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CS-W001157 4
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2,3-Dihydro-benzo[1,4]dioxine-6-sulfonyl chloride

  • CAS No. 63758-12-3

  • Cat. No. CS-0071523
  • Purity≥95%
  • MDL No.None

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

2,3-Dihydro-benzo[1,4]dioxine-6-sulfonyl chloride|CS-0071523

Structure of 63758-12-3

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General Information

  • CAS No. 63758-12-3
  • Cat. No. CS-0071523
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₄S
  • Molecular Weight 234.66
  • Synonym(s) 2,3-Dihydro-1,4-benzodioxine-6-sulfonyl chloride
  • SMILES O=S(C1=CC(OCCO2)=C2C=C1)(Cl)=O

Description

2,3-Dihydro-benzo[1,4]dioxine-6-sulfonyl chloride features a reactive sulfonyl chloride group attached to a stable dihydrobenzodioxine scaffold. This configuration enables selective coupling in synthetic routes requiring sulfonamide formation under mild conditions. The molecule exhibits enhanced solubility in polar organic solvents and demonstrates robust stability during handling, facilitating integration into complex molecular architectures.

Application

2,3-Dihydro-benzo[1,4]dioxine-6-sulfonyl chloride serves as a versatile sulfonylating agent for the introduction of sulfonate groups into diverse substrates. Its benzo[1,4]dioxine core provides structural rigidity and metabolic stability, while the reactive sulfonyl chloride moiety enables efficient coupling with amines, alcohols, and thiols under mild conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry and process development workflows requiring selective sulfonation.

Synthesis

  • Route1
    • null|null
      274-09-9
    • null|null
      107-06-2
    • ~96%
    • In-stock
      2,3-Dihydro-benzo[1,4]dioxine-6-sulfonyl chloride|CS-0071523
      63758-12-3

    References

    • Eli Lilly and Company Patent: US5387681 A1, 1995 ;
  • Route2

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 76, p. 129,138,145

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.3853
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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