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M5852

Sigma-Aldrich

2-Mercaptopyridine

ReagentPlus®, 99%

Synonym(s):

2-Pyridinethiol, 2-Pyridyl mercaptan

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About This Item

Empirical Formula (Hill Notation):
C5H5NS
CAS Number:
Molecular Weight:
111.16
Beilstein:
105787
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

mp

127-130 °C (lit.)

storage temp.

2-8°C

SMILES string

Sc1ccccn1

InChI

1S/C5H5NS/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)

InChI key

WHMDPDGBKYUEMW-UHFFFAOYSA-N

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General description

2-Mercaptopyridine is an organosulfur compound that contains more than one hetero atom. It is commonly used as a nucleophile in various organic synthesis reactions and plays important role in coordination chemistry as a versatile ligand due to its π-acidic nature.

Application

Employed as a ligand in metal complexes.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Y Huang et al.
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Two different methods were developed to prepare an adduct of a poly(ethylene glycol)-lysine copolymer with either cysteamine or 1-amino-2-methyl-2-propanethiol. Cysteine-containing peptides could then be disulfide-linked to the thiol groups on the polymer in a facile manner. In the described procedures
C Czajkowski et al.
The Journal of biological chemistry, 266(33), 22603-22612 (1991-11-25)
The positively charged quaternary ammonium group of agonists of the nicotinic acetylcholine (ACh) receptor binds to a negative subsite at most about 1 nm from a readily reducible disulfide. This disulfide is formed by alpha Cys192 and Cys193 (Kao and
G H Scholz et al.
Journal of chromatography. B, Biomedical sciences and applications, 709(2), 189-196 (1998-07-10)
Several thiophilic adsorbents with mercaptoheterocyclic ligands have been analyzed for their ability to bind human serum proteins in a salt-independent way. In contrast to 2-mercaptopyrimidine, 2-mercaptopyridine derived ligands show a group-selective binding of immunoglobulins and alpha2-macroglobulin, not only in the
2, 4-bis (bromomethyl)-1, 3, 5-trimethylbenzene with 2-mercaptopyridine based derivative: Synthesis, crystal structure, in vitro anticancer activity, DFT, Hirshfeld surface analysis, antioxidant, DNA binding and molecular docking studies
Radhakrishnan Nandini A, et al.
Journal of Molecular Structure, 1251, 131981-131981 (2022)

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