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CS-W001157 4
Total: USD 88.00

(3,5-Di-tert-butyl-4-hydroxyphenyl)boronic acid

  • CAS No. 182344-15-6

  • Cat. No. CS-0163166
  • Purity≥98%
  • MDL No.None

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

(3,5-Di-tert-butyl-4-hydroxyphenyl)boronic acid|CS-0163166

Structure of 182344-15-6

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General Information

  • CAS No. 182344-15-6
  • Cat. No. CS-0163166
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₃BO₃
  • Molecular Weight 250.14
  • Synonym(s) None
  • SMILES OC1=C(C(C)(C)C)C=C(B(O)O)C=C1C(C)(C)C

Description

This boronate moiety features a sterically shielded phenolic hydroxyl group, enhancing stability and resistance to oxidation. The ortho-tert-butyl substituents provide significant steric protection, enabling reliable coupling in Suzuki-Miyaura reactions under standard conditions. Ideal for constructing complex architectures with high functional group tolerance.

Application

(3,5-Di-tert-butyl-4-hydroxyphenyl)boronic acid serves as a stable, sterically hindered phenolic boronic acid that facilitates Suzuki-Miyaura coupling under mild conditions. Its ortho-di-tert-butyl substitution enhances bench stability and minimizes protodeboronation, enabling reliable cross-coupling with aryl halides and pseudohalides. The hydroxyl group provides a handle for downstream functionalization, making this reagent valuable in constructing hindered biaryl architectures and antioxidant scaffolds.

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   60.69
  • LogP   1.667
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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