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CS-W001157 4
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2-Iodo-5-(trifluoromethyl)benzoic acid

  • CAS No. 702641-04-1

  • Cat. No. CS-W006031
  • Purity≥95%
  • MDL No.MFCD11849931

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

2-Iodo-5-(trifluoromethyl)benzoic acid|CS-W006031

Structure of 702641-04-1

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General Information

  • CAS No. 702641-04-1
  • Cat. No. CS-W006031
  • Purity ≥95%
  • MDL No. MFCD11849931
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄F₃IO₂
  • Molecular Weight 316.02
  • Synonym(s) Benzoic acid, 2-iodo-5-(trifluoromethyl)-
  • SMILES IC1=C(C(=O)O)C=C(C=C1)C(F)(F)F

Description

2-Iodo-5-(trifluoromethyl)benzoic acid features a trifluoromethyl group that imparts strong electron-withdrawing character and enhanced metabolic stability, while the iodine substituent enables facile cross-coupling reactions. This combination delivers a robust platform for constructing complex aromatic architectures in medicinal chemistry and materials science applications under standard conditions.

Application

2-Iodo-5-(trifluoromethyl)benzoic acid serves as a versatile building block for Suzuki-Miyaura and Sonogashira coupling reactions, enabling efficient construction of biaryl and alkynyl scaffolds. The iodine moiety offers high reactivity under palladium catalysis, while the trifluoromethyl group enhances metabolic stability and lipophilicity—key attributes in medicinal chemistry. Bench-stable and compatible with common protecting groups, it facilitates straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • WO2004/48314 A1, ; Page 53-55 ;
  • Route2

    References

    • Smith, Cameron J.; Ali, Amjad; Hammond, Milton L.; Li, Hong; Lu, Zhijian; Napolitano, Joann; Taylor, Gayle E.; Thompson, Christopher F.; Anderson, Matt S.; Chen, Ying; Eveland, Suzanne S.; Guo, Qiu; Hyland, Sheryl A.; Milot, Denise P.; Sparrow, Carl P.; Wright, Samuel D.; Cumiskey, Anne-Marie; Latham, Melanie; Peterson, Laurence B.; Rosa, Ray; Pivnichny, James V.; Tong, Xinchun; Xu, Suoyu S.; Sinclair, Peter J. Journal of Medicinal Chemistry, 2011 , vol. 54, # 13 p. 4880 - 4895
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 13 p. 4880 - 4895

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   37.3
  • LogP   3.0082
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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