6-Methylchrysene

Base Information

• Chemical Name: 6-Methylchrysene
• CAS No.: 1705-85-7
• Molecular Formula: C19H14
• Molecular Weight: 242.32
• Hs Code.: 2902909090
• European Community (EC) Number: 216-942-2
• UNII: AJ0QU2286V
• DSSTox Substance ID: DTXSID3074814
• Nikkaji Number: J33.983K
• Wikidata: Q27155987
• ChEMBL ID: CHEMBL1797292
• Mol file: 1705-85-7.mol

Synonyms:6-methylchrysene;6-methylchrysene, 4(or 6)-methyl cpd

Chemical Property of 6-Methylchrysene

Chemical Property:

• Vapor Pressure: 7.61E-08mmHg at 25°C
• Melting Point: 161.5°C
• Refractive Index: 1.7480 (estimate)
• Boiling Point: 449.4°Cat760mmHg
• Flash Point: 217.8°C
• PSA: 0.00000
• Density: 1.164g/cm³
• LogP: 5.45460
• Storage Temp.: 2-8°C
• Water Solubility.: 65ug/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:

98%min ^*data from raw suppliers

6-MethylChrysene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=CC3=CC=CC=C32)C4=CC=CC=C14
• Uses: 6-Methylchrysene is one of the methylated chrysenes (MeChry), as an aryl hydrocarbon receptor (AhR) agonist. Methylated chrysenes (MeChry) are important cigarette smoke constituents and 6-MeChry has b een listed as possibly carcinogenic to humans.

Technology Process of 6-Methylchrysene

There total 25 articles about 6-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: 93.0%

6-methyl-7,8,9, 10-tetrahydrochrysene → 6-methylchrysene (1705-85-7)

Guidance literature:

palladium; In Triethylene glycol dimethyl ether;

Reference yield: 80.0%

(E)-1-(2-(1-styrylnaphthalen-2-yl)phenyl)ethan-1-one → 6-methylchrysene (1705-85-7)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 1h; regioselective reaction;

DOI:10.1021/jacs.7b01114

Reference yield: 79.0%

2-(1'-methylethenyl)-1-iodobenzene (61161-21-5) + C12H7BrO3 → 6-methylchrysene (1705-85-7)

Guidance literature:

With trifuran-2-yl-phosphane; palladium diacetate; lithium tert-butoxide; Trimethylacetic acid; In N,N-dimethyl acetamide; at 20 - 120 ℃; for 12.25h; regioselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.1c03517

upstream raw materials:

monoperoxyphthalic acid

diethyl ether

2-(2-isopropenyl-phenyl)-naphthalene

5,11-dimethyl-7,8,9,10,10a,10b,11,12-octahydro-6aH-chrysen-6-one

Downstream raw materials:

6-Chrysemylmethyl-triphenylphosphonium-bromid

6-((E)-2-p-Tolyl-vinyl)-chrysene

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、 -. "Polyarenes from aryl ketones with application to synthesis of crisnatol mesylate". . . Retrieved 2008/06/13.