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

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

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

RO0829900

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29349990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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

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