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

Base Information

• Chemical Name: 9,10-Anthracenedione, 1-bromo-4-(methylamino)-
• CAS No.: 128-93-8
• Deprecated CAS: 82970-77-2
• Molecular Formula: C15H10BrNO2
• Molecular Weight: 316.154
• Hs Code.: 2922399090
• European Community (EC) Number: 204-920-5
• NSC Number: 39941
• UNII: UNE5XB7QKP
• DSSTox Substance ID: DTXSID4059590
• Nikkaji Number: J31.592C
• Wikidata: Q72486720
• Mol file: 128-93-8.mol

Synonyms:128-93-8;1-bromo-4-(methylamino)anthracene-9,10-dione;1-Bromo-4-methylamino-anthraquinone;1-Methylamino-4-bromo anthraquinone;9,10-Anthracenedione, 1-bromo-4-(methylamino)-;1-Bromo-4-(methylamino)anthraquinone;1-(Methylamino)-4-bromoanthraquinone;1-Methylamino-4-bromanthrachinon;AI3-18875;UNE5XB7QKP;EINECS 204-920-5;NSC 39941;ANTHRAQUINONE, 1-BROMO-4-(METHYLAMINO)-;BRN 1843336;1-Methylamino-4-bromanthrachinon [Czech];1-bromo-4-(methylamino)-9,10-dihydroanthracene-9,10-dione;1-methylamino-4-bromoanthraquinone;MFCD00035691;NSC-39941;4-14-00-00443 (Beilstein Handbook Reference);4-Bromo-1-(methylamino)anthraquinone;NSC39941;UNII-UNE5XB7QKP;SCHEMBL968385;DTXSID4059590;9, 1-bromo-4-(methylamino)-;AMY2700;1-Methylamino- 4-Bromanthrachinon;1-methylamino-4bromo-anthraquinone;4-methylamino-1-bromo anthraquinone;4-Bromo-1-methylamino anthraquinone;STK035943;4-Trifluoromethyl-pyridine-2-methanol;AKOS000116082;WLN: L C666 BV IVJ DE GM1;AC-10688;BS-50147;LS-20645;FT-0631754;1-bromo-4-(methylamino)anthra-9,10-quinone;EN300-02750;E85241;A805881;Z56827699

Chemical Property of 9,10-Anthracenedione, 1-bromo-4-(methylamino)-

Chemical Property:

• Vapor Pressure: 1.6E-10mmHg at 25°C
• Melting Point: 195.5°C
• Refractive Index: 1.708
• Boiling Point: 510.058 °C at 760 mmHg
• PKA: 1.41±0.20(Predicted)
• Flash Point: 262.274 °C
• PSA: 46.17000
• Density: 1.624 g/cm³
• LogP: 3.33920
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 314.98949
• Heavy Atom Count: 19
• Complexity: 398

Purity/Quality:

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

1-Bromo-4-(methylamino)anthracene-9,10-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CNC1=C2C(=C(C=C1)Br)C(=O)C3=CC=CC=C3C2=O

Technology Process of 9,10-Anthracenedione, 1-bromo-4-(methylamino)-

There total 5 articles about 9,10-Anthracenedione, 1-bromo-4-(methylamino)- 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: 87.0%

1-(methylamino)anthraquinone (82-38-2) → 1-bromo-4-(methylamino)-9,10-anthracenedione (128-93-8)

Guidance literature:

With hydrogen bromide; 3-chloro-benzenecarboperoxoic acid; In methanol; at 30 - 32 ℃; for 0.166667h; Reagent/catalyst; regioselective reaction;

DOI:10.1016/j.tetlet.2017.05.078

Reference yield:

1-bromo-4-nitro-anthraquinone (780038-86-0) + methylamine (74-89-5) → 1-bromo-4-(methylamino)-9,10-anthracenedione (128-93-8)

Guidance literature:

With pyridine; at 60 ℃;

Reference yield:

1-(methylamino)anthraquinone (82-38-2) → 1-bromo-4-(methylamino)-9,10-anthracenedione (128-93-8) + 1-methylamino-2-bromoanthraquinone (6374-84-1)

Guidance literature:

With hydrogen bromide; bromine; In acetic acid; propionic acid; at 0 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1080/00397919508010785

upstream raw materials:

1-(methylamino)anthraquinone

1-bromo-4-nitro-anthraquinone

methylamine

1-chloroanthracene-9,10-dione

Downstream raw materials:

1-methylamino-4-hydroxyanthraquinone

6-bromo-3-methyl-2,7-dioxo-2,7-dihydro-3H-naphtho[1,2,3-de]quinoline-1-carbonitrile

1-(Ν-methyl)acetamido-4-bromoanthraquinone

1-(methylamino)-4-[(4-methylphenyl)amino]anthraquinone

Refernces

• 1、 Chamberlin. "Acid-aided selectivity in bromination of 1-aminoanthraquinones". . p. 27 - 31. Retrieved 1995.
• 2、 Lv, Dongjun,Cui, Jin,Wang, Yufang,Zhu, Guohua,Zhang, Mingjie,Li, Xiujing. "Synthesis and color properties of novel polymeric dyes based on grafting of anthraquinone derivatives onto O-carboxymethyl chitosan". . p. 33494 - 33501. Retrieved 2017/07/13.