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CS-W001157 4
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2-Bromo-5-(difluoromethyl)thiophene

  • CAS No. 924646-90-2

  • Cat. No. CS-0091157
  • Molecule weight213.04
  • Purity≥97%
  • MDL No.MFCD22378823

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

2-Bromo-5-(difluoromethyl)thiophene|CS-0091157

Structure of 924646-90-2

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General Information

  • CAS No. 924646-90-2
  • Cat. No. CS-0091157
  • Purity ≥97%
  • MDL No. MFCD22378823
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrF₂S
  • Molecular Weight 213.04
  • Synonym(s) None
  • SMILES FC(C1=CC=C(Br)S1)F

Description

2-Bromo-5-(difluoromethyl)thiophene features a difluoromethyl group that imparts enhanced metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The bromine substituent enables facile cross-coupling reactions, while the thiophene core provides a rigid, electron-deficient platform for building complex heterocyclic architectures under standard conditions.

Application

2-Bromo-5-(difluoromethyl)thiophene serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions with high functional group tolerance. The difluoromethyl group imparts enhanced metabolic stability and modulates electronic properties, while the bromo substituent facilitates efficient C–C bond formation. Its bench-stable, crystalline nature simplifies handling and purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; RAFFERTY, Stephen, W.; YATES, Christopher, M.; SCHOTZINGER, Robert, J.; LOSO, Michael; SULLENBERGER, Michael Patent: WO2012/177603 A2, 2012 ; Location in patent: Page/Page column 73 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H312-H315-H319-H332-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.4482
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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