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CS-W001157 4
Total: USD 88.00

2-(4-(Bromomethyl)-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1150271-74-1

  • Cat. No. CS-0368589
  • Molecule weight314.99
  • Purity≥95%
  • MDL No.None

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

2-(4-(Bromomethyl)-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0368589

Structure of 1150271-74-1

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General Information

  • CAS No. 1150271-74-1
  • Cat. No. CS-0368589
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇BBrFO₂
  • Molecular Weight 314.99
  • Synonym(s) 4-Bromomethyl-3-fluorophenylboronic acid,pinacol
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(CBr)C(F)=C2)O1

Description

This boronate ester features a bromomethyl group flanked by a fluorophenyl ring, enabling direct coupling in Suzuki-Miyaura reactions. The tetramethyl-substituted dioxaborolane ring enhances stability and solubility under standard conditions.

Application

2-(4-(Bromomethyl)-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The bromomethyl group enables direct functionalization, while the tetramethyl-substituted dioxaborolane ensures excellent bench stability and compatibility with diverse reaction conditions. Its fluorinated aryl core provides orthogonal reactivity and structural relevance in medicinal chemistry applications.

Synthesis

  • Route1

    References

    • White, James R.; Price, Gareth J.; Schiffers, Stefanie; Raithby, Paul R.; Plucinski, Pawel K.; Frost, Christopher G. Tetrahedron Letters, 2010 , vol. 51, # 30 p. 3913 - 3917

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-H319
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   18.46
  • LogP   3.0198
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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