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CS-W001157 4
Total: USD 88.00

1-Bromo-2-iodo-4-(trifluoromethyl)benzene

  • CAS No. 640280-28-0

  • Cat. No. CS-W013907
  • Purity≥97%
  • MDL No.MFCD09800691

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

1-Bromo-2-iodo-4-(trifluoromethyl)benzene|CS-W013907

Structure of 640280-28-0

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General Information

  • CAS No. 640280-28-0
  • Cat. No. CS-W013907
  • Purity ≥97%
  • MDL No. MFCD09800691
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃BrF₃I
  • Molecular Weight 350.91
  • Synonym(s) 5-broMo-1-iodo-5-(trifluoroMethyl)cyclohexa-1,3-diene
  • SMILES BrC1=C(C=C(C=C1)C(F)(F)F)I

Description

1-Bromo-2-iodo-4-(trifluoromethyl)benzene features a strategically positioned trifluoromethyl group enhancing electron-withdrawal, while orthogonal halogens enable sequential cross-coupling. This dual-halo functionality supports modular diversification in medicinal chemistry and materials synthesis under standard conditions.

Application

1-Bromo-2-iodo-4-(trifluoromethyl)benzene serves as a versatile diaryl building block for cross-coupling reactions, enabling sequential functionalization via orthogonal halogen reactivity. The bromo and iodo groups exhibit complementary reactivity in palladium-catalyzed coupling protocols, facilitating the construction of complex biaryl architectures with high regiocontrol. Its trifluoromethyl substituent enhances metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. The compound demonstrates excellent bench stability and compatibility with standard purification methods.

Synthesis

  • Route1

    References

    • Severin, Rene; Mujahidin, Didin; Reimer, Jessica; Doye, Sven Heterocycles, 2007 , vol. 74, # C p. 683 - 700
  • Route2

    References

    • Angewandte Chemie - International Edition, , vol. 47, # 5 p. 888 - 890

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.0725
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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