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CS-W001157 4
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(E)-2-(3,5-Difluorostyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1073354-58-1

  • Cat. No. CS-0175487
  • Purity≥97%
  • MDL No.None

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

(E)-2-(3,5-Difluorostyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0175487

Structure of 1073354-58-1

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General Information

  • CAS No. 1073354-58-1
  • Cat. No. CS-0175487
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇BF₂O₂
  • Molecular Weight 266.09
  • Synonym(s) Trans-2-(3,5-difluorophenyl)vinylboronic acidpinacol
  • SMILES CC1(C(C)(OB(O1)/C=C/C2=CC(F)=CC(F)=C2)C)C

Description

This boronate ester features a (E)-configured difluorostyryl group conjugated to a stable tetramethyl-1,3,2-dioxaborolane moiety. The electron-deficient olefin enhances reactivity in Suzuki-Miyaura couplings, while the sterically protected boron center ensures bench-stable handling and compatibility with diverse reaction conditions.

Application

(E)-2-(3,5-Difluorostyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its (E)-configured vinylborane moiety enables efficient coupling with aryl and heteroaryl halides, facilitating the construction of biaryl and styrenyl scaffolds prevalent in pharmaceutical and agrochemical research. The tetramethyl-substituted dioxaborolane ring enhances stability and simplifies purification, while the 3,5-difluorophenyl group offers predictable electronic effects and orthogonal reactivity.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.6094
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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