9-(2-Methylphenyl)phenanthrene

Base Information

• Chemical Name: 9-(2-Methylphenyl)phenanthrene
• CAS No.: 88986-00-9
• Molecular Formula: C21H16
• Molecular Weight: 268.358
• DSSTox Substance ID: DTXSID50707436
• Nikkaji Number: J2.967.461B
• Wikidata: Q82641240
• Mol file: 88986-00-9.mol

Synonyms:9-(2-METHYLPHENYL)PHENANTHRENE;88986-00-9;DTXSID50707436

Chemical Property of 9-(2-Methylphenyl)phenanthrene

Chemical Property:

• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 268.125200510
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=CC3=CC=CC=C3C4=CC=CC=C42

Technology Process of 9-(2-Methylphenyl)phenanthrene

There total 9 articles about 9-(2-Methylphenyl)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: 76.0%

phenanthrene (85-01-8) + trichloro-2-tolylstannane (51729-82-9) → 9-(o-tolyl)phenanthrene (88986-00-9)

Guidance literature:

With copper dichloride; palladium dichloride; In 1,2-dichloro-ethane; at 80 ℃; for 16h;

DOI:10.1039/b717251f

Reference yield: 69.0%

ortho-tolylmagnesium bromide (932-31-0) + 9-bromophenanthrene (573-17-1) → 9-(o-tolyl)phenanthrene (88986-00-9)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; In diethyl ether; benzene; for 0.5h; Heating;

DOI:10.1246/bcsj.56.3118

Reference yield: 67.0%

bromobenzene (108-86-1,52753-63-6) + 1-bromo-2-(1-(o-tolyl)vinyl)benzene → 9-(o-tolyl)phenanthrene (88986-00-9)

Guidance literature:

With palladium diacetate; potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In 1,4-dioxane; at 130 ℃; for 5h; regioselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201910792

upstream raw materials:

piperidine

diethyl ether

9-chlorophenanthrene

(2-methylphenyl)lithium

Downstream raw materials:

9-(o-anilinomethylphenyl)phenanthrene

9-(o-bromomethylphenyl)phenanthrene

Refernces

• 1、 Wei, Dong,Li, Meng-Yao,Zhu, Bin-Bin,Yang, Xiao-Di,Zhang, Fang,Feng, Chen-Guo,Lin, Guo-Qiang. "Sequential Cross-Coupling/Annulation of ortho-Vinyl Bromobenzenes with Aromatic Bromides for the Synthesis of Polycyclic Aromatic Compounds". supporting information. p. 16543 - 16547. Retrieved 2019/11/03.
• 2、 Funaki, Kenji,Kawai, Hiroshi,Sato, Tetsuo,Oi, Shuichi. "Palladium-catalyzed direct CH bond arylation of simple arenes with aryltrimethylsilanes". . p. 1050 - 1052. Retrieved 2011/12/05.