Benzo[c]phenanthrene

Base Information

• Chemical Name: Benzo[c]phenanthrene
• CAS No.: 195-19-7
• Molecular Formula: C18H12
• Molecular Weight: 228.293
• Hs Code.: 2902909090
• European Community (EC) Number: 205-896-9
• UNII: H22XVR3V8A
• DSSTox Substance ID: DTXSID4075459
• Nikkaji Number: J5.880G
• Wikipedia: Benzo(c)phenanthrene
• Wikidata: Q2896793
• Mol file: 195-19-7.mol

Synonyms:3,4-benzophenanthrene;benzo(c)phenanthrene

Chemical Property of Benzo[c]phenanthrene

Chemical Property:

• Vapor Pressure: 2.02E-07mmHg at 25°C
• Melting Point: 158-160℃
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 436.7°Cat760mmHg
• Flash Point: 209.1°C
• PSA: 0.00000
• Density: 1.19g/cm³
• LogP: 5.14620
• Storage Temp.: 2-8°C
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 228.093900383
• Heavy Atom Count: 18
• Complexity: 266

Purity/Quality:

98% ^*data from raw suppliers

Benzo[c]phenanthrene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

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=C4C=C3
• Uses: A PAH metabolite having a toxic effect on fish bone metabolite. Also, it is used as a marker of the carcinogenic potency of the polycyclic aromatic hydrocarbons (PAH) mixture. A genotoxic agent.

Technology Process of Benzo[c]phenanthrene

There total 113 articles about Benzo[c]phenanthrene 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: 81.0%

(2-ethynylbut-1-en-3-yne-1,1-diyl)dibenzene (681164-28-3) → benzo[c]phenathrene (195-19-7)

Guidance literature:

With TpRuPPh₃(CH₃CN)PF₆; In 1,2-dichloro-ethane; at 80 ℃; for 24h;

DOI:10.1021/jo0512599

Reference yield: 80.0%

5,6,7,8-tetrahydrobenzo[c]phenanthrene (18930-95-5) → benzo[c]phenathrene (195-19-7)

Guidance literature:

With trityl tetrafluoroborate; In 1,2-dichloro-ethane; for 3h; Reflux;

DOI:10.1002/anie.200801396

Reference yield: 68.0%

2-(2-naphthalen-1-yl-phenyl)-oxirane (1026380-10-8) → benzo[c]phenathrene (195-19-7)

Guidance literature:

With 5,10,15,20-tetraphenylporphyrinatochromium(III) hexafluoroantimonate; In 1,2-dichloro-ethane; at 100 ℃; for 6h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0033-1339710

upstream raw materials:

2-hydroxybenzo[c]phenanthrene

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

1.2.9.10.11.12-Hexahydro-3.4-benzophenanthren

9,10-dihydro-3,4-benzophenanthrene

Downstream raw materials:

5-nitrobenzo[c]phenanthrene

5-bromobenzophenanthrene

2-phenylbenzo[c]phenanthrene

3-hydroxybenzophenanthrene

Refernces

• 1、 Plater, M. John. "Cyclisation of Stilbenes to Phenanthrenes by Flash Vacuum Pyrolysis". . p. 801 - 802. Retrieved 1994.
• 2、 Wilds,Werth. "-". . p. 1149,1152. Retrieved 1952.
• 3、 Moriconi et al.. "-". . p. 3297. Retrieved 1964.
• 4、 Wismonski-Knittel,T. et al.. "-". . p. 1930 - 1940. Retrieved 1974.
• 5、 Domingos, Sérgio R.,Martin, Kévin,Avarvari, Narcis,Schnell, Melanie. "Water Docking Bias in [4]Helicene". supporting information. p. 11257 - 11261. Retrieved 2019/07/12.
• 6、 Chen, Ming,Zhao, Xinxin,Yang, Chao,Wang, Yanpei,Xia, Wujiong. "Further insight into the photochemical behavior of 3-aryl-N-(arylsulfonyl)propiolamides: tunable synthetic route to phenanthrenes". . p. 12022 - 12026. Retrieved 2017/03/01.