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

solubility 

DMSO, Methanol

pka

pK1:1.43(＋1);pK2:8.86(0) (20°C)

form 

Crystalline Powder

color 

Yellow to yellow-green or brown

InChIKey

FHTDDANQIMVWKZ-UHFFFAOYSA-N

CAS DataBase Reference

4556-23-4(CAS DataBase Reference)

NIST Chemistry Reference

4-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

• Language:English Provider:4-Pyridinethiol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-Mercaptopyridine Usage And Synthesis

Chemical Properties

4-Mercaptopyridine is Yellow to light yellow crystalline powder

Uses

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.

Uses

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

Uses

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.]

4-Mercaptopyridine(4556-23-4)Related Product Information

• Ethanethiol
• 1,2-Ethanedithiol
• PYRITHIOXIN DIHYDROCHLORIDE
• SODIUM ETHANETHIOLATE
• 1-Dodecanethiol
• Pyridine
• 2-Ethylhexyl 10-ethyl-4-[[2-[(2-ethylhexyl)oxy]-2-oxoethyl]thio]-4-methyl-7-oxo-8-oxa-3,5-dithia-4-stannatetradecanoate
• METHYL MERCAPTAN
• Sodium thiomethoxide
• PYRITHIOXIN
• Methyl 2,3,5,6-tetrachloro-4-pyridyl sulfone
• 2,3,5,6-TETRACHLORO-4-MERCAPTOPYRIDINE
• 2-[[2-(TRIFLUOROMETHYL)-4-QUINOLYL]THIO]ETHYLAMINE
• 4,4'-DIPYRIDYL DISULFIDE
• (4-Pyridylthio)acetic acid
• 4-Pyridylmercapto acetyl chloride hydrochloride
• 7-TRIFLUOROMETHYL-4-QUINOLINETHIOL
• 4,4'-DIPYRIDYL SULFIDE