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2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

  • CAS No. 1816937-59-3

  • Cat. No. CS-0132525
  • Purity≥97%
  • MDL No.MFCD16994392

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

2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde|CS-0132525

Structure of 1816937-59-3

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General Information

  • CAS No. 1816937-59-3
  • Cat. No. CS-0132525
  • Purity ≥97%
  • MDL No. MFCD16994392
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BO₄
  • Molecular Weight 248.09
  • Synonym(s) None
  • SMILES O=CC1=CC=C(C=C1O)B2OC(C)(C)C(O2)(C)C

Description

2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde features a boronate ester group paired with an ortho-hydroxyl and aldehyde functionality, enabling efficient Suzuki-Miyaura cross-coupling reactions. This trifunctional scaffold integrates seamlessly into complex molecular architectures under mild conditions.

Application

2-Hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The ortho-hydroxyl group enables chelation control and enhances regioselectivity in transition-metal-catalyzed transformations. Its stability under ambient conditions and compatibility with diverse functional groups make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

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   55.76
  • LogP   1.5039
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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