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2-Pyridinethione

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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
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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)
Flash point:
125°C
storage temp. 
2-8°C
solubility 
Slightly soluble in chloroform, methanol and dimethyl sulfoxide.
form 
Crystalline Powder
pka
pK1:-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.
InChIKey
WHMDPDGBKYUEMW-UHFFFAOYSA-N
LogP
-0.130
CAS DataBase Reference
2637-34-5(CAS DataBase Reference)
NIST Chemistry Reference
2(1H)-Pyridinethione(2637-34-5)
EPA Substance Registry System
2-Mercaptopyridine (2637-34-5)
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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

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2-Pyridinethione Usage And Synthesis

Chemical Properties

2-Mercaptopyridine is yellow crystalline powder

Uses

2-Mercaptopyridine Can be used to coat porous media to purify plasmid DNA.

Uses

Employed as a ligand in metal complexes.1,2

Uses

Employed as a ligand in metal complexes. It can be used to coat porous media to purify plasmid DNA.

Definition

ChEBI: 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 Methods

If 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.]

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