Alizarin yellow R - indicator , CAS No.2243-76-7

CAS: 2243-76-7 Cat. No.: A100247 Molecular Weight: 287.23 EC Number: 218-818-3

GRADE & PURITY Indicator

Synonyms

Alizarine Orange 2GN | Chrome Orange MR | Chrome Orange RLE | Mitsui Chrome Orange AN | DTXSID1033163 | Solochrome Orange M | 5-(p-Nitrophenylazo)salicylic acid | Alizarin Yellow R | Alizarine Yellow RW | OBF2VZO457 | 2-hydroxy-5-[(E)-(4-nitrophenyl)diaze

Storage

Desiccated,Room temperature

Shipped In

Normal

Specifications

Synonyms

Alizarine Orange 2GN | Chrome Orange MR | Chrome Orange RLE | Mitsui Chrome Orange AN | DTXSID1033163 | Solochrome Orange M | 5-(p-Nitrophenylazo)salicylic acid | Alizarin Yellow R | Alizarine Yellow RW | OBF2VZO457 | 2-hydroxy-5-[(E)-(4-nitrophenyl)diaze

Specifications & Purity

indicator

Biochemical and Physiological Mechanisms

Azo dye used as a pH indicator.

Storage

Desiccated, Room temperature

Shipped In

Normal

Grade

Indicator

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Pubchem Sid: 488182144
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182144
• Canonical Smiles: C1=CC(=CC=C1N=NC2=CC(=C(C=C2)O)C(=O)O)[N+](=O)[O-]
• IUPAC Name: 2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzoic acid
• InChIKey: YVJPMMYYRNHJAU-UHFFFAOYSA-N
• INCHI: 1S/C13H9N3O5/c17-12-6-3-9(7-11(12)13(18)19)15-14-8-1-4-10(5-2-8)16(20)21/h1-7,17H,(H,18,19)
• Isomeric SMILES: C1=CC(=CC=C1N=NC2=CC(=C(C=C2)O)C(=O)O)[N+](=O)[O-]
• Molecular Weight: 287.23
• Reaxy-Rn: 962365
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=962365&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: Salicylic acids Benzoic acids Nitrobenzenes Benzoyl derivatives Nitroaromatic compounds 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Azo compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Carboxylic acids Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organic salts Organic zwitterions Organooxygen compounds Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Azobenzene - Hydroxybenzoic acid - Salicylic acid or derivatives - Salicylic acid - Benzoic acid or derivatives - Benzoic acid - Nitrobenzene - Nitroaromatic compound - Benzoyl - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Vinylogous acid - Organic nitro compound - C-nitro compound - Azo compound - Organic 1,3-dipolar compound - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxoazanium - Hydrocarbon derivative - Organic oxygen compound - Organic salt - Organopnictogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Organic zwitterion - Organic nitrogen 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: Not available

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

• Molecular Weight: 287.230 g/mol
• XLogP3: 4.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 287.054 Da
• Monoisotopic Mass: 287.054 Da
• Topological Polar Surface Area: 128.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 415.000
• 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: 1

References

1. Han-Qing Zhao, Nannan Hou, Yi-Ran Wang, Wen-Qiang Li, Qi Liu, Peili Lu, Yang Mu.  (2022)  Carbon nanotubes mediated chemical and biological decolorization of azo dye: Understanding the structure-activity relationship.  ENVIRONMENTAL RESEARCH,      [PMID:35151661] [10.1016/j.envres.2022.112897]

2. Fangke Yu, Yang Chen, Yuwei Pan, Yang Yang, Hongrui Ma.  (2020)  A cost-effective production of hydrogen peroxide via improved mass transfer of oxygen for electro-Fenton process using the vertical flow reactor.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2020.116695]

3. Muhammad Usman, Adeel Ahmed, Bing Yu, Qiaohong Peng, Youqing Shen, Hailin Cong.  (2019)  Photocatalytic potential of bio-engineered copper nanoparticles synthesized from Ficus carica extract for the degradation of toxic organic dye from waste water: Growth mechanism and study of parameter affecting the degradation performance.  MATERIALS RESEARCH BULLETIN,      [PMID:] [10.1016/j.materresbull.2019.110583]

4. Hailong Liu, Ruixue Sun, Shengyu Feng, Dengxu Wang, Hongzhi Liu.  (2018)  Rapid synthesis of a silsesquioxane-based disulfide-linked polymer for selective removal of cationic dyes from aqueous solutions.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2018.11.148]

5. Yuefei Song, Qihua Hu, Tiemei Li, Yueke Sun, Xinxin Chen, Jing Fan.  (2018)  Fabrication and characterization of phosphorylated chitosan nanofiltration membranes with tunable surface charges and improved selectivities.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2018.07.010]

6. Yuanzhen Zhou, Weimin Tang, Jing Wang, Guo Zhang, Shouning Chai, Liang Zhang, Ting Liu.  (2014)  Selective determination of dopamine and uric acid using electrochemical sensor based on poly(alizarin yellow R) film-modified electrode.  Analytical Methods,  6  (10): (3474-3481).  [PMID:] [10.1039/C3AY42216J]

7. Sanchuan Yu, Yinping Zheng, Qing Zhou, Shi Shuai, Zhenhua Lü, Congjie Gao.  (2012)  Facile modification of polypropylene hollow fiber microfiltration membranes for nanofiltration.  DESALINATION,      [PMID:] [10.1016/j.desal.2012.04.027]

8. Meihong Liu, Guohua Yao, Qibo Cheng, Miao Ma, Sanchuan Yu, Congjie Gao.  (2012)  Acid stable thin-film composite membrane for nanofiltration prepared from naphthalene-1,3,6-trisulfonylchloride (NTSC) and piperazine (PIP).  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2012.04.043]

9. Alotibi Satam.  (2024)  Unveiling the Synthesis of a Zirconium-Substituted Copper Bismuth Oxide Catalyst for Visible Light-Responsive Photocatalytic Degradation of Persistent Organic Dye.  ARABIAN JOURNAL FOR SCIENCE AND ENGINEERING,      [PMID:] [10.1007/s13369-024-09700-4]