Alizarine Yellow R

Base Information

• Chemical Name: Alizarine Yellow R
• CAS No.: 2243-76-7
• Deprecated CAS: 62340-95-8
• Molecular Formula: C13H9N3O5
• Molecular Weight: 287.232
• Hs Code.: 32041200
• European Community (EC) Number: 218-818-3
• UNII: OBF2VZO457
• DSSTox Substance ID: DTXSID1033163
• Nikkaji Number: J5.234E,J1.627.236A
• Wikipedia: Alizarine_Yellow_R
• Wikidata: Q2695590
• ChEMBL ID: CHEMBL1206021,CHEMBL1325256,CHEMBL1428964
• Mol file: 2243-76-7.mol

Synonyms:alizarin yellow R

Chemical Property of Alizarine Yellow R

Chemical Property:

• Appearance/Colour: brown powder
• Vapor Pressure: 6.74E-14mmHg at 25°C
• Melting Point: 250 °C
• Refractive Index: 1.671
• Boiling Point: 571.4 °C at 760 mmHg
• PKA: 11.2(at 25℃)
• Flash Point: 299.4 °C
• PSA: 128.07000
• Density: 1.49 g/cm³
• LogP: 3.93720
• Solubility.: Solubility Soluble in water, ethanol; slightly soluble in aceton
• Water Solubility.: SOLUBLE
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 287.05422040
• Heavy Atom Count: 21
• Complexity: 415

Purity/Quality:

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

Mordant Orange 1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: C1=CC(=CC=C1N=NC2=CC(=C(C=C2)O)C(=O)O)[N+](=O)[O-]

Technology Process of Alizarine Yellow R

There total 12 articles about Alizarine Yellow R 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: 97.0%

4-nitro-aniline (100-01-6,104810-17-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 5-[(E)-2-(4-nitrophenyl)-1-diazenyl]-2-hydroxybenzoic acid (2243-76-7)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1h;

salicylic acid; With sodium carbonate; sodium hydroxide; In water; at 0 ℃; pH=8;

DOI:10.1016/j.ejmech.2020.112676

Reference yield: 80.0%

4-nitro-aniline (100-01-6,104810-17-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → alizarin yellow R (2243-76-7)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at -0.16 ℃; for 0.166667h;

salicylic acid; With sodium hydroxide; In water;

DOI:10.1002/anie.201711062

Reference yield: 60.0%

sodium salicylate (54-21-7) + 4-nitro-aniline (100-01-6,104810-17-5) → alizarin yellow R (2243-76-7)

Guidance literature:

4-nitro-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.75h;

sodium salicylate; In water; at 0 - 5 ℃; for 2h; Alkaline conditions;

DOI:10.4314/bcse.v28i3.17

upstream raw materials:

p-nitrobenzenediazonium

salicylic acid

4-nitrobenzenediazonium chloride

2-hydroxy-5-phenylazo-benzoic acid

Downstream raw materials:

5-(4-nitrophenylazo)-2-(methacroyloxy)benzoic acid

1,4-phenylenediamine

Refernces

• 1、 Lucht, Karsten,Loose, Dirk,Ruschmeier, Maximilian,Strotk?tter, Valerie,Dyker, Gerald,Morgenstern, Karina. "Hydrophilicity and Microsolvation of an Organic Molecule Resolved on the Sub-molecular Level by Scanning Tunneling Microscopy". . p. 1266 - 1270. Retrieved 2018.
• 2、 Bracher, Franz,Dietschreit, Johannes C. B.,Ghazy, Ehab,Glas, Carina,Jung, Manfred,Ochsenfeld, Christian,Sippl, Wolfgang,Urban, Lars,W?ssner, Nathalie. "Identification of the subtype-selective Sirt5 inhibitor balsalazide through systematic SAR analysis and rationalization via theoretical investigations". supporting information. . Retrieved 2020/08/28.