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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-1,3-dione

  • CAS No. 1220423-08-4

  • Cat. No. CS-0311035
  • Purity≥97%
  • MDL No.MFCD18383788

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-1,3-dione|CS-0311035

Structure of 1220423-08-4

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General Information

  • CAS No. 1220423-08-4
  • Cat. No. CS-0311035
  • Purity ≥97%
  • MDL No. MFCD18383788
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₆BNO₄
  • Molecular Weight 273.09
  • Synonym(s) 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindole-1,3-dione
  • SMILES O=C1NC(C2=C1C=CC(B3OC(C)(C)C(C)(C)O3)=C2)=O

Description

This boronate ester integrates a stable tetramethylboronate group with an isoindoline-1,3-dione scaffold, enabling efficient cross-coupling under mild conditions. The electron-deficient heterocycle enhances reactivity in palladium-catalyzed transformations, while the bench-stable boronate moiety simplifies handling and storage.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindoline-1,3-dione serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its isoindoline-1,3-dione core provides a rigid, electron-deficient scaffold valuable in medicinal chemistry and materials science. The tetramethylborolane moiety enables efficient coupling with aryl and heteroaryl halides under mild conditions, offering excellent functional group tolerance and straightforward purification.

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-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   0.8694
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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