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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 380151-85-9

  • Cat. No. CS-W000921
  • Molecule weight232.08
  • Purity≥95%
  • MDL No.MFCD07363841

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

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde|CS-W000921

Structure of 380151-85-9

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General Information

  • CAS No. 380151-85-9
  • Cat. No. CS-W000921
  • Purity ≥95%
  • MDL No. MFCD07363841
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BO₃
  • Molecular Weight 232.08
  • Synonym(s) Benzaldehyde, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • SMILES O=Cc1ccccc1B1OC(C(O1)(C)C)(C)C

Application

2-(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 sterically protected boronate moiety ensures excellent shelf stability and functional group tolerance, while the aldehyde group enables downstream transformations such as reductive amination or Wittig reactions. This compound facilitates efficient construction of biaryl and aryl-aldehyde scaffolds in medicinal chemistry and materials synthesis workflows.

Synthesis

  • Route1

    References

    • Li, Pengbin; Fu, Chunling; Ma, Shengming Organic and Biomolecular Chemistry, 2014 , vol. 12, # 22 p. 3604 - 3610
  • Route2

    References

    • Lautens, Mark; Mancuso, John Journal of Organic Chemistry, 2004 , vol. 69, # 10 p. 3478 - 3487
  • Route3

    References

    • Lu, Jie; Guan, Zhong-Zhi; Gao, Jian-Wu; Zhang, Zhan-Hui Applied Organometallic Chemistry, 2011 , vol. 25, # 7 p. 537 - 541

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   1.7983
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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