1,4-Bis(methylamino)anthraquinone

Base Information

• Chemical Name: 1,4-Bis(methylamino)anthraquinone
• CAS No.: 2475-44-7
• Deprecated CAS: 12223-05-1,78170-41-9,86003-54-5,95567-19-4,225794-61-6,1191271-75-6,225794-61-6,78170-41-9,86003-54-5,95567-19-4
• Molecular Formula: C16H14N2O2
• Molecular Weight: 266.299
• Hs Code.: 29147000
• European Community (EC) Number: 219-602-1
• NSC Number: 86161
• DSSTox Substance ID: DTXSID7062451
• Nikkaji Number: J7.586H
• Wikidata: Q72469672
• Mol file: 2475-44-7.mol

Synonyms:2475-44-7;Disperse Blue 14;1,4-BIS(METHYLAMINO)ANTHRAQUINONE;1,4-bis(methylamino)anthracene-9,10-dione;Resiren Blue TB;Solvent Blue 78;Acetate Blue B;Celliton Fast Blue B;Cibacet Blue BR;Setacyl Blue BS;Teraprint Blue R;Artisil Blue BRP;Disperse Blue 78;Cilla Fast Blue B;C.I. Disperse Blue 14;Diaresin Blue K;Macrolex Blue FR;Supracet Fast Blue 2G;Solvent Blue 93;C.I.Disperse Blue 14;Duranol Brilliant Blue G;Serisol Brilliant Blue G;9,10-Anthracenedione, 1,4-bis(methylamino)-;C.I. Disperse Blue 78;Disperse Blue 110;C.I. Disperse Blue 110;1,4-Bis(N-methylamino)anthraquinone;C.I. Solvent Blue 78;C.I. Solvent Blue 93;Blue 14;1,4-Di(methylamino)anthraquinone;1,4-Bis(methylamino)-9,10-anthracenedione;C.I. 61500;NSC 86161;Anthraquinone, 1,4-bis(methylamino)-;EINECS 219-602-1;BRN 2220693;4-14-00-00459 (Beilstein Handbook Reference);MFCD00001198;1,4-Bis(methylamino)-9,10-anthraquinone;SCHEMBL55230;9, 1,4-bis(methylamino)-;DTXSID7062451;1,4-bis(methylamino)-9,10-dihydroanthracene-9,10-dione;Anthraquinone,4-bis(methylamino)-;1,4-bis-(methylamino)anthraquinone;NSC86161;1,4-Di(methyl-amino) anthraquinone;NSC-86161;AKOS015901810;Disperse Blue 14, Dye content 97 %;s10956;WLN: L C666 BV IVJ DM1 GM1;AS-17173;LS-20641;1,4-Bis(methylamino)anthra-9,10-quinone;CS-0128917;D3280;FT-0625326;1,4-Bis(methylamino)anthra-9,10-quinone #;A817473;AE-641/00366012;J-015655;Pentanoicacid, 5-amino-4-[[(1,1-dimethylethoxy)carbonyl]amino]-5-oxo-, (4S)-

Chemical Property of 1,4-Bis(methylamino)anthraquinone

Chemical Property:

• Appearance/Colour: A dense liquid with a pleasant aromatic odor.
• Vapor Pressure: 3.11E-11mmHg at 25°C
• Melting Point: 220-222 °C
• Refractive Index: 1.716
• Boiling Point: 528 °C at 760 mmHg
• PKA: 5.78±0.20(Predicted)
• Flash Point: 214 °C
• PSA: 58.20000
• Density: 1.345 g/cm³
• LogP: 2.69140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Alcohol,Acetone,Toluene,Nitrobenzene
• Water Solubility.: 37.28ug/L(25 oC)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 266.105527694
• Heavy Atom Count: 20
• Complexity: 371

Purity/Quality:

99% ^*data from raw suppliers

1,4-Bis(Methylamino)Anthraquinone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: CNC1=C2C(=C(C=C1)NC)C(=O)C3=CC=CC=C3C2=O
• Description: Disperse blue 14 is also known as transparent blue GP. Its chemical name is 1,4-bis(methylamino)anthraquinone. It is a blue-black powder, insoluble in water, soluble in methanol, ethanol, glacial acetic acid, nitrobenzene, pyridine and toluene. It is reddish brown in concentrated sulfuric acid.

Technology Process of 1,4-Bis(methylamino)anthraquinone

There total 9 articles about 1,4-Bis(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: 96.0%

1,4-diamino-9,10-anthraquinone (128-95-0) + dimethyl sulfate (77-78-1) → disperse blue 14 (2475-44-7,95567-19-4)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate; In 1,2-dichloro-ethane; at 30 - 35 ℃; for 3h;

DOI:10.1080/00397919108021031

Reference yield: 95.1%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + methylamine (74-89-5) → disperse blue 14 (2475-44-7,95567-19-4)

Guidance literature:

With 1-methyl-1H-imidazole; tetrafluoroboric acid; bromobutyric acid; In methanol; at 50 - 55 ℃; Temperature; Large scale;

Reference yield:

9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione (17648-03-2,79248-79-6) + methylamine (74-89-5) → disperse blue 14 (2475-44-7,95567-19-4)

Guidance literature:

With ethanol; anschliessendes Erwaermen mit 4-Nitroso-phenol und wss.-aethanol. Natronlauge;

upstream raw materials:

9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione

1,4-dihydroxy-9,10-anthracenedione

methylamine

1,4-diamino-anthracene-9,10-diol

Downstream raw materials:

1,4-bisbenzoylaminoanthraquinone

benzo[e]pyrimido[4,5,6-gh]perimidine

4-amino-1,9-anthrapyrimidine

Refernces

• 1、 Ramrao,Ramkumar,Anant,Ramanuja. "Phase transfer catalysed N-monoalkylation of amino anthraquinones". . p. 1129 - 1135. Retrieved 2007/10/02.