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CS-W001157 4
Total: USD 88.00

(5-(Trifluoromethyl)thiophen-2-yl)boronic acid

  • CAS No. 958451-91-7

  • Cat. No. CS-0077376
  • Purity≥96%
  • MDL No.MFCD11042442

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

(5-(Trifluoromethyl)thiophen-2-yl)boronic acid|CS-0077376

Structure of 958451-91-7

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General Information

  • CAS No. 958451-91-7
  • Cat. No. CS-0077376
  • Purity ≥96%
  • MDL No. MFCD11042442
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄BF₃O₂S
  • Molecular Weight 195.96
  • Synonym(s) 5-Trifluoromethyl-thiophene-2-boronic acid
  • SMILES OB(C1=CC=C(C(F)(F)F)S1)O

Description

This boronate moiety features a trifluoromethyl-substituted thiophene scaffold, delivering enhanced stability and electron-withdrawing character. The pendant boronic acid group enables efficient Suzuki-Miyaura cross-coupling under standard conditions, facilitating the construction of complex heteroaromatic architectures with high functional group tolerance.

Application

(5-(Trifluoromethyl)thiophen-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its trifluoromethylthiophene moiety imparts enhanced metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The boronic acid group exhibits excellent bench stability, tolerates a range of functional groups, and facilitates straightforward purification, supporting scalable synthesis and integration into complex molecular architectures.

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-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   40.46
  • LogP   0.4467
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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