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2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

  • CAS No. 1392234-97-7

  • Cat. No. CS-0174809
  • Molecule weight238.06
  • Purity≥97%
  • MDL No.None

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

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol|CS-0174809

Structure of 1392234-97-7

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General Information

  • CAS No. 1392234-97-7
  • Cat. No. CS-0174809
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BFO₃
  • Molecular Weight 238.06
  • Synonym(s) phenol,2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
  • SMILES CC1(C(C)(OB(O1)C2=CC(O)=C(F)C=C2)C)C

Description

This boronate ester features a 2-fluoro-5-hydroxyphenyl scaffold, enabling direct coupling in Suzuki-Miyaura reactions. The tetramethyl-1,3,2-dioxaborolane moiety imparts exceptional stability and moisture tolerance, simplifying handling under standard conditions.

Application

2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable reliable C–C bond formation. The ortho-fluoro substituent enhances reactivity in palladium-catalyzed couplings, facilitating the synthesis of substituted biaryls and heterocyclic scaffolds common in medicinal chemistry.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   1.8305
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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