1-(Methylamino)anthraquinone

Base Information

• Chemical Name: 1-(Methylamino)anthraquinone
• CAS No.: 82-38-2
• Deprecated CAS: 12226-87-8,80497-66-1,59459-25-5,59459-25-5,80497-66-1
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.258
• European Community (EC) Number: 201-417-2
• NSC Number: 3721
• UNII: 5O1807MLL1
• DSSTox Substance ID: DTXSID2052570
• Nikkaji Number: J4.611F
• Wikipedia: Disperse_Red_9
• Wikidata: Q107861596
• ChEMBL ID: CHEMBL1370390
• Mol file: 82-38-2.mol

Synonyms:disperse red 9

Chemical Property of 1-(Methylamino)anthraquinone

Chemical Property:

• Appearance/Colour: Red
• Vapor Pressure: 9.29E-09mmHg at 25°C
• Melting Point: 170-172 °C
• Refractive Index: 1.69
• Boiling Point: 463.2 °C at 760 mmHg
• PKA: 2.27±0.20(Predicted)
• Flash Point: 195.3 °C
• PSA: 46.17000
• Density: 1.328 g/cm³
• LogP: 2.57670
• Storage Temp.: room temp
• Water Solubility.: 73.55ug/L(25 oC)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Disperse Red 9 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: CNC1=CC=CC2=C1C(=O)C3=CC=CC=C3C2=O
• Uses: 1-Methylaminoanthraquinone is an important intermediate for manufacturing solvent dyes and acid dyes.

Technology Process of 1-(Methylamino)anthraquinone

There total 41 articles about 1-(Methylamino)anthraquinone 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: 99.5%

tetrabutylammomium bromide (1643-19-2) + 1-amino-9,10-anthracenedione (82-45-1) + dimethyl sulfate (77-78-1) → 1-(methylamino)anthraquinone (82-38-2)

Guidance literature:

With potassium hydroxide; acetic acid; In water; nitrobenzene;

Reference yield: 98.2%

methylene chloride (74-87-3) + 1-amino-9,10-anthracenedione (82-45-1) → 1-(methylamino)anthraquinone (82-38-2)

Guidance literature:

With ammonium nitrate; In aq. phosphate buffer; at 50 ℃; for 5h; Reagent/catalyst; Solvent;

Reference yield: 98.0%

1-(acetylamino)anthraquinone (3274-19-9) + dimethyl sulfate (77-78-1) → 1-(methylamino)anthraquinone (82-38-2)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In toluene; at 30 - 35 ℃; for 2h; Mechanism; other aromatic amides;

DOI:10.1080/00397919108021779

upstream raw materials:

2-(N-methylamino)pyridine

1-methoxyanthracene-9,10-dione

1-phenoxy-anthraquinone

1-anthraquinonesulfonic acid

Downstream raw materials:

10-Benzyl-10-benzyloxy-4-methylamino-9(10H)-anthracenone

1-bromo-4-(methylamino)-9,10-anthracenedione

1-methylamino-2-bromoanthraquinone

1-benzoyl-3-methyl-3H-naphtho[1,2,3-de]quinoline-2,7-dione

Refernces

• 1、 Matsui, Masaki,Kondoh, Shigeru,Shibata, Katsuyoshi,Muramatsu, Hiroshige. "Perfluoroalkylquinones. Synthesis Using Bis(perfluoroalkanoyl) Peroxides, Absorption Bands, and Solubility". . p. 1042 - 1051. Retrieved 1995.
• 2、 Suzuki,Kawakami,Maeda. "Non-reductive conversion of 1-nitro-9,10-anthraquinone to 1-amino-9,10-anthraquinones". . p. 9217 - 9220. Retrieved 2007/10/02.