2-Mercaptopyridine - ≥98% , CAS No.2637-34-5

CAS: 2637-34-5 Cat. No.: M101871 Molecular Weight: 111.16 Beilstein Registry Number: 105787 EC Number: 220-131-9

GRADE & PURITY ≥98%

Synonyms

2-Pyridinethiol | 2-pyridylthiol | mercaptopyridine | 2-Pyridyl mercaptan | Pyridin-2(1H)-thione | F9995-0226 | PD007080 | PYS | 2-Mercaptopyridine, ReagentPlus(R), 99% | EINECS 220-131-9 | Pridine-2-thiol | Z203045372 | MERCAPTOPYRIDINE, 2- | E81838 | Py

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Employed as a ligand in metal complexes

Specifications

Synonyms

2-Pyridinethiol | 2-pyridylthiol | mercaptopyridine | 2-Pyridyl mercaptan | Pyridin-2(1H)-thione | F9995-0226 | PD007080 | PYS | 2-Mercaptopyridine, ReagentPlus(R), 99% | EINECS 220-131-9 | Pridine-2-thiol | Z203045372 | MERCAPTOPYRIDINE, 2- | E81838 | Py

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504760797
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760797
• Canonical Smiles: C1=CC(=S)NC=C1
• IUPAC Name: 1H-pyridine-2-thione
• InChIKey: WHMDPDGBKYUEMW-UHFFFAOYSA-N
• INCHI: 1S/C5H5NS/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)
• Isomeric SMILES: C1=CC(=S)NC=C1
• WGK Germany: 3
• RTECS: UT9600000
• Alternate CAS: 73018-10-7
• Molecular Weight: 111.16
• Beilstein: 105787
• Reaxy-Rn: 105758
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=105758&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Hydropyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Hydropyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Dihydropyridines
• Alternative Parents: Thiolactams Heteroaromatic compounds Azacyclic compounds Organosulfur compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Dihydropyridine - Heteroaromatic compound - Thiolactam - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dihydropyridines. These are compounds containing a dihydropyridine moiety, which is a semi-saturated pyridine derivative with two double bonds.
• External Descriptors: aryl thiol - pyridines

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

Associated Targets(non-human)

J774.A1 (2436 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in chloroform, methanol and dimethyl sulfoxide
• Sensitivity: Air Sensitive
• Melt Point(°C): 124-130°C
• Molecular Weight: 111.170 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 111.014 Da
• Monoisotopic Mass: 111.014 Da
• Topological Polar Surface Area: 44.100 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 135.000
• 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. Huaikun Zhang, Wentao Wang, Zechuan Dai, Yin Zhu, Mingyu Cheng, Bocheng Zhang, Yafei Feng, Yangyang Zhang, Genqiang Zhang.  (2023)  Boosting hydrazine oxidation and hydrogen evolution catalysis with anchored Ru clusters by electronically tunable Ru–S–C bonds.  Journal of Materials Chemistry A,  11  (27): (14674-14681).  [PMID:] [10.1039/D3TA02504G]

2. Haisu Wu, Tifang Miao, Qinghua Deng, Li Qian, Haixia Shi, Yun Xu, Xianliang Fu.  (2022)  Unraveling Electron Structure and Reaction Mechanisms of Functionalized Nickel-Based Complexes for Efficient Hydrogen Evolution.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.1c09956]

3. Sijia Liu, Xiaoran Tian, Jiaqi Guo, Xianming Kong, Lingzi Xu, Qian Yu, Alan X. Wang.  (2021)  Multi-functional plasmonic fabrics: A flexible SERS substrate and anti-counterfeiting security labels with tunable encoding information.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2021.150861]

4. Huihui Tian, Hongbian Li, Ying Fang.  (2019)  Binary Thiol-Capped Gold Nanoparticle Monolayer Films for Quantitative Surface-Enhanced Raman Scattering Analysis.  ACS Applied Materials & Interfaces,      [PMID:30964281] [10.1021/acsami.9b02069]

5. Qiang Wang, Meizhen Zhang, Siru Chen, Qian Yu, Rui Wang, Jiaqi Guo, Xianming Kong.  (2024)  Anti-counterfeiting labels with controllable and anti-interference coding information based on core–shell Ag@SiO2 nanomaterials for ink printing.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:39270368] [10.1016/j.saa.2024.125113]

6. Guohui Tang, Haoxiang Wang, Dianwen Liu, Zhao Xie, Peilun Shen, Jinpeng Cai, Jianjun Fang.  (2025)  A novel efficient activator 2-mercaptopyridine in azurite flotation: Flotation performance and Reaction mechanism.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.137090]

7. Meiqi Wang, Chen Yin, Yuxuan Du, Huan Liu, Bin Sun.  (2026)  Aromatic Bidentate Ligand Passivation for High-Performance PbS Quantum Dot Infrared Photodetectors.  Journal of Physical Chemistry Letters,      [PMID:41489065] [10.1021/acs.jpclett.5c03183]