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CS-W001157 4
Total: USD 88.00

1,2,3,5,6-Pentathiepane

  • CAS No. 292-46-6

  • Cat. No. CS-0186285
  • Molecule weight188.38
  • Purity≥97%
  • MDL No.None

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

1,2,3,5,6-Pentathiepane|CS-0186285

Structure of 292-46-6

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General Information

  • CAS No. 292-46-6
  • Cat. No. CS-0186285
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂H₄S₅
  • Molecular Weight 188.38
  • Synonym(s) Lenthionine
  • SMILES C1SSCSSS1

Description

1,2,3,5,6-Pentathiepane features a rigid, saturated five-membered ring with sulfur atoms at each vertex, delivering exceptional thermal and oxidative stability. This unique cyclic polysulfide integrates readily into thiol-based coupling reactions and serves as a robust scaffold for the synthesis of complex organosulfur architectures under standard conditions.

Application

1,2,3,5,6-Pentathiepane serves as a robust sulfur-rich scaffold enabling the construction of complex heterocyclic systems through controlled ring transformations. Its inherent stability under ambient conditions and tolerance to diverse functional groups facilitate reliable incorporation into synthetic sequences. The molecule functions as a versatile building block in the development of thia-bridged macrocycles and sulfide-containing pharmacophores, particularly valuable in medicinal chemistry campaigns requiring enhanced metabolic stability and lipophilic character.

Synthesis

  • Route1
    • null|null
      291-22-5
    • ~30%
    • In-stock
      1,2,3,5,6-Pentathiepane|CS-0186285
      292-46-6

    References

    • Takikawa, Yuji; Makabe, Takahiro; Hirose, Naoyuki; Hiratsuka, Takamichi; Takoh, Ryuji; Shimada, Kazuaki Chemistry Letters, 1988 , # 9 p. 1517 - 1520
  • Route2
    • null|null
      18994-69-9
    • ~43%
    • In-stock
      1,2,3,5,6-Pentathiepane|CS-0186285
      292-46-6

    References

    • Still; Kutney Tetrahedron Letters, 1981 , vol. 22, # 21 p. 1939 - 1940
  • Route3
    • null|null
      75-11-6
    • ~18%
    • In-stock
      1,2,3,5,6-Pentathiepane|CS-0186285
      292-46-6

    References

    • Bannister, Robin M.; Rees, Charles W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , p. 509 - 514

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   0
  • LogP   3.326
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   0

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