Quinalizarin

Base Information

• Chemical Name: Quinalizarin
• CAS No.: 81-61-8
• Molecular Formula: C14H8O6
• Molecular Weight: 272.214
• European Community (EC) Number: 201-366-6
• NSC Number: 144046,4896
• UNII: 6D43C3LYSG
• DSSTox Substance ID: DTXSID4052558
• Nikkaji Number: J3.860A
• Wikipedia: Quinalizarin
• Wikidata: Q1073575
• Pharos Ligand ID: UG5N17JR46XZ
• Metabolomics Workbench ID: 55598
• ChEMBL ID: CHEMBL29898
• Mol file: 81-61-8.mol

Synonyms:1,2,5,8-tetrahydroxy anthraquinone;quinalizarin;quinalizarine

Chemical Property of Quinalizarin

Chemical Property:

• Vapor Pressure: 2.59E-11mmHg at 25°C
• Melting Point: >275°
• Refractive Index: 1.814
• Boiling Point: 517.1 °C at 760 mmHg
• Flash Point: 280.6 °C
• PSA: 115.06000
• Density: 1.781 g/cm³
• LogP: 1.28440
• Storage Temp.: room temp
• Water Solubility.: 2.586mg/L(25 oC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 272.03208797
• Heavy Atom Count: 20
• Complexity: 435

Purity/Quality:

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

Quinalizarin ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 36/37/38-50-22
• Safety Statements: 26-36-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC(=C(C2=C1C(=O)C3=C(C=CC(=C3C2=O)O)O)O)O
• Uses: 1,2,5,8-TETRAHYDROXYANTHRAQUINONE is Al salts dark red, cotton mordanted with Cr salts bluish-violet. No longer used as a dye, except occasionally in printing cotton.

Technology Process of Quinalizarin

There total 7 articles about Quinalizarin 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:

1,2-dihydroxy-9,10-anthracenedione (72-48-0,84754-86-9) → 1,2,5,8-tetrahydroxy-anthraquinone (81-61-8)

Guidance literature:

With sulfuric acid; at 25 - 50 ℃; man giesst dann auf Eis und loest den aus dem Schwefelsaeureester bestehenden Niederschlag in Natronlauge; die alkal.Loesung kocht man mit ueberschuessiger Salzsaeure;

Reference yield:

3,4-dimethoxy-phthalic acid (518-90-1) + hydroquinone (123-31-9,8027-02-9) → 1,2,5,8-tetrahydroxy-anthraquinone (81-61-8)

Guidance literature:

With sulfuric acid; at 130 ℃; man verseift den entstandenen Dimethylaether mit Eisessig-Chlorwasserstoff bei 200grad;

Reference yield:

3,6-dimethoxyphthalic anhydride (14597-12-7) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 1,2,5,8-tetrahydroxy-anthraquinone (81-61-8)

Guidance literature:

With aluminium trichloride; sodium chloride;

DOI:10.1021/jo01205a009

upstream raw materials:

3,6-dimethoxyphthalic anhydride

benzene-1,2-diol

1,4-dihydroxy-9,10-anthracenedione

1,2-dihydroxy-9,10-anthracenedione

Downstream raw materials:

triphenylgermyl 1,2,5,8-tetrahydroxy-9,10-anthraquinone adduct

hydroquinone

1,2,5,8-Tetrakis-benzyloxy-anthraquinone

1,2,4,5,8-pentahydroxy-9,10-anthraquinone

Refernces

• 1、 Steenken, S.,Neta, P.. "One-Electron Redox Potentials of Phenols. Hydroxy- and Aminophenols and Related Compounds of Biological Interest". . p. 3661 - 3667. Retrieved 2007/10/02.