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CS-W001157 4
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(4-Ethynylphenyl)boronic acid

  • CAS No. 263368-72-5

  • Cat. No. CS-0112942
  • Molecule weight145.95
  • Purity≥95%
  • MDL No.MFCD08689553

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

(4-Ethynylphenyl)boronic acid|CS-0112942

Structure of 263368-72-5

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General Information

  • CAS No. 263368-72-5
  • Cat. No. CS-0112942
  • Purity ≥95%
  • MDL No. MFCD08689553
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BO₂
  • Molecular Weight 145.95
  • Synonym(s) 4-(DIHYDROXYBOROPHENYL)ACETYLENE
  • SMILES C#CC1=CC=C(B(O)O)C=C1

Description

(4-Ethynylphenyl)boronic acid features a terminal alkyne group conjugated to a boronic acid moiety, enabling efficient copper-catalyzed coupling reactions. This bifunctional scaffold integrates seamlessly into complex molecular architectures, offering high stability under standard conditions and compatibility with diverse synthetic workflows.

Application

(4-Ethynylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of conjugated biaryls and extended π-systems. Its ethynyl group offers orthogonal reactivity for further functionalization via copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the boronic acid moiety ensures compatibility with mild aqueous conditions and broad functional group tolerance. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it ideal for iterative synthesis workflows in medicinal chemistry and materials science.

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-H319
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   40.46
  • LogP   -0.6523
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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