2-Mercaptonicotinic acid 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 

Yes

HazardClass 

IRRITANT

HS Code 

29309090

MSDS

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

2-Mercaptonicotinic acid 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.

Synthesis

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(38521-46-9)Related Product Information

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