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CS-W001157 4
Total: USD 88.00

3-Thietanone

  • CAS No. 22131-92-6

  • Cat. No. CS-B0978
  • Purity≥98%
  • MDL No.MFCD11848696

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

3-Thietanone|CS-B0978

Structure of 22131-92-6

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General Information

  • CAS No. 22131-92-6
  • Cat. No. CS-B0978
  • Purity ≥98%
  • MDL No. MFCD11848696
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₄OS
  • Molecular Weight 88.13
  • Synonym(s) Thietan-3-one
  • SMILES O=C1CSC1

Description

3-Thietanone features a strained four-membered ring with a ketone functionality, delivering high reactivity in cycloaddition and ring-opening processes. This heterocyclic scaffold integrates readily into complex molecular architectures, offering access to diverse sulfur-containing compounds under mild conditions.

Application

3-Thietanone serves as a versatile synthonic building block in heterocyclic synthesis, enabling efficient access to thioether-containing scaffolds via ring-opening and cyclization cascades. Its strained four-membered ring structure facilitates regioselective functionalization under mild conditions, while demonstrating sufficient bench stability for routine handling. The compound functions effectively in nucleophilic addition reactions and serves as a key intermediate in the construction of bioactive thiol-containing motifs.

Synthesis

  • Route1
    • 3,3-Dimethoxythietane|CS-0475850
      89280-54-6
    • ~74%
    • In-stock
      3-Thietanone|CS-B0978
      22131-92-6

    References

    • Burkhard, Johannes A.; Guerot, Carine; Knust, Henner; Rogers-Evans, Mark; Carreira, Erick M. Organic Letters, 2010 , vol. 12, # 9 p. 1944 - 1947
  • Route2
    • null|null
      75384-14-4
    • null|null
      64-19-7
    • ~0%
    • In-stock
      3-Thietanone|CS-B0978
      22131-92-6
    • Benzhydryl acetate|CS-1346986
      954-67-6
    • null|null
      75384-17-7

    References

    • Pusino, A.; Rosnati, V.; Solinas, C.; Vettori, U. Tetrahedron, 1983 , vol. 39, # 13 p. 2259 - 2264

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅲ
Hazard Statements : H228
Precautionary Statements : P210-P243-P273-P403

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   0.3023
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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