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CS-W001157 4
Total: USD 88.00

(3-Ethynylphenyl)boronic acid

  • CAS No. 1189127-05-6

  • Cat. No. CS-0043582
  • Purity≥97%
  • MDL No.MFCD17677372

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

(3-Ethynylphenyl)boronic acid|CS-0043582

Structure of 1189127-05-6

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General Information

  • CAS No. 1189127-05-6
  • Cat. No. CS-0043582
  • Purity ≥97%
  • MDL No. MFCD17677372
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BO₂
  • Molecular Weight 145.95
  • Synonym(s) HIRUDIN (54-66) (DESULFATED)
  • SMILES OB(C1=CC=CC(C#C)=C1)O

Description

(3-Ethynylphenyl)boronic acid features a pendant alkyne group conjugated to a boronic acid moiety, enabling direct incorporation into Sonogashira coupling reactions. This bifunctional architecture facilitates efficient C–C bond formation under mild conditions, delivering functionalized aryl-alkyne scaffolds with high chemoselectivity and excellent stability in standard bench protocols.

Application

(3-Ethynylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and styryl architectures. Its ethynyl group offers orthogonal reactivity for further functionalization via copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the boronic acid moiety ensures good bench stability and compatibility with diverse reaction conditions. Ideal for medicinal chemistry and materials synthesis workflows requiring modular, multi-functional scaffolds.

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   -0.6523
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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