1H-1,2,4-Triazole-3-thiol Chemical Properties

Melting point:

221-224 °C(lit.)

Boiling point:

132.6±23.0 °C(Predicted)

Density 

1.385 (estimate)

vapor pressure 

1.707-1.71Pa at 25℃

refractive index 

1.5800 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

H2O: soluble50g/L

form 

solid

pka

9.24±0.20(Predicted)

color 

White to Off-White

PH

4.0 (85g/l, H2O, 20℃)

Water Solubility 

Soluble in hot water.

BRN 

107731

InChIKey

AFBBKYQYNPNMAT-UHFFFAOYSA-N

LogP

-0.398 at 21℃ and pH5

CAS DataBase Reference

3179-31-5(CAS DataBase Reference)

EPA Substance Registry System

3-Mercapto-1,2,4-triazole (3179-31-5)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36-36/37/38

Safety Statements 

26-33-39-7/8-37/39

WGK Germany 

1

RTECS 

XZ5267500

F 

10-23

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29339990

MSDS

• Language:English Provider:1,2,4-Triazole-3(5)-thiol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1H-1,2,4-Triazole-3-thiol Usage And Synthesis

Chemical Properties

WHITE TO SLIGHTLY YELLOW FINE CRYSTALLINE POWDER

Uses

1H-1,2,4-Triazole-3-thiol was used in a study to design a surface enhanced Raman scattering based probe for fast and accurate detection of DNA markers.

General Description

1H-1,2,4-Triazole-3-thiol is a mercapto-substituted 1,2,4-triazole ligand and exhibits tautomerism in solution. 1H-1,2,4-Triazole-3-thiol forms novel luminescent polymers with cadmium(II) salts. 1H-1,2,4-Triazole-3-thiol undergoes regioselective S-alkylation to form a series of S-substituted derivatives.

Synthesis

1. In a 100 mL reaction flask, formic acid (24.2 g, 0.52 mol), water (25 mL) and aminothiourea (20 g, 0.22 mol) were added sequentially. The mixture was heated to 105 °C and the reaction was maintained for 30 min. 2. Upon completion of the reaction, the reaction solution was slowly cooled to room temperature and subsequently placed at -10°C for slow crystallization. 3. Upon completion of crystallization, the solid product was collected by filtration and dried to afford aldimine thiourea (22.3 g white solid, 85% yield). 4. To a 250 mL single-necked flask was added aldimine thiourea (12 g, 0.1 mol), water (130 mL) and sodium carbonate (21.2 g, 0.25 mol). The mixture was heated to 100 °C and the reaction was kept for 4 hours. 5. At the end of the reaction, the reaction solution was slowly cooled to room temperature and the pH was adjusted to 4-5 with dilute hydrochloric acid. 6. The reaction solution was placed at -10°C with slow stirring to induce slow precipitation of the product. 7. 7. The solid product was collected by filtration and dried to give 3-mercapto-1,2,4-triazole (5.6 g white solid, 55% yield).

References

[1] Patent: CN108689951, 2018, A. Location in patent: Paragraph 0355; 0356; 0357; 0358

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