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CS-W001157 4
Total: USD 88.00

2-Bromo-6-iodo-4-(trifluoromethyl)aniline

  • CAS No. 875306-20-0

  • Cat. No. CS-0096832
  • Purity≥97%
  • MDL No.MFCD08458149

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

2-Bromo-6-iodo-4-(trifluoromethyl)aniline|CS-0096832

Structure of 875306-20-0

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General Information

  • CAS No. 875306-20-0
  • Cat. No. CS-0096832
  • Purity ≥97%
  • MDL No. MFCD08458149
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrF₃IN
  • Molecular Weight 365.92
  • Synonym(s) 4-Amino-3-bromo-5-iodobenzotrifluoride
  • SMILES NC1=C(I)C=C(C(F)(F)F)C=C1Br

Description

2-Bromo-6-iodo-4-(trifluoromethyl)aniline features a trifluoromethyl group that imparts high electron-withdrawal and metabolic stability, while the bromo and iodo substituents enable selective cross-coupling reactions. This ortho-heteroaryl scaffold supports efficient diversification in medicinal chemistry and materials synthesis under standard conditions.

Application

2-Bromo-6-iodo-4-(trifluoromethyl)aniline serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling the construction of complex biaryl scaffolds. The ortho-bromo and meta-iodo substituents offer complementary reactivity in Suzuki, Stille, and Negishi couplings, while the trifluoromethyl group enhances metabolic stability and lipophilicity. Its bench-stable crystalline form facilitates handling and purification, making it suitable for medicinal chemistry campaigns and process-scale synthesis.

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   3.6547
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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