3,5-DIBROMO-1H-1,2,4-TRIAZOLE Chemical Properties

Melting point:

201 °C

Boiling point:

364.8±25.0 °C(Predicted)

Density 

2.620

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

5.50±0.40(Predicted)

color 

White to Light yellow

InChI

InChI=1S/C2HBr2N3/c3-1-5-2(4)7-6-1/h(H,5,6,7)

InChIKey

FRAKFBWDPXYIQO-UHFFFAOYSA-N

SMILES

N1C(Br)=NC(Br)=N1

CAS DataBase Reference

7411-23-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22-22

Safety Statements 

26-36/37/39-22

RTECS 

XZ4570000

HazardClass 

IRRITANT

HS Code 

2933998090

3,5-DIBROMO-1H-1,2,4-TRIAZOLE Usage And Synthesis

Uses

3,5-Dibromo-1H-1,2,4-triazole is used in organic synthesis.

Chemical Properties

Pale yellow or white powder

Synthesis

General procedure for the synthesis of 3,5-dibromo-1H-1,2,4-triazole from 1H-1,2,4-triazole: a solution of bromine (6.1 mL, 119 mmol) in dichloromethane (DCM, 15 mL) and sodium hydroxide (6.78 g, 169 mmol) in water (20 mL) were added simultaneously and slowly dropwise to the stirred 1H-1,2,4- triazole (3.9 g, 56 mmol), water (50 mL) and DCM (15 mL) mixture at 0°C. The reaction temperature was controlled to be below 20°C during the dropwise addition. The reaction mixture was stirred at room temperature overnight. Subsequently, concentrated hydrochloric acid (2.0 mL, 66 mmol) was added to the reaction solution. The solid product was isolated by filtration, washed with water and dried under vacuum to afford the title compound 3,5-dibromo-1H-1,2,4-triazole as a solid (8.3 g, 65% yield). Mass spectrum (ESI) m/z 224 [M-H]-.

References

[1] Synthesis, 1998, # 9, p. 1357 - 1361
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 5, p. 610 - 618
[3] Patent: WO2014/195321, 2014, A1. Location in patent: Page/Page column 15; 16
[4] Patent: WO2014/195322, 2014, A1. Location in patent: Page/Page column 15
[5] Patent: US2010/240619, 2010, A1. Location in patent: Page/Page column 68

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