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CS-W001157 4
Total: USD 88.00

(E)-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3,2-dioxaborolane

  • CAS No. 1294009-25-8

  • Cat. No. CS-W000370
  • Purity≥97%
  • MDL No.MFCD19703868
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

(E)-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3,2-dioxaborolane|CS-W000370

Structure of 1294009-25-8

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Description

This boronate reagent features a (E)-configured styryl group conjugated to a trifluoromethyl substituent, enabling efficient cross-coupling in palladium-catalyzed reactions. The tetramethyl-substituted dioxaborolane ring enhances stability and solubility, while the electron-deficient trifluoromethyl moiety promotes reactivity. This structure facilitates direct incorporation into complex molecular architectures under mild conditions.

Application

(E)-4,4,5,5-Tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. Its (E)-configured styrenyl moiety enables efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, offering high functional group tolerance and predictable stereochemical retention. The tetramethyl-substituted dioxaborolane ring enhances stability and simplifies purification, making it well-suited for iterative synthesis of complex biaryls and pharmaceutical scaffolds.

General Information

  • CAS No. 1294009-25-8
  • Cat. No. CS-W000370
  • Purity ≥97%
  • MDL No. MFCD19703868
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈BF₃O₂
  • Molecular Weight 298.11
  • Synonym(s) 2-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester
  • SMILES FC(C1=CC=CC=C1/C=C/B2OC(C)(C)C(C)(C)O2)(F)F

Computational Chemistry Data

  • TPSA   18.46
  • LogP   4.35
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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