9,10-Dimethylanthracene

Base Information

• Chemical Name: 9,10-Dimethylanthracene
• CAS No.: 781-43-1
• Molecular Formula: C16H14
• Molecular Weight: 206.287
• Hs Code.: 2902909090
• European Community (EC) Number: 212-308-4
• NSC Number: 4220
• UNII: DI986077VR
• DSSTox Substance ID: DTXSID8073928
• Nikkaji Number: J3.328F
• Wikidata: Q27276409
• ChEMBL ID: CHEMBL533851
• Mol file: 781-43-1.mol

Synonyms:9,10-dimethylanthracene;9,10-dimethylanthracene, ion(1+);9,10-dimethylanthracene, ion(1-);9,10-dimethylanthracene, ion(2+)

Chemical Property of 9,10-Dimethylanthracene

Chemical Property:

• Appearance/Colour: yellow crystals or crystalline powder
• Vapor Pressure: 2.3E-05mmHg at 25°C
• Melting Point: 182-184 °C(lit.)
• Refractive Index: 1.6868 (estimate)
• Boiling Point: 370.8°C at 760 mmHg
• Flash Point: 169.1°C
• PSA: 0.00000
• Density: 1.084g/cm³
• LogP: 4.60980
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in toluene. Insoluble in water.
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 206.109550447
• Heavy Atom Count: 16
• Complexity: 194

Purity/Quality:

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

9,10-Dimethylanthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21-42/43
• Safety Statements: 36/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: CC1=C2C=CC=CC2=C(C3=CC=CC=C13)C
• Uses: 9,10-Dimethylanthracene is used as an antioxidant-photosensitizer dual-loaded polymeric micelles with controllable production of reactive oxygen species. It is also used as chemical rate constant actinometer in singlet molecular oxygen reactions.

Technology Process of 9,10-Dimethylanthracene

There total 156 articles about 9,10-Dimethylanthracene 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: 100.0%

10-methyl-9-methylene-9,10-dihydroanthracene (87551-87-9) → 9,10-dimethylanthracene (781-43-1)

Guidance literature:

With trichloroacetic acid; In chloroform; at 25 ℃;

DOI:10.1016/S0040-4039(00)86216-4

Reference yield: 95.0%

9,10-dichloroanthracene (605-48-1) + methylmagnesium bromide (75-16-1) → 9,10-dimethylanthracene (781-43-1)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; In 1,4-dioxane; diethyl ether; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.03.121

Reference yield: 80.0%

1-(2-(1-phenylethyl)phenyl)ethan-1-one (161467-47-6) → 9,10-dimethylanthracene (781-43-1)

Guidance literature:

With indium(III) triflate; In 1,2-dichloro-ethane; at 115 ℃; for 24h; Sealed tube; Schlenk technique; Inert atmosphere;

DOI:10.1246/cl.130508

upstream raw materials:

methyl magnesium iodide

10-methylanthrone

diethyl ether

acetic acid 10-oxo-9,10-dihydro-anthracen-9-yl ester

Downstream raw materials:

9,10-dibromomethylanthracene

anthracene-9,10-diylbis(methyl) diacetate

9,9,10,10-tetramethyl-9,10-dihydroanthracene

9,10-dimethyl-9,10-ditrityl-9,10-dihydro-anthracene

Refernces

• 1、 Minassian, Frederic,Levillain, Jocelyne,Pelloux-Leon, Nadia,Ripoll, Jean-Louis,Vallee, Yannick. "Synthesis of thioacrolein S-oxide and thioketene S-oxide using FVT". . p. 335 - 336. Retrieved 1999.
• 2、 Pepper,Robinson. "". . p. 1809,1810. Retrieved 1966.
• 3、 Koike, Taichi,Kosai, Tomoyuki,Iwamoto, Takeaki. "1,4-Dehydrogenation with a Two-Coordinate Cyclic (Alkyl)(amino)silylene". supporting information. p. 9295 - 9302. Retrieved 2019/07/04.
• 4、 Dong, Jinghua,Lee, Pin-Sheng,Yoshikai, Naohiko. "Cobalt-catalyzed branched-selective addition of aromatic ketimines to styrenes under room-temperature conditions". supporting information. p. 1140 - 1142. Retrieved 2013/10/22.