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CS-W001157 4
Total: USD 88.00

(Z)-1,2-Bis(phenylsulfonyl)ethene

  • CAS No. 963-15-5

  • Cat. No. CS-0112890
  • Molecule weight308.37
  • Purity≥98%
  • MDL No.MFCD00010140

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

(Z)-1,2-Bis(phenylsulfonyl)ethene|CS-0112890

Structure of 963-15-5

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General Information

  • CAS No. 963-15-5
  • Cat. No. CS-0112890
  • Purity ≥98%
  • MDL No. MFCD00010140
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₂O₄S₂
  • Molecular Weight 308.37
  • Synonym(s) Benzene, 1,1'-[1,2-ethenediylbis(sulfonyl)]bis-, (Z)-
  • SMILES O=S(/C=C\S(=O)(C1=CC=CC=C1)=O)(C2=CC=CC=C2)=O

Description

(Z)-1,2-Bis(phenylsulfonyl)ethene is a sterically constrained, bench-stable enol ether analog featuring two electron-withdrawing phenylsulfonyl groups positioned in close proximity. This configuration enhances its utility in synthetic transformations requiring precise stereocontrol and resistance to premature hydrolysis. The molecule integrates readily into complex molecular scaffolds where stability under standard conditions is paramount.

Application

(Z)-1,2-Bis(phenylsulfonyl)ethene serves as a stable, bench-ready dienophile in Diels-Alder reactions, enabling efficient access to functionalized cyclohexene scaffolds. Its dual phenylsulfonyl groups provide strong electron-withdrawing character and enhance solubility, facilitating purification and compatibility with common synthetic workflows. Functions reliably in standard thermal cycloadditions without requiring specialized conditions.

Synthesis

  • Route1
    • null|null
      18893-62-4
    • ~97%
    • In-stock
      (Z)-1,2-Bis(phenylsulfonyl)ethene|CS-0112890
      963-15-5

    References

    • Cossu, Sergio; De Lucchi, Ottorino; Durr, Richard; Fabris, Fabrizio Synthetic Communications, 1996 , vol. 26, # 2 p. 211 - 216
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 76, p. 5745
  • Route3
    • null|null
      108-98-5
    • ~%
    • In-stock
      (Z)-1,2-Bis(phenylsulfonyl)ethene|CS-0112890
      963-15-5

    References

    • Synthetic Communications, , vol. 26, # 2 p. 211 - 216

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   68.28
  • LogP   2.4054
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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