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1,2,5,8-Tetrahydroxyanthraquinone is a chemical compound belonging to the anthraquinone family, characterized by the presence of four hydroxy groups at the 1-, 2-, 5-, and 8-positions. It exhibits unique color properties and solubility characteristics, making it suitable for various applications.

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  • 81-61-8 Structure
  • Basic information

    1. Product Name: 1,2,5,8-TETRAHYDROXYANTHRAQUINONE
    2. Synonyms: CI 58500;CI NO 58500;LABOTEST-BB LT00129956;ALIZARIN CYANINE 3R;ALIZARIN BORDEAUX;1,2,5,8-TETRAHYDROXYANTHRAQUINONE;QUINALIZARINE;QUINALIZARIN
    3. CAS NO:81-61-8
    4. Molecular Formula: C14H8O6
    5. Molecular Weight: 272.21
    6. EINECS: 201-366-6
    7. Product Categories: Miscellaneous
    8. Mol File: 81-61-8.mol
  • Chemical Properties

    1. Melting Point: >275°
    2. Boiling Point: 375.27°C (rough estimate)
    3. Flash Point: 280.6 °C
    4. Appearance: red/
    5. Density: 1.4292 (rough estimate)
    6. Vapor Pressure: 2.59E-11mmHg at 25°C
    7. Refractive Index: 1.5230 (estimate)
    8. Storage Temp.: room temp
    9. Solubility: N/A
    10. Water Solubility: 2.586mg/L(25 oC)
    11. BRN: 1889617
    12. CAS DataBase Reference: 1,2,5,8-TETRAHYDROXYANTHRAQUINONE(CAS DataBase Reference)
    13. NIST Chemistry Reference: 1,2,5,8-TETRAHYDROXYANTHRAQUINONE(81-61-8)
    14. EPA Substance Registry System: 1,2,5,8-TETRAHYDROXYANTHRAQUINONE(81-61-8)
  • Safety Data

    1. Hazard Codes: Xn,N
    2. Statements: 36/37/38-50-22
    3. Safety Statements: 26-36-61
    4. RIDADR: UN 3077 9 / PGIII
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 81-61-8(Hazardous Substances Data)

81-61-8 Usage

Uses

Used in Textile Industry:
1,2,5,8-Tetrahydroxyanthraquinone is used as a dye for cotton mordanted with chromium salts, producing a bluish-violet color, and with aluminum salts, yielding a dark red color. Although it is no longer commonly used as a dye, it is occasionally employed in cotton printing.
Properties and Applications:
1,2,5,8-Tetrahydroxyanthraquinone exhibits different color shades depending on the metal salts used, such as violet (chromium) and dark red or light purple (aluminum). It is soluble in ethanol and displays color changes in concentrated sulfuric acid, turning blue-purple and precipitating dark red upon dilution.
Standard:
1,2,5,8-Tetrahydroxyanthraquinone's performance is evaluated based on various fastness properties, including ironing, light, fulling, perspiration, soaping, and resistance to water, alkali, and acid. According to the provided data, it has a rating of 6 for ironing fastness, 4-5 for light fastness, and 5 for fulling, perspiration, soaping, water, alkali, and acid resistance, following the ISO standard.

Preparation

Quinalizarin. 1,2-Dihydroxyanthracene-9,10-dione or 1,4-Dihydroxyanthracene-9,10-dione with great excess fuming sulfuric acid oxidation and hydrolysis.

Biochem/physiol Actions

Quinalizarin is a potent (IC50 = 110 nM), ATP-competitive, and highly selective (IC50 >1μM against CK1 and 72 other kinases) casein Kinase II (CK2) inhibitor.

Standard

Ironing Fastness

Alkali

Acid

Purification Methods

Crystallise the quinone from acetic acid or nitrobenzene. It can be sublimed in vacuo. The Cu salt forms red crystals. [Beilstein 8 H 549, 8 I 755, 8 II 584.]

Check Digit Verification of cas no

The CAS Registry Mumber 81-61-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 1 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 81-61:
(4*8)+(3*1)+(2*6)+(1*1)=48
48 % 10 = 8
So 81-61-8 is a valid CAS Registry Number.
InChI:InChI=1/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H

81-61-8 Well-known Company Product Price

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  • Sigma

  • (Q2763)  Quinalizarin  ≥95% (HPLC)

  • 81-61-8

  • Q2763-5MG

  • 1,099.80CNY

  • Detail
  • Sigma

  • (Q2763)  Quinalizarin  ≥95% (HPLC)

  • 81-61-8

  • Q2763-25MG

  • 4,437.81CNY

  • Detail

81-61-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name quinalizarin

1.2 Other means of identification

Product number -
Other names 1,2,5,8-tetrahydroxy-9,10-anthracenedione

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:81-61-8 SDS

81-61-8Relevant articles and documents

Method for dyeing keratinous fibres using a monohydroxyindole or dihydroxyindole and a non-oxidizing aromatic carbonyl derivative and dyeing agent

-

, (2008/06/13)

The present invention relates to a method for dyeing keratinous fibers, characterized in that the following are applied to the fibers: a) a composition (A) containing, in a medium appropriate for dyeing, at least one monohydroxyindole or dihydroxyindole, this application being preceded or followed by the application of b) a composition (B) containing, in a medium appropriate for dyeing, at least one aromatic carbonyl derivative chosen from hydroxyacetophenones, hydroxybenzophenones, 2-hydroxy-1,4-benzoquinones, hydroxy-1,4-naphthoquinones,amino-1,4-naphthoquinones,hydroxy-9,10-anthraquinones and amino-9,10-anthraquinones. It also relates to the dyeing agents for carrying it out.

One-Electron Redox Potentials of Phenols. Hydroxy- and Aminophenols and Related Compounds of Biological Interest

Steenken, S.,Neta, P.

, p. 3661 - 3667 (2007/10/02)

The rate constants for reversible electron transfer between a series of substituted phenolate ions and anilines and various substituted phenoxyl or anilino radicals in aqueous solution were measured by observing the formation or depletion of the radicals involved.Nonequilibrium concentrations of the radicals were produced in the presence of the corresponding phenols or anilines by using the pulse radiolysis technique.The relaxation of the system to equilibrium was monitored by optical detection methods.From the equilibrium constants for one-electron transfer, the one-electron redox potentials (E2) for 38 phenolic or anilino type compounds were determined, many of which are natural products.The redox potentials are strongly influenced by electron-donating or -withdrawing substituents at the aromatic system.

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