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2-Mercaptonicotinic acid

Product Name2-Mercaptonicotinic acid
CAS38521-46-9
MFC6H5NO2S
MW155.17
EINECS629-602-7
MOL File38521-46-9.mol

Chemical Properties

Melting point	263-265 °C(lit.)
Boiling point	295.3±50.0 °C(Predicted)
Density	1.357 (estimate)
refractive index	1.5380 (estimate)
storage temp.	Inert atmosphere,Room Temperature
pka	1.98±0.20(Predicted)
form	crystalline (fine)
color	yellow
Sensitive	Air Sensitive
BRN	119029
InChI	InChI=1S/C6H5NO2S/c8-6(9)4-2-1-3-7-5(4)10/h1-3H,(H,7,10)(H,8,9)
InChIKey	WYKHFQKONWMWQM-UHFFFAOYSA-N
SMILES	C1(=S)NC=CC=C1C(O)=O
CAS DataBase Reference	38521-46-9(CAS DataBase Reference)
EPA Substance Registry System	2-Mercaptonicotinic acid (38521-46-9)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-37/39
WGK Germany	3
F	10-23
TSCA	TSCA listed
HazardClass	IRRITANT
HS Code	29309090
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
2-Mercaptonicotinic acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

yellow powder

Uses

2-Mercaptopyridine-3-carboxylic acid may be used for the synthesis of poly[[diaquabis([μ]2-4,4 ′-bipyridyl)iron(II)] bis{2-[(3-carboxypyridin-2-yl)disulfanyl]nicotinate}] and 2-(2-carboxyethylthio)nicotinic acid.

Reactions

2-Mercaptonicotinic acid is prone to decomposition and deterioration at high temperatures, it can undergo nucleophilic substitution reactions under the action of alkaline substances.

Hazard

2-Mercaptonicotinic acid is a flammable liquid and vapor, it causes severe skin burns and eye damage and may cause respiratory irritation.

Synthesis

2942-59-8

38521-46-9

The general procedure for the synthesis of 2-mercaptonicotinic acid from 2-chloronicotinic acid was as follows: a suspension of 2-chloronicotinic acid (790 mg, 5 mmol) and thiourea (457 mg, 6 mmol) was suspended in water (15 mL) and the reaction was carried out at reflux for 8 h at 90 °C. Upon completion of the reaction, the mixture was cooled to room temperature to obtain a pale yellow suspension. Subsequently, the pH was adjusted to about 8 with dilute hydrochloric acid and stirred for 10 minutes to precipitate 2-mercaptonicotinic acid as a pale yellow solid. The solid was separated by filtration and dried to give the target product 2-mercaptonicotinic acid (590 mg, 84% yield).

References

[1] Patent: CN103626693, 2016, B. Location in patent: Paragraph 0157-0159
[2] Roczniki Chemii, 1932, vol. 12, p. 493,495
[3] Chem. Zentralbl., 1932, vol. 103, # II, p. 3400
[4] Journal of the American Chemical Society, 1948, vol. 70, p. 3908,3910

2-Mercaptonicotinic acid

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

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