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CS-W001157 4
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4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

  • CAS No. 847560-50-3

  • Cat. No. CS-0041480
  • Purity≥97%
  • MDL No.None

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

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde|CS-0041480

Structure of 847560-50-3

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General Information

  • CAS No. 847560-50-3
  • Cat. No. CS-0041480
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BO₃
  • Molecular Weight 246.11
  • Synonym(s) 4-Methyl-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
  • SMILES O=CC1=CC=C(C)C(B2OC(C)(C)C(C)(C)O2)=C1

Description

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde features a boronate ester group paired with an electron-rich aromatic aldehyde, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates seamlessly into complex molecular architectures, offering reliable carbon-carbon bond formation with high functional group tolerance and minimal side reactions.

Application

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The aldehyde functionality enables direct functionalization or derivatization, while the pinacol boronate group offers excellent stability, ease of handling, and compatibility with diverse reaction conditions. This compound facilitates efficient construction of biaryl and heteroaryl scaffolds commonly found 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   35.53
  • LogP   2.10672
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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