1,4-Anthracenedione, 2,3-dihydro-9,10-dihydroxy-

Base Information

• Chemical Name: 1,4-Anthracenedione, 2,3-dihydro-9,10-dihydroxy-
• CAS No.: 17648-03-2
• Deprecated CAS: 79248-79-6
• Molecular Formula: C14H10O4
• Molecular Weight: 242.231
• Hs Code.: 2914690090
• European Community (EC) Number: 241-631-3,254-942-4
• NSC Number: 42299
• DSSTox Substance ID: DTXSID1066237,DTXSID90885803
• Nikkaji Number: J332.433H,J985G
• Wikidata: Q81992825
• ChEMBL ID: CHEMBL1774129
• Mol file: 17648-03-2.mol

Synonyms:17648-03-2;2,3-Dihydro-9,10-dihydroxy-1,4-anthracenedione;40498-13-3;9,10-dihydroxy-2,3-dihydroanthracene-1,4-dione;Leucoquinizarine;1,4-Anthracenedione, 2,3-dihydro-9,10-dihydroxy-;2,3-Dihydro-1,4-dihydroxyanthraquinone;Leuco-1,4-dihydroxyanthraquinone;2,3-Dihydro-9,10-dihydroxyanthracene-1,4-dione;9,10-Anthracenedione, 2,3-dihydro-1,4-dihydroxy-;EINECS 241-631-3;EINECS 254-942-4;NSC 42299;NSC-42299;Anthraquinone, 2,3-dihydro-1,4-dihydroxy;Leucoquinazarin;2,4-dihydroxyanthraquinone;Oprea1_206867;SCHEMBL375358;SCHEMBL4888800;CHEMBL1774129;DTXSID1066237;DTXSID90885803;NPD7814;NSC42299;9, 2,3-dihydro-1,4-dihydroxy-;BBL027792;MFCD00012251;STK801807;AKOS005622677;AKOS040752509;Anthraquinone,3-dihydro-1,4-dihydroxy;AS-11634;CS-0204794;FT-0627800;1,4-dihydroxy-2,3-dihydro-9,10-anthraquinone;9,10-antraquinona, 2,3-dihidro-1,4-dihidroxi-;2,3-Dihydro-9,10-dihydroxy-1,4-anthracene-dione;9,10-Dihydroxy-2,3-dihydro-1,4-anthracenedione #;9,10-dihydroxy-2,3-dihydro-anthracene-1,4-dione;W-107837;W-110933;2,3-Dihydro-9,10-dihydroxy-1,4-anthracenedione 90%;2,3-Dihydro-9,10-dihydroxy-1,4-anthracenedione, 90%;9,10-dihydroxy-1,2,3,4-tetrahydroanthracene-1,4-dione

Chemical Property of 1,4-Anthracenedione, 2,3-dihydro-9,10-dihydroxy-

Chemical Property:

• Vapor Pressure: 7.4E-14mmHg at 25°C
• Melting Point: 154-157 °C(lit.)
• Refractive Index: 1.744
• Boiling Point: 575.8 °C at 760 mmHg
• PKA: 7?+-.0.20(Predicted)
• Flash Point: 316 °C
• PSA: 74.60000
• Density: 1.511 g/cm³
• LogP: 2.41020
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 242.05790880
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

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

9,10-Dihydroxy-2,3-dihydroanthracene-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C(C3=CC=CC=C3C(=C2C1=O)O)O

Technology Process of 1,4-Anthracenedione, 2,3-dihydro-9,10-dihydroxy-

There total 20 articles about 1,4-Anthracenedione, 2,3-dihydro-9,10-dihydroxy- 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: 96.1%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) → 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione (17648-03-2,79248-79-6)

Guidance literature:

1,4-dihydroxy-9,10-anthracenedione; With sodium carbonate; In water; at 85 ℃; Inert atmosphere;

With sodium dithionite; In water; Inert atmosphere;

DOI:10.1016/j.dyepig.2015.07.001

Reference yield: 80.0%

1,4-Diethoxy-9,10-anthraquinone (75829-97-9) → 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione (17648-03-2,79248-79-6)

Guidance literature:

With acetic acid; aluminium; indium(III) chloride; In ethanol; water; at 90 ℃; for 11h;

DOI:10.1016/j.tet.2007.03.113

Reference yield: 47.0%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) + ethylenediamine (107-15-3,85404-18-8) → 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione (17648-03-2,79248-79-6) + 6-hydroxy-1,2,3,4-tetrahydronaphtho<2,3-f>quinoxaline-7,12-dione (20269-39-0)

Guidance literature:

With oxygen; In pyridine; Ambient temperature;

DOI:10.1246/cl.1980.743

upstream raw materials:

1,4-dihydroxy-9,10-dioxo-9,10-dihydro-anthracene-2,3-dicarboxylic acid-anhydride

2-chloro-1,4-dihydroxy-9,10-anthraquinone

1,4-dihydroxy-9,10-anthracenedione

ethylenediamine

Downstream raw materials:

1,4-bis-(3-hydroxymethyl-anilino)-anthraquinone

1-hydroxy-4-(3-hydroxymethyl-anilino)-anthraquinone

1-hydroxy-4-(2,4,5-trimethyl-anilino)-anthraquinone

1-hydroxy-4-[4-(2-hydroxy-ethoxy)-anilino]-anthraquinone

Refernces

• 1、 Shan, Bin,Tong, Xing,Xiong, Wei,Qiu, Wenzhu,Tang, Bingtao,Lu, Rongwen,Ma, Wei,Luo, Yi,Zhang, Shufen. "A new kind of H-acid monoazo-anthraquinone reactive dyes with surprising colour". . p. 44 - 54. Retrieved 2015/09/01.
• 2、 Maskey, Rajendra P.,Helmke, Elisabeth,Fiebig, Heinz-Herbert,Laatsch, Hartmut. "Parimycin: Isolation and structure elucidation of a novel cytotoxic 2,3-dihydroquinizarin analogue of γ-indomycinone from a marine Streptomycete isolate". . p. 1031 - 1035. Retrieved 2007/10/03.