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

  • CAS No. 210907-84-9

  • Cat. No. CS-D1773
  • Molecule weight219.09
  • Purity≥97%
  • MDL No.MFCD03453668

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

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-D1773

Structure of 210907-84-9

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General Information

  • CAS No. 210907-84-9
  • Cat. No. CS-D1773
  • Purity ≥97%
  • MDL No. MFCD03453668
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈BNO₂
  • Molecular Weight 219.09
  • Synonym(s) 3-Aminophenylboronic acid pinacol ester
  • SMILES NC1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1

Application

3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a robust boron-based building block in Suzuki-Miyaura cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient construction of biaryl scaffolds. The tetramethyl-substituted dioxaborolane moiety enhances shelf life and minimizes protodeboronation, facilitating reliable coupling across pharmaceutical and materials chemistry applications.

Synthesis

  • Route1

    References

    • Vogels, Christopher M.; Wellwood, Heather L.; Biradha, Kumar; Zaworotko, Michael J.; Westcott, Stephen A. Canadian Journal of Chemistry, 1999 , vol. 77, # 7 p. 1196 - 1207
  • Route2

    References

    • Qiu, Di; Wang, Shuai; Tang, Shengbo; Meng, He; Jin, Liang; Mo, Fanyang; Zhang, Yan; Wang, Jianbo Journal of Organic Chemistry, 2014 , vol. 79, # 5 p. 1979 - 1988
  • Route3
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    • In-stock
      3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-D1773
      210907-84-9

    References

    • Kressierer, Christoph J.; Lehnemann, Bernd; Jung, Jorg Patent: US2008/269523 A1, 2008 ; Location in patent: Page/Page column 5 ;

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   44.48
  • LogP   1.568
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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