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CS-W001157 4
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4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)benzyl)-1,3,2-dioxaborolane

  • CAS No. 872038-32-9

  • Cat. No. CS-W008546
  • Purity≥97%
  • MDL No.MFCD08276838

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

4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)benzyl)-1,3,2-dioxaborolane|CS-W008546

Structure of 872038-32-9

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General Information

  • CAS No. 872038-32-9
  • Cat. No. CS-W008546
  • Purity ≥97%
  • MDL No. MFCD08276838
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BF₃O₃
  • Molecular Weight 302.10
  • Synonym(s) 4,4,5,5-tetramethyl-2-[4-(trifluoromethoxy)benzyl]-1,3,2-dioxaborolane
  • SMILES FC(F)(F)OC1=CC=C(C=C1)CB2OC(C)(C)C(C)(C)O2

Description

This boronate ester features a trifluoromethoxy-substituted benzyl group flanked by tetramethyl-substituted dioxaborolane rings, delivering enhanced stability and moisture tolerance. The electron-withdrawing trifluoromethoxy moiety imparts favorable reactivity in Suzuki-Miyaura cross-coupling, enabling efficient C–C bond formation under mild conditions.

Application

4,4,5,5-Tetramethyl-2-(4-(trifluoromethoxy)benzyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its trifluoromethoxy-substituted benzyl moiety provides enhanced lipophilicity and metabolic stability, facilitating efficient coupling with aryl and heteroaryl halides. The dioxaborolane framework offers excellent functional group tolerance and ease of purification, making it well-suited for iterative synthesis in medicinal chemistry and API development workflows.

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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Computational Chemistry Data

  • TPSA   27.69
  • LogP   3.7591
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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