2-Methylanthraquinone

Base Information

• Chemical Name: 2-Methylanthraquinone
• CAS No.: 84-54-8
• Molecular Formula: C15H10O2
• Molecular Weight: 222.243
• Hs Code.: 29146990
• European Community (EC) Number: 201-539-6
• NSC Number: 607
• UNII: Q9P233HWAJ
• DSSTox Substance ID: DTXSID5041439
• Nikkaji Number: J4.896H
• Wikipedia: 2-Methylanthraquinone
• Wikidata: Q22984229
• Metabolomics Workbench ID: 53468
• ChEMBL ID: CHEMBL21745
• Mol file: 84-54-8.mol

Synonyms:2-methylanthraquinone

Chemical Property of 2-Methylanthraquinone

Chemical Property:

• Appearance/Colour: Yellow to green-yellow fine powder
• Vapor Pressure: 7.36E-07mmHg at 25°C
• Melting Point: 170-173 °C(lit.)
• Refractive Index: 1.644
• Boiling Point: 407.8 °C at 760 mmHg
• Flash Point: 152.7 °C
• PSA: 34.14000
• Density: 1.267 g/cm³
• LogP: 2.77040
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in water 1.234 mg/L @ 25°C.
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 222.068079557
• Heavy Atom Count: 17
• Complexity: 347

Purity/Quality:

95% ; 99% ^*data from raw suppliers

2-Methylanthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,N
• Statements: 51/53
• Safety Statements: 22-24/25-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C(=O)C3=CC=CC=C3C2=O
• Uses: 2-Methylanthraquinone is used as a pharmaceutical intermediate. It is used in smog dyes.2-Methylanthraquinone may be used in the preparation of potential bioreducible anthraquinone derivatives. 2-Methylanthraquinone may be used in the preparation of potential bioreducible anthraquinone derivatives.

Technology Process of 2-Methylanthraquinone

There total 97 articles about 2-Methylanthraquinone 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: 98.0%

2-methyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione (3319-24-2,55511-73-4) → 2-methylanthracene-9,10-dione (84-54-8)

Guidance literature:

With potassium hydroxide; In methanol; at 45 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.dyepig.2013.04.021

Reference yield: 97.0%

1,4-dimethoxy-3-(2-methylallyl)-2-naphthaldehyde → 2-methylanthracene-9,10-dione (84-54-8)

Guidance literature:

1,4-dimethoxy-3-(2-methylallyl)-2-naphthaldehyde; With 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; In chloroform; at 20 ℃; Sealed tube;

In chloroform; water; for 15h; Sealed tube; Irradiation;

DOI:10.1021/acs.joc.7b01987

Reference yield: 95.0%

2-methylanthracene (613-12-7) → 2-methylanthracene-9,10-dione (84-54-8)

Guidance literature:

With chromium(VI) oxide; 18-crown-6 ether; In acetic acid; at 50 - 55 ℃; for 0.5h;

upstream raw materials:

2-benzofuran-1(3H)-one

toluene

diethyl ether

10-acetoxy-2-methyl-anthrone

Downstream raw materials:

anthraquinone-2-carboxylic acid

2-(chloromethyl)anthracene-9,10-dione

pseudopurpurin

2-dibromomethyl-anthraquinone

Refernces

• 1、 Hou, Qijun,Zheng, Bumei,Bi, Chenguang,Luan, Jimei,Zhao, Zhongkui,Guo, Hongchen,Wang, Guiru,Li, Zongshi. "Liquid-phase cascade acylation/dehydration over various zeolite catalysts to synthesize 2-methylanthraquinone through an efficient one-pot strategy". . p. 376 - 383. Retrieved 2009.
• 2、 Lu, Peng-fei,Meng, Fan-hao,Wang, Lin,Wang, Qiu-yin,Wang, Zhao-ran,Zhang, Ting-jian,Zhang, Xu,Zhao, Hai-yang. "(E)-2-Styrylanthracene-9,10-dione: A new type of fluorescent probe core and its application in specific mitochondria imaging". . . Retrieved 2021/09/20.
• 3、 Kitakami, Ryota,Inui, Kishin,Nakagawa, Yusuke,Sawai, Yurika,Katayama, Wakana,Yokoyama, Takeshi,Okada, Takuya,Kanamitsu, Kayoko,Nakagawa, Shinsaku,Toyooka, Naoki,Mizuguchi, Mineyuki. "Inhibitory activities of anthraquinone and xanthone derivatives against transthyretin amyloidogenesis". . . Retrieved 2021/07/06.