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CS-W001157 4
Total: USD 88.00

1,3-Dimethylpyrazole-4-boronic acid

  • CAS No. 1146616-03-6

  • Cat. No. CS-0044698
  • Purity≥95%
  • MDL No.MFCD18250638

*For research and further manufacturing use only, not for direct human use.

1,3-Dimethylpyrazole-4-boronic acid|CS-0044698

Structure of 1146616-03-6

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General Information

  • CAS No. 1146616-03-6
  • Cat. No. CS-0044698
  • Purity ≥95%
  • MDL No. MFCD18250638
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉BN₂O₂
  • Molecular Weight 139.95
  • Synonym(s) 1,3-Dimethyl-1H-pyrazol-4-ylboronic acid
  • SMILES OB(C1=CN(C)N=C1C)O

Description

1,3-Dimethylpyrazole-4-boronic acid features a boronic acid group tethered to a sterically hindered pyrazole scaffold, enabling stable coupling in Suzuki-Miyaura reactions. The electron-rich heterocycle enhances reactivity while maintaining bench-stability and moisture tolerance, simplifying handling in synthetic workflows.

Application

1,3-Dimethylpyrazole-4-boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. Its pyrazole core provides enhanced stability and favorable solubility, while the boronic acid group exhibits high reactivity with aryl and vinyl halides. The methyl substituents improve bench stability and facilitate purification, making it well-suited for iterative synthesis of heterocyclic scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   58.28
  • LogP   -1.59168
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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