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CS-W001157 4
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Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 269410-00-6

  • Cat. No. CS-W000905
  • Purity≥97%
  • MDL No.MFCD03093896

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

Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-W000905

Structure of 269410-00-6

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General Information

  • CAS No. 269410-00-6
  • Cat. No. CS-W000905
  • Purity ≥97%
  • MDL No. MFCD03093896
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁BO₄
  • Molecular Weight 276.14
  • Synonym(s) Benzoic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester
  • SMILES CCOC(C1=CC(B2OC(C)(C(C)(O2)C)C)=CC=C1)=O

Description

Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate features a boronate ester group flanked by electron-rich dioxaborolane rings, enabling stable coupling in Suzuki-Miyaura reactions. This bench-stable reagent integrates seamlessly into C–C bond formation workflows, offering predictable reactivity and compatibility with diverse functional groups under mild conditions.

Application

Ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a versatile boron-containing building block in palladium-catalyzed cross-coupling reactions. Its stable boronate ester group enables efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, facilitating the construction of biaryl and extended conjugated systems. The ethyl ester functionality offers additional handles for downstream transformations, while the tetramethyl-substituted dioxaborolane enhances bench stability and functional group tolerance.

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

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   2.1625
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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