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CS-W001157 4
Total: USD 88.00

1-(2-Bromoethyl)-4-(trifluoromethyl)benzene

  • CAS No. 130365-87-6

  • Cat. No. CS-0077606
  • Purity≥98%
  • MDL No.MFCD10567022

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

1-(2-Bromoethyl)-4-(trifluoromethyl)benzene|CS-0077606

Structure of 130365-87-6

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General Information

  • CAS No. 130365-87-6
  • Cat. No. CS-0077606
  • Purity ≥98%
  • MDL No. MFCD10567022
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrF₃
  • Molecular Weight 253.06
  • Synonym(s) 1-(2-Bromoethyl)-4-(trifluoromethyl)benzene, 2-(4-Trifluoromethylphenyl)ethyl bromide
  • SMILES FC(F)(F)C1=CC=C(CCBr)C=C1

Description

1-(2-Bromoethyl)-4-(trifluoromethyl)benzene features a bromoethyl side chain appended to a trifluoromethyl-substituted benzene ring, enabling efficient coupling in cross-coupling reactions. The electron-deficient aryl group enhances reactivity in palladium-catalyzed transformations, while the terminal bromide serves as a reliable handle for further functionalization. This structure combines stability with synthetic versatility for advanced molecular architectures.

Application

1-(2-Bromoethyl)-4-(trifluoromethyl)benzene serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of pharmacophoric scaffolds. The bromoethyl moiety facilitates nucleophilic substitution reactions, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity. This compound exhibits excellent bench stability and compatibility with standard coupling protocols, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • WO2005/123748 A1, ; Page/Page column 97-98 ; WO 2005/123748 A1
  • Route2

    References

    • Canadian Journal of Chemistry, , vol. 74, # 3 p. 453 - 456

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H319-H411
Precautionary Statements : P264-P270-P273-P280-P305+P351+P338-P391-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.6428
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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