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CS-W001157 4
Total: USD 88.00

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

  • CAS No. 1187591-17-8

  • Cat. No. CS-W000862
  • Molecule weight248.08
  • Purity≥95%
  • MDL No.MFCD08458199

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

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid|CS-W000862

Structure of 1187591-17-8

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General Information

  • CAS No. 1187591-17-8
  • Cat. No. CS-W000862
  • Purity ≥95%
  • MDL No. MFCD08458199
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BO₄
  • Molecular Weight 248.08
  • Synonym(s) 2-CARBOXYPHENYLBORONIC ACID, PINACOL ESTER
  • SMILES CC(C(C)(O1)C)(OB1C2=CC=CC=C2C(O)=O)C

Description

This boronate ester integrates a carboxylic acid group for direct conjugation, enabling efficient Suzuki-Miyaura coupling under standard conditions. The tetramethyl-dioxaborolane moiety provides enhanced stability and moisture tolerance, simplifying handling and storage. Ideal for constructing biaryl architectures in medicinal chemistry and materials synthesis.

Application

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient construction of biaryl architectures. The carboxylic acid moiety provides orthogonal reactivity for further derivatization, making it a practical scaffold in medicinal chemistry and materials synthesis.

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   55.76
  • LogP   1.684
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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