5-Methylchrysene

Base Information

• Chemical Name: 5-Methylchrysene
• CAS No.: 3697-24-3
• Molecular Formula: C₁₉H₁₄
• Molecular Weight: 242.32
• Hs Code.: 2902909090
• European Community (EC) Number: 681-936-2
• NSC Number: 407620
• UNII: O66195MC8L
• DSSTox Substance ID: DTXSID6063143
• Nikkaji Number: J33.982B
• Wikidata: Q27155887
• NCI Thesaurus Code: C29804
• ChEMBL ID: CHEMBL1797269
• Mol file: 3697-24-3.mol

Synonyms:5-methylchrysene;5-methylchrysene, 3H-labeled

Chemical Property of 5-Methylchrysene

Chemical Property:

• Vapor Pressure: 7.61E-08mmHg at 25°C
• Melting Point: 118.3°C
• Refractive Index: 1.7480 (estimate)
• Boiling Point: 449.4°C at 760 mmHg
• Flash Point: 217.8°C
• PSA: 0.00000
• Density: 1.164g/cm³
• LogP: 5.45460
• Storage Temp.: 2-8°C
• Water Solubility.: 62ug/L(27 oC)
• XLogP3: 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:

99%, ^*data from raw suppliers

5-MethylChrysene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-50/53-40
• Safety Statements: 60-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: CC1=CC2=CC=CC=C2C3=C1C4=CC=CC=C4C=C3
• Uses: IARC (1983) reported that no commercial uses or applications were known for dibenzo[a,h]pyrene, dibenzo[a,i]pyrene, and 5-methylchrysene. The remaining twelve listed PAHs are used only in biochemical, biomedical, laboratory, or cancer research (HSDB 2009). At least five of the listed PAHs are present in coal tar, which is used as a fuel in the steel industry in open-hearth and blast furnaces (HSDB 2009). Coal tar is also used in the clinical treatment of skin disorders such as eczema, dermatitis, and psoriasis. Coal tar is distilled to produce a variety of products, including coal-tar pitch and creosote. At least two of the listed PAHs are present in coal-tar pitch, which is used primarily as a binder for aluminum smelting electrodes in the aluminum reduction process. Coal-tar pitch is also used in roofing, in surface coatings, for pitch-coke production, and for a variety of other applications (IARC 1985). At least two of the listed PAHs are found in creosote, which is used to preserve railroad ties, marine pilings, and telephone poles. Some creosote is used for fuel by steel producers (NIOSH 1977). At least three of the listed PAHs are present in bitumens and asphalt, which are used for paving roads, sound- and water-proofing, and coating pipes. 5-Methylchrysene is one of the methylated chrysenes (MeChry), as an aryl hydrocarbon receptor (AhR) agonist. Methylated chrysenes (MeChry) are important cigarette smoke constituents and 5-MeChry has been listed as possibly carcinogenic to humans. 5-Methylchrysene is a possible carcinogenic agent.

Technology Process of 5-Methylchrysene

There total 24 articles about 5-Methylchrysene 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: 95.0%

2-(2-(prop-2-yn-1-yl)phenyl)naphthalene (1623102-59-9) → 5-methylchrysene (3697-24-3)

Guidance literature:

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

DOI:10.1002/asia.201400034

Reference yield: 85.0%

5-Methyl-5,6-dihydrochrysene (34908-52-6) → 5-methylchrysene (3697-24-3)

Guidance literature:

palladium on activated charcoal; at 260 ℃;

DOI:10.1021/jo00210a041

Reference yield: 45.0%

2-(2-acetonylphenyl)naphthalene → 5-methylchrysene (3697-24-3) + 6-methylbenzo[a]anthracene (316-14-3)

Guidance literature:

With methanesulfonic acid; In chloroform; for 1h; Yields of byproduct given; Ambient temperature;

DOI:10.1016/0040-4039(96)01393-7

upstream raw materials:

1,2,3,4-tetrahydro-11-methylchrysene

5-Methyl-5,6-dihydrochrysene

Chrysene-5-carboxaldehyde

1'-naphthacetophenone

Downstream raw materials:

11-Fluoro-5-methylchrysene

6-Fluor-5-methylchrysen

5-(Cyanomethyl)chrysene

Refernces

• 1、 Lee, Robert G. M.,Coleman, Peter,Jones, Joanne L.,Jones, Kevin C.,Lohmann, Rainer. "Emission factors and importance of PCDD/Fs, PCBs, PCNs, PAHs and PM 10 from the domestic burning of coal and wood in the U.K.". . p. 1436 - 1447. Retrieved 2007/10/03.
• 2、 Kumar, Subodh. "A new abbreviated synthesis of 5-methylchrysene and its 2-hydroxy- and 8-hydroxy derivatives". . p. 6271 - 6274. Retrieved 2007/10/03.