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CS-W001157 4
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2-(Difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

  • CAS No. 1193104-53-8

  • Cat. No. CS-0029716
  • Purity≥95%
  • MDL No.MFCD18382804

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

2-(Difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-0029716

Structure of 1193104-53-8

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General Information

  • CAS No. 1193104-53-8
  • Cat. No. CS-0029716
  • Purity ≥95%
  • MDL No. MFCD18382804
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BF₂NO₂
  • Molecular Weight 255.07
  • Synonym(s) 2-(Difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine
  • SMILES CC1(C)C(C)(C)OB(C2=CC(C(F)F)=NC=C2)O1

Description

This boronate ester features a difluoromethylpyridine core, enabling direct incorporation into cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane moiety provides enhanced stability and moisture tolerance, simplifying handling under standard conditions. Ideal for late-stage functionalization in medicinal chemistry.

Application

2-(Difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the pinacol boronate moiety enables reliable coupling under mild conditions. This reagent exhibits excellent bench stability, tolerates diverse functional groups, and facilitates efficient construction of fluorinated heterocyclic scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
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   31.35
  • LogP   2.3184
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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