5-(4-METHYLPHENYL)-1,3,4-OXADIAZOLE-2-THIOL Chemical Properties

Melting point:

219-222 °C(lit.)

Boiling point:

247℃

Density 

1.38

refractive index 

1.5690 (estimate)

Flash point:

103℃

storage temp. 

Sealed in dry,Room Temperature

pka

4.31±0.70(Predicted)

form 

solid

color 

Pale grey

Water Solubility 

Soluble in water.

CAS DataBase Reference

3004-42-0(CAS DataBase Reference)

EPA Substance Registry System

1,3,4-Oxadiazole-2(3H)-thione, 5-phenyl- (3004-42-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

RO0829900

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-(4-METHYLPHENYL)-1,3,4-OXADIAZOLE-2-THIOL Usage And Synthesis

Chemical Properties

slightly yellow crystalline powder

Synthesis

General procedure for the synthesis of 5-phenyl-1,3,4-oxadiazole-2-thione from carbon disulfide and benzoylhydrazine: a mixture of benzoylhydrazine (0.41 g, 3 mmol), potassium phosphate (1.02 g, 3 mmol) and carbon disulfide (0.23 g, 3 mmol) in water (15 mL) was stirred at room temperature for 10 minutes. The reaction mixture was then heated to reflux for 2 hours. After completion of the reaction, the pH was adjusted to 7 with 1N HCl, the precipitated solid was filtered and dried in vacuum to afford 5-phenyl-1,3,4-oxadiazole-2-thione (0.51 g, 96%) as a white solid. Melting point: 197-199°C (literature value: 199-201°C).1H NMR (400MHz, CDCl3) δ10.52 (broad single peak, 1H), 7.93 (double peak, J=7.2Hz, 2H), 7.42-7.65 (multiple peaks, 3H).

References

[1] Tetrahedron, 2012, vol. 68, # 38, p. 7978 - 7983
[2] Patent: CN105837523, 2016, A. Location in patent: Paragraph 0020; 0024
[3] Patent: , 2016, . Location in patent: Paragraph 0018
[4] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 3, p. 481 - 484
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 7, p. 1885 - 1889

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