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HomeProduct name list4-Mercaptopyridine

4-Mercaptopyridine

Synonym(s):4-Pyridinethiol

  • CAS NO.:4556-23-4
  • Empirical Formula: C5H5NS
  • Molecular Weight: 111.16
  • MDL number: MFCD00006422
  • EINECS: 224-926-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-06-08 17:06:38
4-Mercaptopyridine Structural

What is 4-Mercaptopyridine?

Chemical properties

4-Mercaptopyridine is Yellow to light yellow crystalline powder

The Uses of 4-Mercaptopyridine

4-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.

The Uses of 4-Mercaptopyridine

mercaptopyridine is also known as sodium pyrithione. It is a preservative that is not commoly used.

The Uses of 4-Mercaptopyridine

4-Mercaptopyridine was used as a probe molecule to study the performance of the gold nanorod (AuNR)/polycaprolactone (PCL) fibrous mesh.

Purification Methods

Purify 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.]

Properties of 4-Mercaptopyridine

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
solubility  DMSO, Methanol
form  Crystalline Powder
pka pK1:1.43(+1);pK2:8.86(0) (20°C)
color  Yellow to yellow-green or brown
CAS DataBase Reference 4556-23-4(CAS DataBase Reference)
NIST Chemistry Reference 4-Pyridinethiol(4556-23-4)

Safety information for 4-Mercaptopyridine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-Mercaptopyridine

InChIKey FHTDDANQIMVWKZ-UHFFFAOYSA-N

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