7H-benzo[c]fluoren-7-one

Base Information

• Chemical Name: 7H-benzo[c]fluoren-7-one
• CAS No.: 6051-98-5
• Molecular Formula: C17H10O
• Molecular Weight: 230.266
• DSSTox Substance ID: DTXSID00209258
• Nikkaji Number: J38.218C
• Wikidata: Q83083480
• Mol file: 6051-98-5.mol

Synonyms:7H-benzo[c]fluoren-7-one;benzo[c]fluoren-7-one;6051-98-5;Allochrysoketone;7H-BENZO(C)FLUOREN-7-ONE;CCRIS 3168;Benzo[C[fluoren-7-one;7H-Benzo[c]fluorene-7-one;SCHEMBL3922177;DTXSID00209258;MFCD00215961;LS-34847;B6180;FT-0755242;E78980

Chemical Property of 7H-benzo[c]fluoren-7-one

Chemical Property:

• Vapor Pressure: 1.17E-07mmHg at 25°C
• Melting Point: 161 °C
• Boiling Point: 431.7°C at 760 mmHg
• Flash Point: 193.9°C
• PSA: 17.07000
• Density: 1.286g/cm³
• LogP: 4.05120
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 230.073164938
• Heavy Atom Count: 18
• Complexity: 348

Purity/Quality:

99%min ^*data from raw suppliers

allo-Chrysoketone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C4=CC=CC=C4C3=O
• Uses: allo-Chrysoketone is an intermediate of 7H-Benzo[c]fluorene, which is a polycyclic aomatic hydrocarbon (PAH) with mutagenic activity. 7H-Benzo[c]fluorene is a major DNA adduct-forming component of coal tar. Recent studies suggest that 7H-Benzo[c]fluorene may be capable of inducing lung tumors.

Technology Process of 7H-benzo[c]fluoren-7-one

There total 11 articles about 7H-benzo[c]fluoren-7-one 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: 85.0%

1H-inden-1-one (480-90-0) → 7H-benzo[c]fluoren-7-one (6051-98-5)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 16h; Reagent/catalyst; Solvent;

DOI:10.1016/j.tetlet.2013.11.081

Reference yield: 38.0%

2-(naphthalene-1-yl)benzaldehyde (142598-69-4) → 7H-benz[d,e]anthracene-7-one (82-05-3) + 7H-benzo[c]fluoren-7-one (6051-98-5)

Guidance literature:

With tert.-butylhydroperoxide; ferrocene; In decane; acetonitrile; at 20 - 90 ℃; for 24h;

DOI:10.1021/ol4000857

Reference yield: 18.0%

1-(2-(trifluoromethyl)phenyl)naphthalene → 7H-benz[d,e]anthracene-7-one (82-05-3) + 7H-benzo[c]fluoren-7-one (6051-98-5)

Guidance literature:

With alumina; at 30 - 250 ℃; Inert atmosphere;

DOI:10.1039/c5cc08747c

upstream raw materials:

sulfuric acid

2-(naphthalene-1-yl)benzoic acid

phosphorus pentachloride

benzene

Downstream raw materials:

9-phenyl-3,4-benzofluorene

5,9-dibromobenzo[c]fluoren-7-one

5-(o-Chlorbenzoyl)benzofluorenon

9-(o-Chlorbenzoyl)benzofluoren

Refernces

• 1、 Zheng, Shuyan,Tan, Hongsheng,Zhang, Xiaoguang,Yu, Chunhui,Shen, Zhengwu. "Synthesis of benzo[c]fluorenone through a one-pot cascade reaction using inden-1-one derivatives". supporting information. p. 975 - 978. Retrieved 2015/02/02.
• 2、 Wertz, Sebastian,Leifert, Dirk,Studer, Armido. "Cross dehydrogenative coupling via base-promoted homolytic aromatic substitution (BHAS): Synthesis of fluorenones and xanthones". supporting information. p. 928 - 931. Retrieved 2013/03/28.