7H-Benzo[c]fluorene

Base Information

• Chemical Name: 7H-Benzo[c]fluorene
• CAS No.: 205-12-9
• Molecular Formula: C17H12
• Molecular Weight: 216.282
• European Community (EC) Number: 205-908-2
• NSC Number: 89264
• UNII: PX3702DW3A
• DSSTox Substance ID: DTXSID30874039
• Nikkaji Number: J65.919C
• Wikipedia: Benzo(c)fluorene
• Wikidata: Q25352041
• Mol file: 205-12-9.mol

Synonyms:3,4-benzofluorene;7H-benzo(c)fluorene;benzo(c)fluorene

Chemical Property of 7H-Benzo[c]fluorene

Chemical Property:

• Vapor Pressure: 3.43E-06mmHg at 25°C
• Melting Point: 125-127℃
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 398.3°Cat760mmHg
• Flash Point: 185.4°C
• PSA: 0.00000
• Density: 1.185g/cm³
• LogP: 4.41100
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 216.093900383
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

99%, ^*data from raw suppliers

7H-Benzo[c]fluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C3=CC=CC=C31)C4=CC=CC=C4C=C2
• Uses: 7H-Benzo[c]fluorene 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]f luorene may be capable of inducing lung tumors.

Technology Process of 7H-Benzo[c]fluorene

There total 54 articles about 7H-Benzo[c]fluorene 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: 99.0%

1-[2-(chloromethyl)phenyl]naphthalene (1037085-12-3) → benzo[c]fluorene (205-12-9)

Guidance literature:

With palladium diacetate; caesium carbonate; tri(m-tolyl)phosphine; In 1,2-dimethoxyethane; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol901854f

Reference yield: 92.0%

3,3'-spiro<3H-indene> (165-42-4,35298-97-6,40413-09-0) → benzo[c]fluorene (205-12-9)

Guidance literature:

In diphenylether; at 200 ℃;

DOI:10.1016/S0040-4039(01)90246-1

Reference yield: 89.0%

1-(2-bromophenyl)-2-methylnaphthalene (1106670-81-8) → benzo[c]fluorene (205-12-9)

Guidance literature:

With N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; palladium diacetate; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201000651

upstream raw materials:

1,2,9,9a-tetrahydro-fluoren-3-one

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

phenyl(5,6,7,8-tetrahydronaphthalen-2-yl)methanone

7H-benzofluoren-7-one-6-carboxylic acid

Downstream raw materials:

5-(o-Chlorbenzoyl)benzofluoren

9-(o-Chlorbenzoyl)benzofluoren

7,7-Dimethyl-7H-benzo[c]fluorene

5,6-dimethyltetrahelicene

Refernces

• 1、 Paquette,L.A.,Meehan,G.V.. "-". . p. 3039 - 3044. Retrieved 1970.
• 2、 Hill, Richard K.,Morton, Gerald H.,Rogers, Donald W.,Choi, Ling S.. "Rearrangement of 1,1'-Spirobiindene and Thermochemical Evidence for Its Spiroconjugative Destabilization". . p. 5163 - 5166. Retrieved 1980.
• 3、 Lee, Che-Wei,Liu, En-Chih,Wu, Yao-Ting. "Palladium-Catalyzed Reaction of Haloarenes with Diarylethynes: Synthesis, Structural Analysis, and Properties of Methylene-Bridged Arenes". . p. 10446 - 10456. Retrieved 2015/11/18.
• 4、 Hsiao, Chien-Chi,Lin, Yi-Kuan,Liu, Chia-Ju,Wu, Tsun-Cheng,Wu, Yao-Ting. "Synthesis of methylene-bridge polyarenes through palladium-catalyzed activation of benzylic carbon-hydrogen bond". experimental part. p. 3267 - 3274. Retrieved 2011/02/23.