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N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

  • CAS No. 380430-61-5

  • Cat. No. CS-0153966
  • Molecule weight261.12
  • Purity≥96%
  • MDL No.MFCD02179480

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

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide|CS-0153966

Structure of 380430-61-5

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General Information

  • CAS No. 380430-61-5
  • Cat. No. CS-0153966
  • Purity ≥96%
  • MDL No. MFCD02179480
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BNO₃
  • Molecular Weight 261.12
  • Synonym(s) N-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide
  • SMILES CC(NC1=CC=CC=C1B2OC(C)(C(C)(O2)C)C)=O

Description

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide features a boronate ester group conjugated to an aryl amide scaffold, enabling efficient Suzuki-Miyaura coupling under mild conditions. The tetramethyl-substituted dioxaborolane moiety imparts enhanced stability and moisture tolerance, while the acetamide linkage provides favorable solubility and compatibility in aqueous-organic reaction media. This reagent integrates seamlessly into complex molecular architectures during synthetic workflows.

Application

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions. Its ortho-substituted arylboronate functionality enables efficient C–C bond formation under mild conditions, with excellent stability and ease of purification. The acetamide group provides moderate polarity and functional group tolerance, facilitating downstream transformations in medicinal chemistry and materials synthesis.

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   47.56
  • LogP   1.9442
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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