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CS-W001157 4
Total: USD 88.00

1-Bromo-4-(methylsulfinyl)benzene

  • CAS No. 934-71-4

  • Cat. No. CS-0096007
  • Purity≥95%
  • MDL No.MFCD00159074

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

1-Bromo-4-(methylsulfinyl)benzene|CS-0096007

Structure of 934-71-4

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General Information

  • CAS No. 934-71-4
  • Cat. No. CS-0096007
  • Purity ≥95%
  • MDL No. MFCD00159074
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇BrOS
  • Molecular Weight 219.10
  • Synonym(s) 1-BROMO-4-(METHYLSULPHINYL)BENZENE 97
  • SMILES O=S(C1=CC=C(Br)C=C1)C

Description

1-Bromo-4-(methylsulfinyl)benzene features a bromine atom and a methylsulfinyl group positioned para to each other on a benzene ring. This electronic complementarity enables selective cross-coupling reactions under palladium catalysis, while the sulfinyl moiety enhances solubility and stability in polar reaction media.

Application

1-Bromo-4-(methylsulfinyl)benzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and functionalized aromatic scaffolds. The methylsulfinyl group offers moderate electron-withdrawing character and compatibility with standard reaction conditions, while the bromo substituent provides high reactivity in Suzuki, Stille, and Negishi couplings. Its bench-stable nature and clean purification profile make it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Lion, Claude; Da Conceicao, Louis; Hecquet, Gerard; Pralus, Christian; Schirmann, Jean-Pierre; Requieme, Benoit Phosphorus, Sulfur and Silicon and the Related Elements, 2004 , vol. 179, # 6 p. 1131 - 1152
  • Route2

    References

    • Organic Letters, , vol. 5, # 3 p. 235 - 237
  • Route3

    References

    • Jeyakumar, Kandasamy; Chand, Dillip Kumar Tetrahedron Letters, 2006 , vol. 47, # 27 p. 4573 - 4576

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.1865
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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