2-Methylfluorene

Base Information

• Chemical Name: 2-Methylfluorene
• CAS No.: 1430-97-3
• Molecular Formula: C14H12
• Molecular Weight: 180.249
• Hs Code.: 2902909090
• European Community (EC) Number: 248-102-6,215-853-6
• NSC Number: 90365
• UNII: 2DUC7EB9MC
• DSSTox Substance ID: DTXSID1073943
• Nikkaji Number: J298.617E
• Wikidata: Q27254599
• Mol file: 1430-97-3.mol

Synonyms:2-Methyl-9H-fluorene;2-METHYLFLUORENE;1430-97-3;9H-Fluorene, 2-methyl-;Fluorene, 2-methyl-;UNII-2DUC7EB9MC;2DUC7EB9MC;EINECS 215-853-6;NSC 90365;NSC-90365;NSC90365;2-Methyl-9H-fluorene #;METHYL-9H-FLUORENE;FLUORENE,2-METHYL-;DTXSID1073943;BAA43097;EINECS 248-102-6;MFCD00040873;STK368173;AKOS005445045;AS-3223;CS-0320930;FT-0612998;Q27254599

Chemical Property of 2-Methylfluorene

Chemical Property:

• Vapor Pressure: 0.000692mmHg at 25°C
• Refractive Index: 1.4850 (estimate)
• Boiling Point: 318°C at 760 mmHg
• Flash Point: 146.1°C
• PSA: 0.00000
• Density: 1.095g/cm³
• LogP: 3.56620
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 180.093900383
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C3=CC=CC=C3C2
• Uses: 2-Methylfluorene is a polycyclic aromatic hydrocarbon most commonly found in diesel exhaust fumes and cigarette smoke. It is thought to contribute to overall impaired respiratory and cardiovasular function after prolonged periods of exposure in humans and may have tumorigenic and mutagenic qualities.

Technology Process of 2-Methylfluorene

There total 54 articles about 2-Methylfluorene 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: 97.0%

9H-fluorene-2-carbaldehyde (30084-90-3) → 2-methyl-9H-fluorene (1430-97-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetic acid; Ambient temperature;

DOI:10.1021/jm00159a004

Reference yield: 95.0%

2-bromo-9H-fluorene (1133-80-8) + methyllithium (917-54-4) → 2-methyl-9H-fluorene (1430-97-3)

Guidance literature:

2-bromo-9H-fluorene; With bis(tri-t-butylphosphine)palladium⁽⁰⁾; oxygen; In toluene; at 20 ℃; for 0.0166667h; Schlenk technique;

methyllithium; In toluene; at 20 ℃; for 0.0333333h; Schlenk technique;

DOI:10.1002/anie.201700417

Reference yield: 95.0%

3-(2-trimethylsilylbenzyl)toluene → 2-methyl-9H-fluorene (1430-97-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide; In methanol; chloroform; at 27 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacv6b10018

upstream raw materials:

2-methyl-fluorene-9-carboxylic acid

9H-fluorene-2-carbaldehyde

2-(9H-fluoren-2-yl)acetic acid

2',4-dimethyl-[1,1'-biphenyl]-2-amine

Downstream raw materials:

2-methyl-fluoren-9-one

fluorenone-2-carboxylic acid

7-methyl-2-nitrofluorene

Refernces

• 1、 Song, Juan,Sun, Wei,Li, Yali,Wei, Fuliang,Liu, Chao,Qian, Yan,Chen, Shufen. "Halogen-Adjusted Chemoselective Synthesis of Fluorene Derivatives with Position-Controlled Substituents". . p. 211 - 215. Retrieved 2016.
• 2、 Heijnen, Dorus,Tosi, Filippo,Vila, Carlos,Stuart, Marc C. A.,Elsinga, Philip H.,Szymanski, Wiktor,Feringa, Ben L.. "Oxygen Activated, Palladium Nanoparticle Catalyzed, Ultrafast Cross-Coupling of Organolithium Reagents". supporting information. p. 3354 - 3359. Retrieved 2017/03/17.
• 3、 Corrie, Tom J. A.,Ball, Liam T.,Russell, Christopher A.,Lloyd-Jones, Guy C.. "Au-catalyzed biaryl coupling to generate 5- to 9-membered rings: Turnover-limiting reductive elimination versus π-complexation". . p. 245 - 254. Retrieved 2017/05/29.