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CS-W001157 4
Total: USD 88.00

2-Iodobenzotrifluoride

  • CAS No. 444-29-1

  • Cat. No. CS-W004050
  • Molecule weight272.01
  • Purity≥98%
  • MDL No.None

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

2-Iodobenzotrifluoride|CS-W004050

Structure of 444-29-1

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General Information

  • CAS No. 444-29-1
  • Cat. No. CS-W004050
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃I
  • Molecular Weight 272.01
  • Synonym(s) α,α,α-trifluoro-2-iodotoluene; 2-Iodobenzotrifluoride
  • SMILES Ic1ccccc1C(F)(F)F

Description

2-Iodobenzotrifluoride serves as a key arylating agent in transition metal-catalyzed cross-coupling reactions. The trifluoromethyl group imparts enhanced electron-withdrawing character and metabolic stability, while the iodine handle enables efficient palladium-mediated functionalization. This compound exhibits excellent bench stability and compatibility with diverse reaction conditions.

Application

2-Iodobenzotrifluoride serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl architectures. Its trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The iodine moiety facilitates reliable Suzuki, Stille, and Negishi couplings under standard conditions, while the compound exhibits good bench stability and ease of handling.

Synthesis

  • Route1

    References

    • Garden, Jennifer A.; Armstrong, David R.; Clegg, William; Garcia-Alvarez, Joaquin; Hevia, Eva; Kennedy, Alan R.; Mulvey, Robert E.; Robertson, Stuart D.; Russo, Luca Organometallics, 2013 , vol. 32, # 19 p. 5481 - 5490
  • Route2
    • null|null
      88-17-5
    • ~52%
    • In-stock
      2-Iodobenzotrifluoride|CS-W004050
      444-29-1

    References

    • Fukai, Ryosuke; Zheng, Xiaoxia; Motoshima, Kazunori; Tai, Akihiro; Yazama, Futoshi; Kakuta, Hiroki ChemMedChem, 2011 , vol. 6, # 3 p. 550 - 560
  • Route3

    References

    • Ye, Yingda; Lee, Shin Hee; Sanford, Melanie S. Organic Letters, 2011 , vol. 13, # 20 p. 5464 - 5467

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.31
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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