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
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) |
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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