3,4,5-Tribromopyrazole Chemical Properties

Melting point:

190-192°C

Boiling point:

381.5±37.0 °C(Predicted)

Density 

2.782±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

solubility 

Chloroform, Methanol

pka

6.47±0.50(Predicted)

form 

Solid

color 

White to Off-White

Water Solubility 

Insoluble in water. Soluble in Chloroform.

BRN 

113501

InChI

InChI=1S/C3HBr3N2/c4-1-2(5)7-8-3(1)6/h(H,7,8)

InChIKey

TXQKCKQJBGFUBF-UHFFFAOYSA-N

SMILES

N1C(Br)=C(Br)C(Br)=N1

CAS DataBase Reference

17635-44-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37

RIDADR 

UN2811

HazardClass 

6.1

HS Code 

29331990

MSDS

• Language:English Provider:ALFA

3,4,5-Tribromopyrazole Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

2,4,5-Tribromoimidazole(2,4,5-TBI) on condensation with sugar precursors yields 2,4,5-TBI nucleosides. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Uses

3,4,5-Tribromopyrazole is used in the preparation of 1-aryl-4-substituted piperazine CCR1 antagonists for the treatment of inflammation and immune disorders.

Synthesis

Step A: 1H-pyrazole (6.95 g, 0.1 mol) and sodium hydroxide (16 g, 0.4 mol) were dissolved in 400 mL of water, and bromine (48 g, 0.3 mol) was added slowly and dropwise with stirring over 1 hour. The reaction mixture was continued to be stirred for 1 h. The reaction mixture was filtered and the filter cake was washed with deionized water and dried to give 3,4,5-tribromo-1H-pyrazole (25.2 g, 81% yield). Mass spectral analysis showed m/z 302.9 [M + H]+.

References

[1] Journal of the Chemical Society, Dalton Transactions, 2002, # 11, p. 2297 - 2301
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 13, p. 6070 - 6085
[3] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 414; 415
[4] Journal of Organic Chemistry, 1986, vol. 51, # 24, p. 4656 - 4660
[5] Tetrahedron, 2007, vol. 63, # 1, p. 56 - 61

3,4,5-Tribromopyrazole(17635-44-8)Related Product Information

• 5-Methyl-2-phenyl-1,2-dihydropyrazol-3-one
• Pyrazole
• Pyraclostrobin
• Zolpidem tartrate
• Metazachlor
• Zolpidem
• 1-(4-NITROPHENYL)-3,4,5-TRIBROMOPYRAZOLE
• 3,4,5-Tribromopyrazole
• N1-[4-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)PHENYL]ACETAMIDE
• N1-[2-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ETHYL]-4-CHLOROBENZENE-1-SULFONAMIDE
• N-(4-CHLOROPHENYL)-N'-[2-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ETHYL]THIOUREA
• N1,N1-DIMETHYL-N'1-[2-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ETHYL]ETHANIMIDAMIDE
• 2-([4-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ANILINO]METHYLIDENE)MALONONITRILE
• N-(2-FLUOROBENZOYL)-N'-[4-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)PHENYL]UREA
• DIETHYL 2-([4-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ANILINO]METHYLIDENE)MALONATE
• 4-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ANILINE
• N1-[2-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)ETHYL]-4-CHLOROBENZAMIDE
• N-(4-CHLOROPHENYL)-N'-[4-(3,4,5-TRIBROMO-1H-PYRAZOL-1-YL)PHENYL]UREA