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4-bromo-1,5-dimethyl-1H-1,2,3-triazole(CAS: 885877-41-8)

4-bromo-1,5-dimethyl-1H-1,2,3-triazole
CAS Number

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Basic Information

Molecular Formula
C4H6BrN3
Molecular Weight
176.02 g/mol

Physical Properties

Boiling Point
244°C at 760 mmHg

Chemical Identifiers

SMILES
CC1=C(N=NN1C)Br
InChIKey
TYLRPDYYHMFCFT-UHFFFAOYSA-N

Database References

MDL Number
MFCD06242922

FAQ

4-bromo-1,5-dimethyl-1H-1,2,3-triazole is a crystalline solid with a molecular weight of approximately 195.02 g/mol. It has a low solubility in water (0.15 g/100 mL at 25°C) and is generally soluble in organic solvents like DMSO and THF. This compound is known for its reactivity, particularly towards nucleophiles and electrophiles due to the presence of the bromine atom and the triazole ring system.
4-bromo-1,5-dimethyl-1H-1,2,3-triazole can be synthesized via a multi-step process starting from dimethyl bromoacetamide. The key steps involve the formation of the triazole ring via a reductive amination or a Sonogashira coupling reaction. The final step typically involves bromination, followed by amination to introduce the methyl groups, ensuring high selectivity and yield through the use of appropriate catalysts and reagents.
4-bromo-1,5-dimethyl-1H-1,2,3-triazole is used in various industries, particularly in pharmaceuticals and chemical synthesis. It serves as a valuable intermediate in the development of novel drugs and in the synthesis of other organic compounds. It also finds applications in the production of certain polymers and sensors, where its chemical reactivity and structural properties are exploited.
When handling 4-bromo-1,5-dimethyl-1H-1,2,3-triazole, it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure to vapors. Spills should be cleaned up carefully, and proper disposal procedures should be followed. Consulting a safety data sheet (SDS) is recommended for detailed information on handling and storage guidelines.

Safety Notice

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