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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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Étienne Rochette et al.
Journal of the American Chemical Society, 141(31), 12305-12311 (2019-07-10)
The potential advantages of using arylboronic esters as boron sources in C-H borylation are discussed. The concept is showcased using commercially available 2-mercaptopyridine as a metal-free catalyst for the transfer borylation of heteroarenes using arylboronates as borylation agents. The catalysis
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 3, 741-741 (1992)
Partha Halder et al.
Inorganic chemistry, 50(3), 708-710 (2010-12-25)
Iron(II) tris(2-pyridylthio)methanido (1) containing an Fe-C bond, obtained from the reaction of tris(2-pyridylthio)methane (HL(1)) and iron(II) triflate, reacts with protic acid to generate iron(II) bis(2-pyridylthio)carbene (1a). The carbene complex is converted to an iron(II) complex (2) of the 1-[bis(2-pyridylthio)methyl]pyridine-2-thione ligand
Alexey V Chuchuryukin et al.
Inorganic chemistry, 45(5), 2045-2054 (2006-02-28)
A silver-free route has been employed for the synthesis of a number of Pd and Pt complexes supported by an NCN "pincer" ligand (NCN = [2,6-(Me2NCH2)2C6H3]-) via halide abstraction. This was achieved by the use of o-, m-, and p-hydroxypyridines
H I Abdulla et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 57(13), 2659-2671 (2002-01-05)
The infrared spectra of 2-hydroxypyridine (2-OHP), 2-thiopyridine (2-SHP), and 2-aminopyridine (2-NH2P) have been recorded in the solid, liquid and vapor phases in the region 4000-200 cm(-1). To support the work, deuterated forms of these compounds in the functional groups XH

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