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

  • CAS No. 2246816-47-5

  • Cat. No. CS-0179460
  • Molecule weight194.08
  • Purity≥97%
  • MDL No.None

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

2-(Cyclobutylidenemethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0179460

Structure of 2246816-47-5

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General Information

  • CAS No. 2246816-47-5
  • Cat. No. CS-0179460
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉BO₂
  • Molecular Weight 194.08
  • Synonym(s) 2-(cyclobutylidenemethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • SMILES CC1(C)C(C)(C)OB(/C=C2CCC/2)O1

Description

This boronate ester features a cyclobutylidenemethyl group tethered to a tetramethyl-1,3,2-dioxaborolane ring, offering enhanced stability and reactivity in Suzuki-Miyaura coupling. The sterically encumbered dioxaborolane moiety resists hydrolysis, while the cyclobutylidenemethyl unit provides a rigid, electron-rich handle for efficient cross-coupling under mild conditions.

Application

2-(Cyclobutylidenemethyl)-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 cyclobutylidenemethyl moiety enables efficient incorporation into complex scaffolds, offering excellent functional group tolerance and compatibility with standard reaction conditions. The tetramethyl-substituted dioxaborolane ring enhances stability and simplifies purification, making it well-suited for iterative synthesis and library generation in medicinal chemistry workflows.

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 : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.7281
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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