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CS-W001157 4
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2-(1-Cyclopropylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1867923-49-6

  • Cat. No. CS-0254191
  • Purity≥95%
  • MDL No.None

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

2-(1-Cyclopropylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0254191

Structure of 1867923-49-6

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General Information

  • CAS No. 1867923-49-6
  • Cat. No. CS-0254191
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉BO₂
  • Molecular Weight 194.08
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C(C2CC2)=C)O1

Description

This boronate ester features a cyclopropylvinyl group attached to a tetramethyl-substituted dioxaborolane ring, offering enhanced stability and reactivity in Suzuki-Miyaura coupling. The sterically shielded boron center enables efficient cross-coupling under mild conditions, while the cyclopropylvinyl moiety provides a unique handle for downstream functionalization. Ideal for synthetic applications requiring bench-stable, moisture-tolerant boron reagents.

Application

2-(1-Cyclopropylvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its cyclopropylvinyl moiety enables efficient incorporation into conjugated systems and heterocyclic scaffolds, with the tetramethyl-substituted dioxaborolane core offering enhanced stability and compatibility with diverse functional groups. The compound facilitates mild reaction conditions and straightforward purification, making it ideal for iterative synthesis in medicinal chemistry and materials development.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.584
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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