Phenanthrene

Base Information

• Chemical Name: Phenanthrene
• CAS No.: 85-01-8
• Molecular Formula: C14H10
• Molecular Weight: 178.233
• Hs Code.: 2902909090
• European Community (EC) Number: 201-581-5,695-039-9
• NSC Number: 26256
• UN Number: 1137
• UNII: 448J8E5BST
• DSSTox Substance ID: DTXSID6024254
• Nikkaji Number: J3.885G
• Wikipedia: Phenanthrene
• Wikidata: Q422037
• NCI Thesaurus Code: C84047
• Metabolomics Workbench ID: 51867
• ChEMBL ID: CHEMBL46730
• Mol file: 85-01-8.mol

Synonyms:phenanthrene

Chemical Property of Phenanthrene

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 0.000206mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1.714
• Boiling Point: 337.355 °C at 760 mmHg
• Flash Point: 146.606 °C
• PSA: 0.00000
• Density: 1.13 g/cm³
• LogP: 3.99300
• Water Solubility.: insoluble
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 178.078250319
• Heavy Atom Count: 14
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn:Harmful;;
• Statements: R22:; R40:; R50/53:
• Safety Statements: S29:; S36/37:; S61:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC=CC=C32

Technology Process of Phenanthrene

There total 628 articles about 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: 60.0%

4-phenanthrenamine (17423-48-2) → phenanthrene (85-01-8) + cyclopentaphenanthrene (203-65-6)

Guidance literature:

With calcium oxide; at 560 ℃; for 0.666667h;

DOI:10.1002/jhet.5570410101

Reference yield: 6.0%

N-hydroxy-2-phenylacetamide (5330-97-2) → (E)-1,2-diphenyl-ethene (103-30-0) + N-benzylphenylacetamide (7500-45-0) + phenanthrene (85-01-8) + benzaldehyde (100-52-7) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + toluene (108-88-3,15644-74-3,16713-13-6)

Guidance literature:

for 4h; Product distribution; Mechanism; Heating; in sealed tube; at 270 deg C; 10 h;

DOI:10.1246/bcsj.61.2629

Reference yield: 4.7%

5-(phenanthren-9-yl)-2H-tetrazole (98370-88-8) → 9-methylphenanthrene (883-20-5) + 9-cyanophenanthrene (2510-55-6) + phenanthrene (85-01-8) + 4H-Cyclopenta[def]phenanthrene (203-64-5) + 4H-cyclobutaphenanthrene (83469-43-6)

Guidance literature:

at 600 ℃; under 0.001 - 0.1 Torr; Mechanism; Product distribution; other temperatures;

DOI:10.1016/S0040-4020(01)96400-2

upstream raw materials:

1-benzofurane

benzene

n-butyl magnesium bromide

phosgene

Downstream raw materials:

9-bromophenanthrene

9-(chloromethyl)phenanthrene

1-chloromethyl-phenanthrene

2,3:8,9-dibenzopicene

Refernces

• 1、 Buckles. "-". . p. 1040. Retrieved 1955.
• 2、 Sato et al.. "". . p. 2975. Retrieved 1967.
• 3、 Moore,Isaacs. "". . p. 5033,5034-5035. Retrieved 1973.
• 4、 Shrinivasan,Powers. "". . p. 580,581,582. Retrieved 1963.
• 5、 Parker,Spoerri. "-". . p. 603. Retrieved 1950.
• 6、 Berti et al.. "". . p. 607. Retrieved 1966.
• 7、 Wang, Qiang,Jin, Jia-Ni,Chen, Xi,Wang, Xin-Gang,Zhang, Bo-Sheng,Ma, Jun-Wei,Liang, Yong-Min. "Synthesis of Difluoroalkyl Unsaturated β-Amino Acid Derivatives Exclusively through Alkyne Difunctionalization". . p. 14626 - 14636. Retrieved 2018.
• 8、 Levitz,Bogert. "". . p. 1719. Retrieved 1942.
• 9、 McFadden, Timothy Patrick,Nwachukwu, Chideraa Iheanyi,Roberts, Andrew George. "An amine template strategy to construct successive C-C bonds: Synthesis of benzo[: H] quinolines by a deaminative ring contraction cascade". supporting information. p. 1379 - 1385. Retrieved 2022/03/01.
• 10、 Huang, Binbin,Guo, Lin,Xia, Wujiong. "A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions". supporting information. p. 2095 - 2103. Retrieved 2021/03/26.