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CS-W001157 4
Total: USD 88.00

(4-Bromo-2,5-dimethylphenyl)boronic acid

  • CAS No. 130870-00-7

  • Cat. No. CS-0175768
  • Purity≥98%
  • MDL No.None

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

(4-Bromo-2,5-dimethylphenyl)boronic acid|CS-0175768

Structure of 130870-00-7

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General Information

  • CAS No. 130870-00-7
  • Cat. No. CS-0175768
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BBrO₂
  • Molecular Weight 228.88
  • Synonym(s) 4-Bromo-2,5-dimethylphenylboronic acid
  • SMILES CC1=C(B(O)O)C=C(C(Br)=C1)C

Description

This boronate moiety features a sterically hindered aryl scaffold with bromo and methyl substituents that enhance reactivity in cross-coupling reactions. The para-bromo group enables sequential functionalization, while the ortho-methyl groups stabilize the boronate under standard conditions. Delivers high functional group tolerance in Suzuki-Miyaura processes.

Application

(4-Bromo-2,5-dimethylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The bromo and boronic acid functionalities offer orthogonal reactivity for sequential functionalization, while the methyl groups enhance steric and electronic stability. This compound exhibits excellent bench stability, facile purification, and compatibility with diverse reaction partners, making it ideal for constructing complex aromatic 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   0.74574
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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