1,4-Bis(butylamino)anthracene-9,10-dione

Base Information

• Chemical Name: 1,4-Bis(butylamino)anthracene-9,10-dione
• CAS No.: 17354-14-2
• Deprecated CAS: 100041-53-0,12769-17-4,68943-45-3,71060-87-2,12769-17-4,71060-87-2
• Molecular Formula: C22H26N2O2
• Molecular Weight: 350.461
• Hs Code.: 32041990
• European Community (EC) Number: 241-379-4
• UNII: ZVT4Q30OQY
• DSSTox Substance ID: DTXSID5044605
• Nikkaji Number: J58.307C,J710.753F
• Wikipedia: Oil_Blue_35
• Wikidata: Q7081287
• ChEMBL ID: CHEMBL3561395
• Mol file: 17354-14-2.mol

Synonyms:Solvent blue 35;17354-14-2;1,4-bis(butylamino)anthracene-9,10-dione;Sudan Blue II;C.I. Solvent Blue 35;9,10-Anthracenedione, 1,4-bis(butylamino)-;1,4-Bis(butylamino)anthraquinone;ZVT4Q30OQY;12769-17-4;CI 61554;DTXSID5044605;EINECS 241-379-4;UNII-ZVT4Q30OQY;Anthraquinone, 1,4-bis(butylamino)-;1,4-Bis(n-butylamino)-9,10-anthracenedione;9,10-Anthracenedione, 1,4-di(butylamino)-;C.I. 61554;Sudan Blue 2;MFCD00011714;SOLVENTBLUE35;C.I.Solvent Blue 35;SCHEMBL156500;CHEMBL3561395;DTXCID3024605;Solvent blue 35,CI 61554;SOLVENT BLUE 35 [INCI];1,4-di(butylamino)-anthraquinone;Sudan Blue II, analytical standard;HY-D0516;Sudan Blue II, Dye content 98 %;Tox21_303986;s6101;1,4-Bis(N-n-butylamino)anthraquinone;AKOS002134522;CS-6262;NCGC00357014-01;1,4-bis(butylamino)anthra-9,10-quinone;AS-17198;1,4-Di(butylamino)-9,10-anthracenedione;CAS-17354-14-2;EU-0066568;D97860;1,4-BIS(BUTYLAMINO)-9,10-ANTHRACENEDIONE;A881758;Q7081287;W-110453;1,4-Bis(butylimino)-1,4-dihydroanthracene-9,10-diol;C.I. SOLVENT BLUE 35;Transparent Blue 2N;9,10-anthracenedione, 1,4-bis(butylamino)-;1,4-bis(butylamino)anthraquinone;colouringagentci61554(solventblue35);anthraquinone, 1,4-bis(butylamino)-

Chemical Property of 1,4-Bis(butylamino)anthracene-9,10-dione

Chemical Property:

• Appearance/Colour: dark blue powder
• Vapor Pressure: 5.97E-13mmHg at 25°C
• Melting Point: 120-122 °C(lit.)
• Refractive Index: 1.63
• Boiling Point: 568.7 °C at 760 mmHg
• PKA: 5.45±0.20(Predicted)
• Flash Point: 187.2 °C
• PSA: 58.20000
• Density: 1.179 g/cm³
• LogP: 5.03200
• Storage Temp.: room temp
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 350.199428076
• Heavy Atom Count: 26
• Complexity: 449

Purity/Quality:

99% ^*data from raw suppliers

SudanBlueII;OilBlue35 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCNC1=C2C(=C(C=C1)NCCCC)C(=O)C3=CC=CC=C3C2=O

Technology Process of 1,4-Bis(butylamino)anthracene-9,10-dione

There total 10 articles about 1,4-Bis(butylamino)anthracene-9,10-dione 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: 95.3%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + N-butylamine (109-73-9,85404-21-3) → solvent blue 35 (17354-14-2)

Guidance literature:

With acetic acid; sodium sulfate; In ethanol; for 4h; Reflux;

Reference yield: 71.0%

1,4-difluoroanthracene-9,10-dione (28736-42-7) + N-butylamine (109-73-9,85404-21-3) → solvent blue 35 (17354-14-2)

Guidance literature:

In dimethyl sulfoxide; at 110 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.tet.2010.02.018

Reference yield: 68.0%

9,10-dioxo-9,10-dihydroanthracene-1,4-diyl bis(4-methylbenzenesulfonate) (96701-06-3) + N-butylamine (109-73-9,85404-21-3) → solvent blue 35 (17354-14-2)

Guidance literature:

In pyridine; at 60 - 100 ℃;

DOI:10.1021/jo00383a025

upstream raw materials:

1,4-dihydroxy-9,10-anthracenedione

N-butylamine

9,10-phenanthrenequinone

9,10-dioxo-9,10-dihydroanthracene-1,4-diyl bis(4-methylbenzenesulfonate)

Downstream raw materials:

1,4-diamino-9,10-anthraquinone

1-amino-4-butylaminoanthraquinone

1-amino-4-butyrylamidoanthraquinone

C₃₂H₃₂N₂O₄

Refernces

• 1、 Jaxel, Julien,Amer, Hassan,Bacher, Markus,Roller, Alexander,Guggenberger, Matthias,Zwirchmayr, Nele Sophie,Hansmann, Christian,Liebner, Falk. "Facile synthesis of 1-butylamino- and 1,4-bis(butylamino)-2-alkyl-9,10-anthraquinone dyes for improved supercritical carbon dioxide dyeing". . . Retrieved 2019/11/28.
• 2、 Nor, Siti Mariam Mohd,Sukari, Mohd Aspollah Hj Md,Azziz, Saripah Salbiah Syed Abdul,Fah, Wong Chee,Alimon, Hasimah,Juhan, Siti Fadilah. "Synthesis of new cytotoxic aminoanthraquinone derivatives via nucleophilic substitution reactions". . p. 8046 - 8062. Retrieved 2013/08/23.