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CS-W001157 4
Total: USD 88.00

2-(2-Cyanophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

  • CAS No. 214360-47-1

  • Cat. No. CS-W000900
  • Molecule weight215.06
  • Purity≥98%
  • MDL No.MFCD04039011

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

2-(2-Cyanophenyl)-5,5-dimethyl-1,3,2-dioxaborinane|CS-W000900

Structure of 214360-47-1

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General Information

  • CAS No. 214360-47-1
  • Cat. No. CS-W000900
  • Purity ≥98%
  • MDL No. MFCD04039011
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄BNO₂
  • Molecular Weight 215.06
  • Synonym(s) 2-Cyanophenylboronic Acid Neopentyl Glycol Ester
  • SMILES CC(COB1C2=CC=CC=C2C#N)(CO1)C

Description

This boronate ester features a 2-cyanophenyl group conjugated to a sterically shielded dioxaborinane core, enhancing stability and facilitating selective cross-coupling reactions. The electron-withdrawing cyano substituent modulates reactivity, enabling efficient Suzuki-Miyaura coupling under mild conditions.

Application

2-(2-Cyanophenyl)-5,5-dimethyl-1,3,2-dioxaborinane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its 2-cyanophenyl moiety enables direct incorporation into biaryl and heteroaromatic scaffolds, while the dioxaborinane ring provides enhanced thermal stability and resistance to protodeboronation. The dimethyl-substituted boracycle facilitates efficient purification and exhibits broad functional group tolerance, making it well-suited for iterative synthesis in medicinal chemistry and process 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.32648
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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