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CS-W001157 4
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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde

  • CAS No. 945865-80-5

  • Cat. No. CS-0146285
  • Purity≥97%
  • 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)isophthalaldehyde|CS-0146285

Structure of 945865-80-5

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General Information

  • CAS No. 945865-80-5
  • Cat. No. CS-0146285
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇BO₄
  • Molecular Weight 260.09
  • Synonym(s) None
  • SMILES O=CC1=CC(B2OC(C)(C)C(C)(C)O2)=CC(C=O)=C1

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde features a boronate ester group paired with a reactive aldehyde handle, enabling efficient Suzuki-Miyaura coupling and selective derivatization. This bench-stable reagent integrates seamlessly into modular synthesis workflows for complex molecular architectures.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isophthalaldehyde serves as a versatile boronate building block for Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and polyaromatic scaffolds. The aldehyde functionality provides orthogonal reactivity for downstream transformations, including reductive amination and oxime formation. Bench-stable under ambient conditions, it exhibits excellent functional group tolerance and facilitates rapid purification via flash chromatography, making it ideal for modular synthesis 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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.6108
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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