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CS-W001157 4
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3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile

  • CAS No. 238088-31-8

  • Cat. No. CS-0174077
  • Purity≥97%
  • MDL No.None

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

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile|CS-0174077

Structure of 238088-31-8

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General Information

  • CAS No. 238088-31-8
  • Cat. No. CS-0174077
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆BNO₂
  • Molecular Weight 181.04
  • Synonym(s) 2-Cyanoethylboronic acid, pinacol ester
  • SMILES CC1(C(C)(OB(O1)CCC#N)C)C

Description

This boronate ester integrates a nitrile group at the 3-position, enabling direct functionalization via cross-coupling. The tetramethyl-1,3,2-dioxaborolane moiety provides enhanced stability and reactivity under standard conditions. Designed for efficient synthesis of aryl nitriles, this reagent facilitates C–C bond formation with minimal decomposition.

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)propanenitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The nitrile group provides orthogonal functionality for downstream transformations, while the sterically protected boronate ester ensures excellent bench stability and compatibility with diverse reaction conditions. Its predictable reactivity and ease of purification make it ideal for constructing complex molecular architectures in medicinal chemistry and materials science.

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.99228
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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