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CS-W001157 4
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1-Bromo-4-(isopropylsulfonyl)benzene

  • CAS No. 70399-02-9

  • Cat. No. CS-0096373
  • Purity≥95%
  • MDL No.None

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

1-Bromo-4-(isopropylsulfonyl)benzene|CS-0096373

Structure of 70399-02-9

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General Information

  • CAS No. 70399-02-9
  • Cat. No. CS-0096373
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrO₂S
  • Molecular Weight 263.15
  • Synonym(s) 1-Bromo-4-(propane-2-sulfonyl)benzene
  • SMILES O=S(C1=CC=C(Br)C=C1)(C(C)C)=O

Description

1-Bromo-4-(isopropylsulfonyl)benzene features a bromine substituent flanked by an electron-withdrawing isopropylsulfonyl group, enabling efficient palladium-catalyzed cross-coupling reactions. The sulfonyl moiety enhances solubility and stability, while the aryl bromide serves as a reliable coupling handle in synthetic sequences requiring precise functional group placement.

Application

1-Bromo-4-(isopropylsulfonyl)benzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and functionalized arene scaffolds. The isopropylsulfonyl group provides enhanced solubility and stability while offering orthogonal reactivity in multi-step synthesis. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable use in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Akzo Nobel N.V. Patent: US5620966 A1, 1997 ; US 5620966 A
  • Route2

    References

    • Cogolli,P. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 15 p. 2642 - 2646
  • Route3

    References

    • Cogolli,P. et al. Journal of Organic Chemistry, 1979 , vol. 44, # 15 p. 2642 - 2646

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   34.14
  • LogP   2.6312
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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