7343-33-1

Basic information

• Product Name: 3-BROMO-1H-1,2,4-TRIAZOLE
• Synonyms: 5-bromo-1H-1,2,4-triazole(SALTDATA: FREE);1H-1,2,4-Triazole, 3-bromo-;3-bromo-2H-1,2,4-triazole;1H-1,2,4-Triazole,5-bromo-;3-Bromo-1,2,4-triazole;s-Triazole, 3-bromo-;3-BROMO-1H-1,2,4-TRIAZOLE;3-Bromo-4H-1,2,4-triazole
• CAS NO: 7343-33-1
• Molecular Formula: C₂H₂BrN₃
• Molecular Weight: 147.96
• Mol File: 7343-33-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 186-188 °C
• Boiling Point: 295.4 °C at 760 mmHg
• Flash Point: 132.5 °C
• Appearance: /
• Density: 2.102 g/cm³
• Vapor Pressure: 0.00153mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 7.84±0.20(Predicted)
• CAS DataBase Reference: 3-BROMO-1H-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-1H-1,2,4-TRIAZOLE(7343-33-1)
• EPA Substance Registry System: 3-BROMO-1H-1,2,4-TRIAZOLE(7343-33-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 7343-33-1(Hazardous Substances Data)

Usage

Uses

3-Bromo-1H-1,2,4-triazole is used as a ligand for transition metals to create coordination complexes. 3-Bromo-1H-1,2,4-triazole is also from a family of 1,2,4-triazoles that have the ability to accept and transfer acyl groups in synthetic reactions, making it a useful catalyst for the synthesis of esters (e.g.2,2-Dimethylacetoacetic Acid Ethyl Ester [D460776]).

InChI:InChI=1/C2H2BrN3/c3-2-4-1-5-6-2/h1H,(H,4,5,6)

Upstream product

• 7411-23-6 3,5-dibromotriazole 
• 61-82-5 3⁽⁵⁾-amino-1,2,4-triazole 
• 24807-55-4 3-nitro-1,2,4-triazole 

Downstream Products

• 35523-67-2 4,7-dihydro-5-methyl-7-oxo[1,2,4]triazolo[1,5-a]pyrimidine 
• 550363-95-6 2-(3-bromo-1H-1,2,4-triazol-1-yl)pyridine 
• 623577-63-9 1-(4-fluorophenyl)-3-bromo-1,2,4-1H-triazole 
• 288-88-0 1,2,4-Triazole 
• 56617-00-6 3-bromo-1-phenyl-1H-1,2,4-triazole 
• 64907-55-7 5-bromo-1-ethyl-1H-1,2,4-triazole 

Relevant articles and documents

PYRAZOLE DERIVATIVES AS JAK INHIBITORS

New pyrazole derivatives having the chemical structure of formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of Janus Kinases (JAK).

Discovery of novel heteroarylazoles that are metabotropic glutamate subtype 5 receptor antagonists with anxiolytic activity

The highly potent, selective, and brain-penetrant metabotropic glutamate subtype 5 (mGlu5) receptor antagonists 3-(5-pyridin-2-yl-2H-tetrazol-2-yl) benzonitrile (47) and 3-fluoro-5-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile (48) are reported. Compound 47 is active in the rat fear-potentiated startle (FPS) model of anxiety with ED50 = 5.4 mg/kg (po) when dosed acutely. In this model the anxiolytic effects of 47 rapidly tolerate on repeated dosing.

Micelle Activated Reactions I. Micelle Activated Iodination and Partial Dehalogenation of Pyrazoles and 1,2,4-Triazoles

A method is described to iodinate pyrazole, substituted pyrazoles or 1,2,4-triazole with iodine or iodine chloride in aqueous alkaline in the presence of an anionic surfactant. 4-Iodo- (2a), 4-iodo-3(5)-methyl- (2b), 3(5),4-diiodo- (3a), 3(5),4-diiodo-5(3)-methyl- (3b), and 3,4,5-triiodo-pyrazole (3d) as soon as 4-iodo-pyrazole-3(5)-carboxylic acid (2c), and 3(5)-iodo-1,2,4-triazole (5) were prepared.Anhydrous hydrogen fluoride or triethylamine trishydrofluoride were found to be a suitable agent to effect a regioselective partial dehalogenation of 3b, 3d and 3,5-dibromo-1,2,4-triazole (7).We prepared 3(5)-iodo-5(3)-methyl-pyrazole (6b), 3,5-diiodo-pyrazole (6d) and 3(5)-bromo-1,2,4-triazole (8) on this way.