1-(2-Pyridylazo)-2-naphthol(PAN) - ≥90%, used for 1-(2-Pyridylazo)-2-naphthol is commonly used as an acid-base indicator. It is also suitable as a spectrophotometric reagent, which can extract metal chelates into an organic solvent. various applications ,

CAS: 85-85-8 Cat. No.: P753621 Molecular Weight: 249.27 EC Number: 201-637-9

GRADE & PURITY ≥90%

Synonyms

α-Pyridylazo-β-naphthol PAN O-PAN

Storage

Room temperature

Shipped In

Normal

Overview

1-(2-Pyridylazo)-2-naphthol (PAN) is an orange-colored dye. It can form chelates with metal ions, which makes it a valuable indicator in complexometric titrations.

Specifications

Synonyms

α-Pyridylazo-β-naphthol PAN O-PAN

Specifications & Purity

≥90%

Application

1-(2-Pyridylazo)-2-naphthol is commonly used as an acid-base indicator. It is also suitable as a spectrophotometric reagent, which can extract metal chelates into an organic solvent.

Storage

Room temperature

Shipped In

Normal

Purity

≥90%

Names and Identifiers

• Pubchem Sid: 528753940
• Canonical Smiles: C1=CC=C2C(=C1)C=CC(=C2N=NC3=CC=CC=N3)O
• IUPAC Name: 1-(pyridin-2-yldiazenyl)naphthalen-2-ol
• InChIKey: LLYOXZQVOKALCD-UHFFFAOYSA-N
• INCHI: 1S/C15H11N3O/c19-13-9-8-11-5-1-2-6-12(11)15(13)18-17-14-7-3-4-10-16-14/h1-10,19H
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=C2N=NC3=CC=CC=N3)O
• WGK Germany: 3
• Molecular Weight: 249.27
• Reaxy-Rn: 206390
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=206390&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Naphthols and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Naphthols and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthols and derivatives
• Alternative Parents: 1-hydroxy-2-unsubstituted benzenoids Pyridines and derivatives Heteroaromatic compounds Azo compounds Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-naphthol - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Pyridine - Heteroaromatic compound - Azo compound - Azacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthols and derivatives. These are naphthalene derivatives carrying one or more hydroxyl (-OH) groups at any ring position.
• 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

• Solubility: Insoluble in water.
• Melt Point(°C): 138-141°C
• Molecular Weight: 249.270 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 249.09 Da
• Monoisotopic Mass: 249.09 Da
• Topological Polar Surface Area: 57.800 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 321.000
• 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. Lei Jin, Zhao-Yun Wang, Zhuan-Yun Cai, Jia-Qiang Yang, An-Ni Zheng, Fang-Zu Yang, De-Yin Wu, Dongping Zhan.  (2023)  1-(2-Pyridylazo)-2-naphthol as a synergistic additive for improving throwing power of through hole copper electronic electroplating.  JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY,      [PMID:] [10.1016/j.jiec.2023.05.036]

2. Yong Han, Weixia Yang, Xueli Luo, Xie He, Ying Yu, Chunhua Li, Wenzhi Tang, Tianli Yue, Zhonghong Li.  (2019)  Cu2+-Triggered Carbon Dots with Synchronous Response of Dual Emission for Ultrasensitive Ratiometric Fluorescence Determination of Thiophanate-Methyl Residues.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:31618026] [10.1021/acs.jafc.9b04720]

3. Zhonghua Xue, Lulu Xiong, Hao Peng, Honghong Rao, Xiuhui Liu, Xiaoquan Lu.  (2018)  A selective colorimetric sensing strategy for cysteine based on an indicator-displacement mechanism.  NEW JOURNAL OF CHEMISTRY,  42  (6): (4324-4330).  [PMID:] [10.1039/C7NJ03887A]

4. Yang Hu, Lihui Wang, Jie Shen, Guoqiang Jiang, Chengyou Kan.  (2018)  Preparation and characterization of porous cationic poly[styrene-co-(N,N′-dimethylaminoethyl methacrylate)] nanoparticles and their adsorption of heavy metal ions in water.  POLYMER INTERNATIONAL,  67  (5): (535-543).  [PMID:] [10.1002/pi.5541]

5. Fan Chunlei, Pan Qinhe, Li Qun, Wang Liyuan.  (2015)  Cloud point-TiO2/sepiolite composites extraction for simultaneous preconcentration and determination of nickel in green tea and coconut water.  Journal of the Iranian Chemical Society,  13  (2): (331-337).  [PMID:] [10.1007/s13738-015-0741-6]

6. Iqbal Jibran, Yin Changhai, Geng Jinpei, Li Xiaoyu, Li Xiuyong, Du Yiping, Liu Bing Xiang.  (2012)  Ultra-sensitive spectrophotometric determination of nickel after complexation and membrane filtration.  MICROCHIMICA ACTA,  177  (1): (195-200).  [PMID:] [10.1007/s00604-012-0778-5]

7. Sangsang Liu, Qin Yu, Haitao Liu, Wenlong Chen, Fugang Qi, Yilong Dai, Yaru Liang, Weihong Lai, Xiaoping Ouyang.  (2024)  A multifunctional protective layer filled with 2D anionic nanosheets enabling a dendrite-free zinc anode.  Inorganic Chemistry Frontiers,  11  (4): (1135-1144).  [PMID:] [10.1039/D3QI01981K]

8. Wanting Ma, Shengchao Xu, Qifeng Wei, Xiulian Ren.  (2024)  Density, acidity and theoretical calculation of hydrophobic deep eutectic solvents formed by amide and lactic acid.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2024.125547]