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Dimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phosphine oxide

  • CAS No. 1394346-20-3

  • Cat. No. CS-0046427
  • Purity≥97%
  • MDL No.None

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

Dimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phosphine oxide|CS-0046427

Structure of 1394346-20-3

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General Information

  • CAS No. 1394346-20-3
  • Cat. No. CS-0046427
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂BO₃P
  • Molecular Weight 280.11
  • Synonym(s) Dimethyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phosphine oxide
  • SMILES CC1(OB(C2=CC=C(C=C2)P(C)(C)=O)OC1(C)C)C

Description

Dimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phosphine oxide delivers a stable, bench-ready boronate handle paired with a polar phosphine oxide moiety. This combination enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, offering reliable coupling efficiency and enhanced solubility in common organic solvents.

Application

Dimethyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)phosphine oxide serves as a stable, bench-ready boron-containing building block for Suzuki-Miyaura cross-coupling reactions. Its diborane moiety enables efficient palladium-catalyzed coupling with aryl and heteroaryl halides, while the phosphine oxide group enhances solubility and functional group tolerance. The tetramethylcyclopentadienone ring ensures excellent stability and ease of purification, making it ideal for modular synthesis of biaryl scaffolds and complex pharmaceutical intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.2338
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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