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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarbonitrile

  • CAS No. 1310384-20-3

  • Cat. No. CS-0051134
  • Purity≥97%
  • MDL No.None

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarbonitrile|CS-0051134

Structure of 1310384-20-3

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General Information

  • CAS No. 1310384-20-3
  • Cat. No. CS-0051134
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀BNO₂
  • Molecular Weight 233.11
  • Synonym(s) 4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-ene-1-carbonitrile
  • SMILES CC1(C)OB(OC1(C)C)C1=CCC(CC1)C#N

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarbonitrile features a boronate ester group paired with an electron-deficient alkene and nitrile functionality, enabling efficient palladium-catalyzed cross-coupling reactions. This bench-stable reagent integrates seamlessly into complex molecule assembly workflows, particularly in the synthesis of conjugated systems and functionalized cyclohexenones.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarbonitrile serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The stable pinacol boronate ester enables efficient C–C bond formation under mild conditions, while the conjugated enecarbonitrile moiety provides a rigid, electron-deficient scaffold suitable for constructing functionalized heterocycles and pharmaceutical intermediates. Bench-stable and compatible with diverse reaction conditions, it facilitates rapid access to complex molecular architectures in medicinal chemistry and materials science applications.

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   42.25
  • LogP   2.86788
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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