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2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 912844-88-3

  • Cat. No. CS-B1262
  • Purity≥98%
  • MDL No.MFCD18452169

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

2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-B1262

Structure of 912844-88-3

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General Information

  • CAS No. 912844-88-3
  • Cat. No. CS-B1262
  • Purity ≥98%
  • MDL No. MFCD18452169
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₁BO₂
  • Molecular Weight 280.17
  • Synonym(s) 3-Biphenylboronic acid, pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC(C3=CC=CC=C3)=CC=C2)O1

Description

This boronate ester features a biphenyl moiety linked to a tetramethyl-substituted dioxaborolane ring, delivering enhanced stability and moisture tolerance. It integrates readily into Suzuki-Miyaura cross-coupling reactions under standard conditions, enabling efficient C–C bond formation with aryl halides.

Application

2-([1,1'-Biphenyl]-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane ring enhances air and moisture stability, enabling reliable coupling with aryl halides and triflates under mild conditions. The biphenyl moiety provides a rigid, electron-rich scaffold suitable for constructing biaryl architectures common in pharmaceuticals and functional materials.

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   18.46
  • LogP   3.6528
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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