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4-Mercaptopyridine

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4-Mercaptopyridine Basic information
4-Mercaptopyridine Chemical Properties
  • Melting point:182-189 °C
  • Boiling point:194.0±13.0 °C(Predicted)
  • Density 1.161 (estimate)
  • refractive index 1.5605 (estimate)
  • storage temp. 2-8°C
  • pkapK1:1.43(+1);pK2:8.86(0) (20°C)
  • form Crystalline Powder
  • color Yellow to yellow-green or brown
  • InChIKeyFHTDDANQIMVWKZ-UHFFFAOYSA-N
  • CAS DataBase Reference4556-23-4(CAS DataBase Reference)
  • NIST Chemistry Reference4-Pyridinethiol(4556-23-4)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 26-37/39-24/25
  • WGK Germany 3
  • RTECS UT8578000
  • HS Code 29333990
MSDS
4-Mercaptopyridine Usage And Synthesis
  • Chemical Properties4-Mercaptopyridine is Yellow to light yellow crystalline powder
  • Uses4-Mercaptopyridine is a pyridine derivative used as a redox reagents for the in vitro refolding of a recombinantly expressed single-chain Fv fragment (scFvOx). Used in studies along with thiosulfate to measure alliinase activity.
  • Usesmercaptopyridine is also known as sodium pyrithione. It is a preservative that is not commoly used.
  • Purification MethodsPurify the thiol by dissolving ~45g in boiling H2O (100mL) (charcoal), filter and precipitate it by adding 50% aqueous NaOH (~80mL) to pH ~6. Dissolve the precipitate in EtOH, evaporate it to dryness, then crystallise it from boiling EtOH (~100mL, charcoal) to give yellow flat hexagonal plates (m 186o). It sublimes readily in vacuo. [King & Ware J Chem Soc 873 1939.] The picrate forms yellow needles from H2O with m 222o(dec). The 4-methylmercaptopyridine derivative crystallises from pet ether (m 47o , also 44-45o was reported, with a pK2 0 of 5.97) and was prepared by treatment with MeI/NaOH. Its picrate has m 2 4 5o (from H2O, MeOH or EtOH). The N-methyl-4-pyridinethiol derivative has m 168.5-170o (from EtOH), a pK2 0 of 1.30 and is soluble in CHCl3. [Albert & Barlin J Chem Soc 2384 1959, Beilstein 21 II 35, 22 III/IV 373, 22/7 V 147.]
4-Mercaptopyridine Preparation Products And Raw materials
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