2-Pyridinethione

2-Pyridinethione Basic information
Product Name:2-Pyridinethione
Synonyms:2(1H)-PYRIDINETHIONE;2-PYRIDYL MERCAPTAN;2-PYRIDINETHIOL;2-MERCAPTOPYRIDINE;MERCAPTO(2-)PYRIDINE;2-mercapto;2-Pyridinethione;2-Thiopyridine
CAS:2637-34-5
MF:C5H5NS
MW:111.16
EINECS:220-131-9
Product Categories:Pyridines derivates;Pyridines;Building Blocks;C5;Chemical Synthesis;Heterocyclic Building Blocks;Heterocycles;Sulfur & Selenium Compounds
Mol File:2637-34-5.mol
2-Pyridinethione Structure
2-Pyridinethione Chemical Properties
Melting point 127-130 °C(lit.)
Boiling point 184.9±23.0 °C(Predicted)
density 1.161 (estimate)
refractive index 1.5605 (estimate)
Fp 125°C
storage temp. 2-8°C
solubility Slightly soluble in chloroform, methanol and dimethyl sulfoxide.
form Crystalline Powder
pkapK1:-1.07(+1);pK2:10.00(0) (20°C)
color Yellow to brownish
Water Solubility 50 g/L (20 ºC)
Sensitive Air Sensitive
BRN 105758
Stability:Stable. Incompatible with strong bases, strong oxidizing agents.
InChIKeyWHMDPDGBKYUEMW-UHFFFAOYSA-N
LogP-0.130
CAS DataBase Reference2637-34-5(CAS DataBase Reference)
NIST Chemistry Reference2(1H)-Pyridinethione(2637-34-5)
EPA Substance Registry System2-Mercaptopyridine (2637-34-5)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-36/38-22
Safety Statements 26-36-28A-22
WGK Germany 3
RTECS UT9600000
10-23
TSCA Yes
HS Code 29339900
MSDS Information
ProviderLanguage
2-Mercaptopyridine English
ACROS English
SigmaAldrich English
ALFA English
2-Pyridinethione Usage And Synthesis
Chemical Properties2-Mercaptopyridine is yellow crystalline powder
Uses2-Mercaptopyridine Can be used to coat porous media to purify plasmid DNA.
UsesEmployed as a ligand in metal complexes.1,2
UsesEmployed as a ligand in metal complexes. It can be used to coat porous media to purify plasmid DNA.
DefinitionChEBI: Pyridine-2-thiol is pyridine substituted at C-2 by a sulfanyl group. It has a role as a fluorescence quencher and an allergen. It is a member of pyridines and an aryl thiol.
Purification MethodsIf impure, dissolve in CHCl3, wash with dilute AcOH, H2O, dry (MgSO4), evaporate under reduced pressure and recrystallise the residue from *C6H6 or H2O. 2-Methylmercaptopyridine (b 100-104o/33mm, pK2 0 3.59) was formed by treatment with MeI/NaOH. [Albert & Barlin J Chem Soc 2394 1959, Phillips & Shapiro J Chem Soc 584 1942, Beilstein 21 H 45, 21 III/IV 373, 21/7 V 147.]
2-Mercaptopyridine monoxide,2-MERCAPTOPYRIDINE N-OXIDE,2-MERCAPTOPYRIDINE-1-OXIDE Sulfasalazine 2-PYRIDINESULFONYLACETONITRILE 3-Hydroxy-2-mercaptopyridine 2-(METHYLTHIO)NICOTINYL CHLORIDE 2-Chloro-3-cyanopyridine 2-(METHYLTHIO)NICOTINIC ACID 2-Pyridinethione 2-(N-PROPYLTHIO)NICOTINIC ACID 2,2'-Dithiodipyridine Chromium picolinate 2,6-Lutidine 2-(ETHYLTHIO)NICOTINOYL CHLORIDE 2,2'-DITHIOBIS(5-NITROPYRIDINE) 6,6'-DITHIODINICOTINIC ACID 2-(ALLYLTHIO)NICOTINIC ACID 2-(ETHYLTHIO)NICOTINIC ACID 2-MERCAPTO-5-NITROPYRIDINE

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