Metanil yellow - indicator , CAS No.587-98-4

CAS: 587-98-4 Cat. No.: M112777 Molecular Weight: 375.38 Beilstein Registry Number: 3831568 EC Number: 209-608-2

GRADE & PURITY Indicator

Synonyms

METANIL YELLOW [MI] | Metanil Yellow F | Metanil Yellow KRSU | Basacid Yellow 232 | Benzenesulfonic acid, m-((p-anilinophenyl)azo)-, sodium salt | Calcocid Yellow MXXX | NSC-9292 | Sodium 3-(p-anilinophenylazo)benzenesulphonate | 3-(4-Anilinophenylazo)ben

Storage

Desiccated,Room temperature

Shipped In

Normal

Specifications

Synonyms

METANIL YELLOW [MI] | Metanil Yellow F | Metanil Yellow KRSU | Basacid Yellow 232 | Benzenesulfonic acid, m-((p-anilinophenyl)azo)-, sodium salt | Calcocid Yellow MXXX | NSC-9292 | Sodium 3-(p-anilinophenylazo)benzenesulphonate | 3-(4-Anilinophenylazo)ben

Specifications & Purity

indicator

Biochemical and Physiological Mechanisms

Metanil yellow is an azo dye. It is used as a counterstain in PAS (periodic acid-Schiff)/iron-hematoxylin stained sections to increase contrast. Metanil yellow changes its color from red at pH 1.2 to yellow at pH 2.3.

Storage

Desiccated, Room temperature

Shipped In

Normal

Grade

Indicator

Names and Identifiers

• Pubchem Sid: 488194639
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488194639
• Canonical Smiles: C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC(=CC=C3)S(=O)(=O)[O-].[Na+]
• IUPAC Name: sodium;3-[(4-anilinophenyl)diazenyl]benzenesulfonate
• InChIKey: NYGZLYXAPMMJTE-UHFFFAOYSA-M
• INCHI: 1S/C18H15N3O3S.Na/c22-25(23,24)18-8-4-7-17(13-18)21-20-16-11-9-15(10-12-16)19-14-5-2-1-3-6-14;/h1-13,19H,(H,22,23,24);/q;+1/p-1
• Isomeric SMILES: C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC(=CC=C3)S(=O)(=O)[O-].[Na+]
• WGK Germany: 1
• RTECS: DB7329500
• Molecular Weight: 375.38
• Beilstein: 3831568
• Reaxy-Rn: 3831568
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3831568&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azobenzenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azobenzenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Azobenzenes
• Alternative Parents: Benzenesulfonic acids and derivatives Benzenesulfonyl compounds 1-sulfo,2-unsubstituted aromatic compounds Aniline and substituted anilines Sulfonyls Organosulfonic acids Azo compounds Secondary amines Propargyl-type 1,3-dipolar organic compounds Organopnictogen compounds Organic sodium salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Azobenzene - Benzenesulfonate - Arylsulfonic acid or derivatives - Benzenesulfonyl group - 1-sulfo,2-unsubstituted aromatic compound - Aniline or substituted anilines - Monocyclic benzene moiety - Benzenoid - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Azo compound - Secondary amine - Organic alkali metal salt - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Hydrocarbon derivative - Organic oxide - Amine - Organosulfur compound - Organonitrogen compound - Organopnictogen compound - Organic sodium salt - Organic salt - Organic nitrogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.
• External Descriptors: organic sodium salt

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water; Soluble in Alcohol; Slightly soluble in Benzene,Ether; Very slightly soluble in Acetone
• Molecular Weight: 375.400 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 375.065 Da
• Monoisotopic Mass: 375.065 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 538.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

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2. Meng Fanqiu, Wang Luyan, Pei Meishan, Guo Wenjuan, Liu Guoran.  (2017)  Adsorption of metanil yellow from aqueous solution using polyaniline-bentonite composite.  COLLOID AND POLYMER SCIENCE,  295  (7): (1165-1175).  [PMID:] [10.1007/s00396-017-4098-5]

3. Rui Xin, Bingyin Jiang, Hongyang Ma, Ao Zhang, Madani Khan, Benjamin S. Hsiao.  (2024)  Highly permeable nanofibrous polyamide membranes for multi-component wastewater treatment: Exploration of multiple separation mechanism.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2024.111894]

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