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

  • CAS No. 1073354-14-9

  • Cat. No. CS-0174140
  • Purity≥98%
  • MDL No.None

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde|CS-0174140

Structure of 1073354-14-9

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General Information

  • CAS No. 1073354-14-9
  • Cat. No. CS-0174140
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BNO₃
  • Molecular Weight 233.07
  • Synonym(s) 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbaldehyde
  • SMILES CC1(C(C)(OB(O1)C2=CN=C(C=O)C=C2)C)C

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde features a boronate ester group paired with an aldehyde functionality, enabling direct coupling in Suzuki-Miyaura reactions and selective derivatization. This bench-stable reagent integrates seamlessly into complex molecule synthesis workflows.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The picolinaldehyde moiety provides a synthetically accessible handle for further functionalization, while the stable boronate ester ensures excellent bench stability and compatibility with diverse functional groups. This reagent facilitates the rapid assembly of substituted heteroaromatic scaffolds commonly found in pharmaceutical intermediates and advanced materials.

Safety Information

Download SDS
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   48.42
  • LogP   1.1933
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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