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CS-W001157 4
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1,3,2-Dioxaborolane, 2-[4-(difluoromethyl)phenyl]-4,4,5,5-tetramethyl-

  • CAS No. 1234319-14-2

  • Cat. No. CS-0029507
  • Purity≥97%
  • MDL No.None

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

1,3,2-Dioxaborolane, 2-[4-(difluoromethyl)phenyl]-4,4,5,5-tetramethyl-|CS-0029507

Structure of 1234319-14-2

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General Information

  • CAS No. 1234319-14-2
  • Cat. No. CS-0029507
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BF₂O₂
  • Molecular Weight 254.08
  • Synonym(s) 1,3,2-dioxaborolane,2-[4-(difluoromethyl)phenyl]-4,4,5,5-tetramethyl
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(C(F)F)C=C2)O1

Description

This boronate ester features a difluoromethyl-substituted phenyl group, enhancing electron-withdrawal and metabolic stability. The tetramethyl-substituted dioxaborolane ring ensures excellent shelf life and compatibility with Suzuki-Miyaura cross-coupling reactions under standard conditions.

Application

2-(4-(Difluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, making it valuable for constructing bioactive aryl scaffolds. Its tetramethyl-substituted dioxaborolane ring ensures excellent shelf life, low hydrolytic sensitivity, and compatibility with diverse reaction conditions.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US2012/214791 A1, 2012 ; Location in patent: Page/Page column 27 ; US 20120214791 A1
  • Route2

    References

    • Pfizer Inc. Patent: US2012/214791 A1, 2012 ; US 20120214791 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.9234
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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