Alizarin Red S

Base Information

• Chemical Name: Alizarin Red S
• CAS No.: 130-22-3
• Deprecated CAS: 12777-35-4,63309-95-5,129038-88-6,129038-88-6,63309-95-5
• Molecular Formula: C14H7NaO7S
• Molecular Weight: 342.261
• Hs Code.: 32049090
• European Community (EC) Number: 204-981-8
• UNII: 3F3AT0Q12H
• DSSTox Substance ID: DTXSID6052744
• Wikipedia: Alizarin_Red_S
• Wikidata: Q4062337
• ChEMBL ID: CHEMBL175336
• Mol file: 130-22-3.mol

Synonyms:Alizarin Red S;Alizarin Red S, monosodium salt;Alizarine S;alizarine sulfonate

Chemical Property of Alizarin Red S

Chemical Property:

• Appearance/Colour: yellow-orange powder
• Melting Point: >250°C
• Boiling Point: 287-289°C
• PKA: 4.5, 11(at 25℃)
• PSA: 140.18000
• LogP: 1.85810
• Storage Temp.: Store at +5°C to +30°C.
• Solubility.: H2O: soluble1mg/mL
• Water Solubility.: Soluble in water and alcohol.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 341.98101801
• Heavy Atom Count: 23
• Complexity: 599

Purity/Quality:

99.8 % ^*data from raw suppliers

Alizarin Red S certified by the Biological Stain Commission ^*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

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)O)S(=O)(=O)[O-].[Na+]
• Uses: Alizarin Red S is used in the biochemical assay to determine the presence of calcium. Alizarin Red S sodium salt is used as a chromogenic agent for the colorimetric determination of dothiepin hydrochloride in pharmaceutical formulations. It is also used as an ion-pair reagent for the spectrophotometric assay of fexofenadine in pharmaceuticals. It acts as a colorometric pH indicator in the range of 3.8-5.4. Further, it is used in a biochemical assay to determine the presence of calcific deposition by cells of an osteogenic lineage.

Technology Process of Alizarin Red S

There total 2 articles about Alizarin Red S 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:

C21H11BO8S(2-) → alizarin red S (130-22-3) + 3H-benzo[c][1,2]oxaborol-1-ol (5735-41-1)

Guidance literature:

In acetonitrile; pH-value; Kinetics; Inert atmosphere; Darkness; Sealed tube;

DOI:10.1021/jo302264g

Reference yield:

C28H12O14S2Zn(2-)*2Na(1+) + hydrogen sulfide (7783-06-4) → alizarin red S (130-22-3) + zinc sulfide

Guidance literature:

In methanol; aq. phosphate buffer; at 20 ℃; pH=7.4; pH-value;

DOI:10.1039/c5ra11901d

Reference yield: 82.0%

alizarin red S (130-22-3) + nickel dichloride (83864-14-6) → Ni(C6H4(CO)2C6H(OH)(O)SO3)2(2-)*2Na(1+)=Ni(C6H4(CO)2C6H(OH)(O)SO3Na)2

Guidance literature:

In water; ligand refluxed for 30 min with H2O, filtered at 100°C, added toaq. soln. of metal salt, refluxed for 2 h, left overnight at 25°C; ppt. filtered, washed with H2O and MeOH, dried at 85°C, stored over P2O5 (vac.); elem. anal.;

upstream raw materials:

hydrogen sulfide

Downstream raw materials:

2,3-dimethyl-1,4-benzoquinone

Refernces

• 1、 Tomsho, John W.,Benkovic, Stephen J.. "Examination of the reactivity of benzoxaboroles and related compounds with a cis -diol". . p. 11200 - 11209. Retrieved 2012.