical Property of Benzo[G]chrysene

Chemical Property:

• Vapor Pressure: 1.41E-10mmHg at 25°C
• Melting Point: 126-127℃
• Refractive Index: 1.8120 (estimate)
• Boiling Point: 524.7°Cat760mmHg
• Flash Point: 264.5°C
• PSA: 0.00000
• Density: 1.232g/cm³
• LogP: 6.29940
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 278.109550447
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C4=CC=CC=C4C5=CC=CC=C35

Technology Process of Benzo[G]chrysene

There total 10 articles about Benzo[G]chrysene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2'-(2-naphthyl)-1,1'-biphenyl-2-yl triflate → dibenzo[a,c]anthracene (215-58-7) + benzo[g]chrycene (196-78-1)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; at 85 ℃; for 23h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03861

Reference yield: 26.0%

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate (189999-35-7) + naphthalene-2-carboxylate (93-09-4) → dibenzo[a,c]anthracene (215-58-7) + benzo[g]chrycene (196-78-1)

Guidance literature:

With potassium phosphate; palladium diacetate; In N,N-dimethyl-formamide; at 145 ℃; for 16h; Overall yield = 79 percent;

DOI:10.1021/acs.orglett.9b02429

Reference yield:

benzo[c]phenanthrene-5,6-dicarboxylic acid-anhydride (6709-40-6) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → benzo[c]phenathrene (195-19-7) + benzo[g]chrycene (196-78-1)

Guidance literature:

at 700 ℃; under 10 - 20 Torr;

DOI:10.1016/S0040-4020(01)93699-3

upstream raw materials:

benzo[c]phenanthrene-5,6-dicarboxylic acid-anhydride

buta-1,3-diene

benzene

cis-1-phenyl-2-(9-phenanthryl)ethene

Downstream raw materials:

10-Phenylphenanthrene-2',9-dicarboxaldehyde

1a,13c-Dihydrobenzo<11,12>chryseno<5,6-b>oxirene

((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

((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

Refernces

• 1、 Kurata, Yuto,Otsuka, Shinya,Fukui, Norihito,Nogi, Keisuke,Yorimitsu, Hideki,Osuka, Atsuhiro. "Aromatic Metamorphosis of Dibenzofurans into Triphenylenes Starting with Nickel-Catalyzed Ring-Opening C-O Arylation". . p. 1274 - 1277. Retrieved 2017/03/22.
• 2、 Mueller-Boetticher, Hermann,Fessner, Wolf-Dieter,Melder, Johann-Peter,Prinzbach, Horst,Gries, Stefan,Irngartinger, Hermann. "Functionalized Enantiomerically Pure -, -, -, and Triblattanes". . p. 2275 - 2298. Retrieved 2007/10/02.