M5852
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)
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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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