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

  • CAS No. 1012880-11-3

  • Cat. No. CS-0139098
  • Purity≥98%
  • MDL No.MFCD22494866

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

2-Fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline|CS-0139098

Structure of 1012880-11-3

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General Information

  • CAS No. 1012880-11-3
  • Cat. No. CS-0139098
  • Purity ≥98%
  • MDL No. MFCD22494866
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉BFNO₂
  • Molecular Weight 251.11
  • Synonym(s) None
  • SMILES NC1=CC(B2OC(C)(C)C(C)(C)O2)=C(C)C=C1F

Description

This boronate-functional aniline features a fluorinated aryl group and a methyl substituent, enabling efficient coupling in Suzuki-Miyaura reactions. The tetramethyl-dioxaborolane moiety provides enhanced stability and reactivity under standard conditions, facilitating rapid cross-coupling with aryl halides.

Application

2-Fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The ortho-fluoro and meta-methyl substituents enable directed functionalization and enhance metabolic stability in bioactive scaffolds. The pinacol boronate group offers excellent bench stability, tolerance to diverse reaction conditions, and facilitates straightforward purification—making this compound ideal for rapid library synthesis and late-stage diversification in medicinal chemistry workflows.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   2.01552
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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