4-Methylbenzo[c]phenanthrene

Base Information

• Chemical Name: 4-Methylbenzo[c]phenanthrene
• CAS No.: 4076-40-8
• Molecular Formula: C19H14
• Molecular Weight: 242.33
• Hs Code.: 2902909090
• European Community (EC) Number: 660-718-0
• UNII: BT6W9424UJ
• DSSTox Substance ID: DTXSID10193750
• Nikkaji Number: J54.528G
• Wikidata: Q83066476
• Mol file: 4076-40-8.mol

Synonyms:4-Methylbenzo[c]phenanthrene;4076-40-8;8-Methyl-3:4-benzphenanthrene;BENZO(c)PHENANTHRENE, 4-METHYL-;BRN 2329428;Benzo[c]phenanthrene, 4-methyl-;BT6W9424UJ;4-METHYLBENZO(C)PHENANTHRENE;UNII-BT6W9424UJ;8-Methyl-3,4-benzphenanthren;4-Methylbenzo[c]phenanthrene #;4-Methyl-3,4-benzophenanthrene;DTXSID10193750;AKOS024340893;LS-38831

Chemical Property of 4-Methylbenzo[c]phenanthrene

Chemical Property:

• Vapor Pressure: 7.61E-08mmHg at 25°C
• Melting Point: 65.5°C
• Refractive Index: 1.4750 (estimate)
• Boiling Point: 449.4°C at 760 mmHg
• Flash Point: 217.8°C
• PSA: 0.00000
• Density: 1.164g/cm³
• LogP: 5.45460
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 242.109550447
• Heavy Atom Count: 19
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

4-METHYLBENZO(C)PHENANTHRENE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2C=CC3=C(C2=CC=C1)C4=CC=CC=C4C=C3

Technology Process of 4-Methylbenzo[c]phenanthrene

There total 10 articles about 4-Methylbenzo[c]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: 81.0%

4-methyl-5,6,7,8-tetrahydrobenzo[c]phenanthrene (1047647-77-7) → 4-methylbenzo[c]phenanthrene (4076-40-8)

Guidance literature:

With trityl tetrafluoroborate; In 1,2-dichloro-ethane; for 3h; Reflux;

DOI:10.1002/anie.200801396

Reference yield:

9-methyl-benzo[c]phenanthrene-5,6-dicarboxylic acid-anhydride → 4-methylbenzo[c]phenanthrene (4076-40-8)

Guidance literature:

With barium dihydroxide; iron; copper; at 360 ℃;

DOI:10.1021/ja01157a145 DOI:10.1021/ja01098a026

Reference yield:

1,1-difluoro-2-(2-phenylethyl)-4-(2-methylphenyl)but-1-ene (1047647-68-6) → 4-methylbenzo[c]phenanthrene (4076-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: magic acid / 1,1,1,3',3',3'-hexafluoro-propanol / 2 h / 0 - 20 °C / Inert atmosphere; Large scale reaction

2: trityl tetrafluoroborate / 1,2-dichloro-ethane / 3 h / Reflux; Inert atmosphere

With magic acid; trityl tetrafluoroborate; In 1,1,1,3',3',3'-hexafluoro-propanol; 1,2-dichloro-ethane; 1: Friedel-Crafts-type cyclization;

DOI:10.1002/chem.201100618

upstream raw materials:

trans-2-(o-methyl-β-styryl)naphthalene

β-naphthaldehyde

2-methylbenzyl bromide

methyl magnesium iodide

Downstream raw materials:

methyl benzophenanthren-4-carboxylate

Refernces

• 1、 Ichikawa, Junji,Yokota, Misaki,Kudo, Takao,Umezaki, Satoshi. "Efficient helicene synthesis: Friedel-crafts-type cyclization of 1,1-difluoro-1-alkenes". supporting information; experimental part. p. 4870 - 4873. Retrieved 2009/02/08.
• 2、 Nagel,Kupper,Antonson,Wallcave. "Synthesis of alkyl-substituted benzo[c]phenanthrenes and chrysenes by photocyclization.". . p. 3626 - 3628. Retrieved 2007/10/05.