9-Methyl-9-phenylfluorene

Base Information

• Chemical Name: 9-Methyl-9-phenylfluorene
• CAS No.: 56849-83-3
• Molecular Formula: C20H16
• Molecular Weight: 256.347
• European Community (EC) Number: 660-459-3
• DSSTox Substance ID: DTXSID80402684
• Nikkaji Number: J3.504.187G
• Wikidata: Q82206144
• Mol file: 56849-83-3.mol

Synonyms:9-methyl-9-phenylfluorene;9-methyl-9-phenyl-9H-fluorene;56849-83-3;9H-Fluorene, 9-methyl-9-phenyl-;DTXSID80402684;AKOS024338786;J3.504.187G

Chemical Property of 9-Methyl-9-phenylfluorene

Chemical Property:

• PSA: 0.00000
• LogP: 5.02130
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 256.125200510
• Heavy Atom Count: 20
• Complexity: 316

Purity/Quality:

98%,99%, ^*data from raw suppliers

9-METHYL-9-PHENYLFLUORENE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2C3=CC=CC=C31)C4=CC=CC=C4

Technology Process of 9-Methyl-9-phenylfluorene

There total 12 articles about 9-Methyl-9-phenylfluorene 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: 100.0%

9-bromo-9-phenyl-9H-fluorene (55135-66-5) + [3-(dimethylamino)propyl]dimethyl aluminium(III) → 9-methyl-9-phenylfluorene (56849-83-3)

Guidance literature:

With tetrakis(triphenylphosphine)palladium dichloride; In benzene; at 80 ℃; for 12h;

DOI:10.1021/jo970822n

Reference yield: 94.0%

9H-fluorene (86-73-7) + chlorobenzene (108-90-7) + methyl iodide (74-88-4) → 9-methyl-9-phenylfluorene (56849-83-3)

Guidance literature:

9H-fluorene; chlorobenzene; With NHC-Pd(II)-Im; potassium tert-butylate; In 1,4-dioxane; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

methyl iodide; In 1,4-dioxane; at 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c4ob01594k

Reference yield: 83.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + bisbenzocyclobutene (259-79-0) → 9-methyl-9-phenylfluorene (56849-83-3)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 5,5-dimethyl-1,3-cyclohexadiene; at 135 ℃; for 24h; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00619

upstream raw materials:

9-methoxy-9-phenylfluorene

9-Phenylfluorene

methyllithium

1-(biphenyl-2-yl)-1-phenylethylene

Refernces

• 1、 Takano, Hideaki,Kanyiva, Kyalo Stephen,Shibata, Takanori. "Iridium-Catalyzed Formal [4 + 1] Cycloaddition of Biphenylenes with Alkenes Initiated by C-C Bond Cleavage for the Synthesis of 9,9-Disubstituted Fluorenes". . p. 1860 - 1863. Retrieved 2016/05/19.
• 2、 Blum, Jochanan,Gelman, Dmitri,Baidossi, Wael,Shakh, Eduard,Rosenfeld, Ayelet,Aizenshtat, Zeev,Wassermann, Birgit C.,Frick, Michael,Heymer, Bernd,Schutte, Stefan,Wernik, Sonja,Schumann, Herbert. "Palladium-Catalyzed Methylation of Aryl and Vinyl Halides by Stabilized Methylaluminum and Methylgallium Complexes". . p. 8681 - 8686. Retrieved 2007/10/03.