5-Methylbenzo[c]phenanthrene

Base Information

• Chemical Name: 5-Methylbenzo[c]phenanthrene
• CAS No.: 652-04-0
• Molecular Formula: C19H14
• Molecular Weight: 242.33
• Hs Code.: 2902909090
• European Community (EC) Number: 620-753-4
• NSC Number: 135889
• DSSTox Substance ID: DTXSID70215503
• Nikkaji Number: J7.074B
• Wikidata: Q83091553
• Mol file: 652-04-0.mol

Synonyms:5-Methylbenzo[c]phenanthrene;652-04-0;2-Methyl-3,4-benzphenanthrene;5-Methylbenzo(c)phenanthrene;5-Methyl-3,4-benzophenanthrene;BENZO(c)PHENANTHRENE, 5-METHYL-;Benzo[c]phenanthrene, 5-methyl-;NSC 135889;BRN 2329427;NSC135889;2-Methyl-3,4-benzphenanthren;Cc1cc2ccc3ccccc3c2c4ccccc14;DTXSID70215503;WLN: L C6 B666J I1;AKOS024340894;NSC-135889;LS-38832

Chemical Property of 5-Methylbenzo[c]phenanthrene

Chemical Property:

• Vapor Pressure: 7.61E-08mmHg at 25°C
• Melting Point: 71.5°C
• Refractive Index: 1.4750 (estimate)
• Boiling Point: 449.4°Cat760mmHg
• Flash Point: 217.8°C
• PSA: 0.00000
• Density: 1.164g/cm³
• LogP: 5.45460
• XLogP3: 6.6
• 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:

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

5-METHYLBENZO(C)PHENANTHRENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C3=CC=CC=C3C=C2)C4=CC=CC=C14

Technology Process of 5-Methylbenzo[c]phenanthrene

There total 34 articles about 5-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: 83.0%

1-phenyl-2-(prop-2-yn-1-yl)naphthalene (1623102-65-7) → 5-methyl-benzo{c}phenanthrene (652-04-0)

Guidance literature:

With [(C₆F₅)₃PAuNTf₂]; bis(trifluoromethanesulfonyl)amide; at 20 ℃; for 5h;

DOI:10.1002/asia.201400034

Reference yield: 81.0%

1-(2-ethynylphenyl)-4-methylnaphthalene → 5-methyl-benzo{c}phenanthrene (652-04-0)

Guidance literature:

With platinum(II) chloride; In toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.joc.5b00931

Reference yield: 48.0%

(E)-1-(2-(2-styrylnaphthalen-1-yl)phenyl)ethan-1-one → 5-methyl-benzo{c}phenanthrene (652-04-0)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 50 ℃; for 12h; regioselective reaction;

DOI:10.1021/jacs.7b01114

upstream raw materials:

methyl magnesium iodide

diethyl ether

(+/-)-5-oxo-(6arH.12btH)-5.6.6a.7.8.12b-hexahydro-benzo[c]phenanthrene

8-methyl-benzo[c]phenanthrene-5,6-dicarboxylic acid-anhydride

Downstream raw materials:

5-Carbomethoxy-benzophenanthren

5-(2-p-tolyl-vinyl)-benzo[c]phenanthrene

Refernces

• 1、 McAtee, Christopher C.,Riehl, Paul S.,Schindler, Corinna S.. "Polycyclic Aromatic Hydrocarbons via Iron(III)-Catalyzed Carbonyl-Olefin Metathesis". . p. 2960 - 2963. Retrieved 2017/03/11.
• 2、 Shu, Chao,Li, Long,Chen, Cheng-Bin,Shen, Hong-Cheng,Ye, Long-Wu. "Gold-catalyzed 6-exo-dig cycloisomerization: A versatile approach to functionalized phenanthrenes". . p. 1525 - 1529. Retrieved 2014/06/09.