pyridine-2-thiol

• ChemBase ID: 3018
• Molecular Formular: C5H5NS
• Molecular Mass: 111.1649
• Monoisotopic Mass: 111.01427017
• SMILES: Sc1ccccn1
• Canonical SMILES: Sc1ccccn1
• InChI: InChI=1S/C5H5NS/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)
• InChIKey: WHMDPDGBKYUEMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridine-2-thiol
• IUPAC Traditional name: 2-pyridinethiol
• Synonyms: 2-Pyridinethiol; 2-Pyridinethiol; 2-Pyridyl mercaptan; 2-Mercaptopyridine; 2-Mercaptopyridine; 2-Mercaptopyridine; 2-Thiopyridine; 2-Sulphanylpyridine; Pyridine-2-thiol; 2-吡啶硫醇; 2-硫吡啶; 2-巯基吡啶

Database IDs

• CAS Number: 2637-34-5; 73018-10-7
• EC Number: 220-131-9
• MDL Number: MFCD00006285
• Beilstein Number: 105787; 105758
• PubChem SID: 24897050; 46507759; 160966465
• PubChem CID: 2723698

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.635218
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.4401836
• LogD (pH = 7.4): 1.2534512
• Log P: 1.4432381
• Molar Refractivity: 32.2244 cm^3
• Polarizability: 12.488306 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.24
• LOG S: -1.52
• Solubility (Water): 3.37e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 124-130°C; 127-130 °C; 127-130 °C(lit.); 127-130°C

Safety Information

• Storage Warning: Air Sensitive; Irritant/Store under Argon/Keep Cold
• RTECS: UT9600000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (T); 98%; 99%
• Grade: purum; ReagentPlus®
• Empirical Formula (Hill Notation): C5H5NS

DETAILS

DrugBank - DB03329

Drug information: experimental

Sigma Aldrich - M5852

Packaging
5, 25 g in glass bottle
Application
Employed as a ligand in metal complexes.1,2
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• S-Acyl derivatives react with Grignard reagents in a high-yielding synthesis of ketones: J. Am. Chem. Soc., 95, 4763 (1973):
  
• Titanium enolates of S-acyl derivatives react with imines in a one pot synthesis of ?-lactams: J. Org. Chem., 57, 4155 (1992).