9-Vinylphenanthrene

Base Information

• Chemical Name: 9-Vinylphenanthrene
• CAS No.: 14134-06-6
• Molecular Formula: C16H12
• Molecular Weight: 204.27
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID60361427
• Nikkaji Number: J798.969E
• Wikidata: Q82143765
• Mol file: 14134-06-6.mol

Synonyms:9-VINYLPHENANTHRENE;14134-06-6;9-ethenylphenanthrene;Phenanthrene, 9-ethenyl-;DTXSID60361427;AKOS030240317;FT-0621691

Chemical Property of 9-Vinylphenanthrene

Chemical Property:

• Vapor Pressure: 1.51E-05mmHg at 25°C
• Melting Point: 38-40°C dec.
• Refractive Index: 1.724
• Boiling Point: 377°C at 760 mmHg
• Flash Point: 172.4°C
• PSA: 0.00000
• Density: 1.112g/cm³
• LogP: 4.63600
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 204.093900383
• Heavy Atom Count: 16
• Complexity: 255

Purity/Quality:

98%min ^*data from raw suppliers

9-Vinylphenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC2=CC=CC=C2C3=CC=CC=C31
• Uses: A vinyl derivative from polynuclear aromatic hydrocarbons.

Technology Process of 9-Vinylphenanthrene

There total 13 articles about 9-Vinylphenanthrene 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%

9-ethynylphenanthrene (32870-98-7) → 9-ethenylphenanthrene (14134-06-6)

Guidance literature:

With water; zinc(II) iodide; zinc; In N,N-dimethyl-formamide; at 90 ℃; Inert atmosphere;

Reference yield: 82.0%

Methyltriphenylphosphonium bromide (1779-49-3) + Phenanthrene-9-carboxaldehyde (4707-71-5) → 9-ethenylphenanthrene (14134-06-6)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 1h;

Phenanthrene-9-carboxaldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 5h;

DOI:10.1002/anie.202110233

Reference yield: 73.0%

(E)-9-(2-trimethylsilylethenyl)phenanthrene → 9-ethenylphenanthrene (14134-06-6)

Guidance literature:

With water; trifluoroacetic acid; In diethyl ether; at -78 - 20 ℃;

DOI:10.1246/bcsj.72.1445

upstream raw materials:

(+/-)-1-(9-phenanthryl)ethanol

2-(9-phenanthryl)ethanol

Methyltriphenylphosphonium bromide

Phenanthrene-9-carboxaldehyde

Downstream raw materials:

2-(9-phenanthryl)propanoic acid

Refernces

• 1、 Katritzky, Alan R.,Hitchings, Gregory J.,King, Roy W.,Zhu, Dong W.. "1H and 13C Nuclear Magnetic Resonance Studies of Ethenyl-Substituted Benzenoid Aromatic Compounds". . p. 2 - 8. Retrieved 1991.
• 2、 Greatrex, Ben,Jevric, Martyn,Kimber, Marc C.,Krivickas, Sara J.,Taylor, Dennis K.,Tiekink, Edward R. T.. "A novel bis-Lactonisation of naphtho- and phenanthro-1,2-dioxines with malonate nucleophiles". . p. 668 - 672. Retrieved 2003.
• 3、 -. "Method for efficiently preparing styrene and deuterated styrene compounds". Paragraph 0120-0123. . Retrieved 2020/09/12.
• 4、 Guo, Ruiyun,Chen, Qiang,Li, Xiang,Liu, Yaming,Wang, Chaoqi,Bi, Wei,Zhao, Caiyang,Guo, Yanjun,Jin, Mingshang. "PdCx nanocrystals with tunable compositions for alkyne semihydrogenation". supporting information. p. 4714 - 4720. Retrieved 2019/03/07.