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CS-W001157 4
Total: USD 88.00

2-(Phenylsulfonyl)pyridine

  • CAS No. 24244-60-8

  • Cat. No. CS-W021452
  • Purity≥97%
  • MDL No.MFCD09999263

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

2-(Phenylsulfonyl)pyridine|CS-W021452

Structure of 24244-60-8

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General Information

  • CAS No. 24244-60-8
  • Cat. No. CS-W021452
  • Purity ≥97%
  • MDL No. MFCD09999263
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉NO₂S
  • Molecular Weight 219.26
  • Synonym(s) 2-Pyridyl phenyl sulfone
  • SMILES O=S(C1=NC=CC=C1)(C2=CC=CC=C2)=O

Description

2-(Phenylsulfonyl)pyridine features a pyridine ring appended with a phenylsulfonyl group, delivering enhanced electron-withdrawing character and structural rigidity. This combination enables robust participation in transition-metal-catalyzed cross-coupling reactions and facilitates the synthesis of functionalized heteroaryl architectures under mild conditions.

Application

2-(Phenylsulfonyl)pyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C2 position via cross-coupling or nucleophilic substitution. Its sulfonyl group enhances solubility and modulates electronic properties while maintaining bench stability. The molecule functions effectively in late-stage diversification and heterocycle synthesis, offering predictable reactivity with minimal side reactions under standard conditions.

Synthesis

  • Route1
    • null|null
      109-09-1
    • In-stock
      Sodium benzenesulfinate|CS-W014314
      873-55-2
    • ~77%
    • In-stock
      2-(Phenylsulfonyl)pyridine|CS-W021452
      24244-60-8

    References

    • Qu, Bo; Samankumara, Lalith P.; Savoie, Jolaine; Fandrick, Daniel R.; Haddad, Nizar; Wei, Xudong; Ma, Shengli; Lee, Heewon; Rodriguez, Sonia; Busacca, Carl A.; Yee, Nathan K.; Song, Jinhua J.; Senanayake, Chris H. Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 993 - 1000
  • Route2
    • null|null
      123-73-9
    • Benzenesulfonyl cyanide|CS-0879288
      24224-99-5
    • ~99%
    • In-stock
      2-(Phenylsulfonyl)pyridine|CS-W021452
      24244-60-8

    References

    • Kuraray Co., Ltd. Patent: US6197962 B1, 2001 ;
  • Route3
    • null|null
      3111-54-4
    • ~74%
    • In-stock
      2-(Phenylsulfonyl)pyridine|CS-W021452
      24244-60-8

    References

    • Garcia-Rubia, Alfonso; Fernandez-Ibanez, M. Ungeles; Gomez Arrayas, Ramon; Carretero, Juan Carlos Chemistry - A European Journal, 2011 , vol. 17, # 13 p. 3567 - 3570

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   47.03
  • LogP   1.9144
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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