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Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate

  • CAS No. 1150271-61-6

  • Cat. No. CS-0040998
  • Purity≥97%
  • MDL No.MFCD12026075

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

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate|CS-0040998

Structure of 1150271-61-6

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General Information

  • CAS No. 1150271-61-6
  • Cat. No. CS-0040998
  • Purity ≥97%
  • MDL No. MFCD12026075
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₈BF₃O₄
  • Molecular Weight 330.11
  • Synonym(s) Methyl3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate
  • SMILES O=C(OC)C1=CC(C(F)(F)F)=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate features a boronate ester group flanked by a trifluoromethyl substituent and an ester moiety. This combination enables efficient coupling in Suzuki-Miyaura reactions, offering enhanced stability and compatibility with diverse reaction conditions.

Application

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-(trifluoromethyl)benzoate serves as a versatile boronate building block in palladium-catalyzed cross-coupling reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the tetramethyl-substituted dioxaborolane ensures excellent bench stability and functional group tolerance. The methyl ester enables downstream derivatization, making this compound ideal for constructing complex heterocyclic scaffolds and drug-like molecules in medicinal chemistry 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   44.76
  • LogP   2.7912
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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