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2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

  • CAS No. 850567-56-5

  • Cat. No. CS-0041416
  • Purity≥97%
  • MDL No.MFCD06659926

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

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0041416

Structure of 850567-56-5

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General Information

  • CAS No. 850567-56-5
  • Cat. No. CS-0041416
  • Purity ≥97%
  • MDL No. MFCD06659926
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇BClNO₂
  • Molecular Weight 253.53
  • Synonym(s) 6-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
  • SMILES CC1(C)OB(OC1(C)C)C1=CC(N)=C(Cl)C=C1

Description

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline features a boronate ester group enabling efficient Suzuki-Miyaura coupling under mild conditions. The electron-rich aryl moiety integrates seamlessly into complex molecular architectures. This bench-stable reagent delivers high functional group tolerance and reliable coupling yields in diverse synthetic sequences.

Synthesis

  • Route1

    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
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 79, # 5 p. 1979 - 1988

Safety Information

Download SDS
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   44.48
  • LogP   2.2214
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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