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CS-W001157 4
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(2,2-Dimethyl-2,3-dihydrobenzofuran-5-yl)boronic acid

  • CAS No. 1028748-08-4

  • Cat. No. CS-0279319
  • Purity≥95%
  • MDL No.MFCD06801719

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

(2,2-Dimethyl-2,3-dihydrobenzofuran-5-yl)boronic acid|CS-0279319

Structure of 1028748-08-4

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General Information

  • CAS No. 1028748-08-4
  • Cat. No. CS-0279319
  • Purity ≥95%
  • MDL No. MFCD06801719
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃BO₃
  • Molecular Weight 192.02
  • Synonym(s) B-(2,3-dihydro-2,2-dimethyl-5-benzofuranyl)Boronic acid
  • SMILES CC1(C)OC2=C(C=C(B(O)O)C=C2)C1

Description

This boronate moiety integrates a rigid, electron-rich dihydrobenzofuran scaffold with enhanced stability and moisture tolerance. The sterically shielded 2,2-dimethyl substitution prevents protodeboronation while maintaining reactivity in Suzuki-Miyaura couplings. Ideal for constructing complex heterocyclic architectures under mild conditions.

Application

(2,2-Dimethyl-2,3-dihydrobenzofuran-5-yl)boronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its rigid, electron-rich dihydrobenzofuran core enhances regioselectivity and functional group tolerance, enabling efficient access to substituted biaryl and heteroaryl scaffolds. The sterically protected boronic acid resists protodeboronation and simplifies purification, making it well-suited for medicinal chemistry and process-scale 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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   49.69
  • LogP   0.0799
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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