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CS-W001157 4
Total: USD 88.00

Benzo-15-crown-5-ether

  • CAS No. 14098-44-3

  • Cat. No. CS-W009301
  • Purity≥97%
  • MDL No.MFCD00005945

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

Benzo-15-crown-5-ether|CS-W009301

Structure of 14098-44-3

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General Information

  • CAS No. 14098-44-3
  • Cat. No. CS-W009301
  • Purity ≥97%
  • MDL No. MFCD00005945
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀O₅
  • Molecular Weight None
  • Synonym(s) B15C5
  • SMILES C1(OCCOCCOCCOCCO2)=C2C=CC=C1

Description

Benzo-15-crown-5 is a macrocyclic compound that belongs to the class of crown ethers. It is used as a ligand in metal-catalyzed reactions to enhance the reactivity and selectivity by coordinating with metal cations. For instance, it has been utilized in certain metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura or Stille reactions, to improve the efficiency and selectivity of the transformations. Benzo-15-crown is also employed as a phase-transfer catalyst in organic synthesis.Benzo-15-crown-5 can be used as a reactant in the synthesis of a phenol-based benzo-15-crown-5 ether resin. The resulting resin further used for lithium isotope separation, which relies on the selective absorption of the Li-6 isotope.

Synthesis

  • Route1
    • 2,2-(((1,2-Phenylenebis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethan-1-ol)|CS-0964925
      41757-99-7
    • ~92%
    • In-stock
      Benzo-15-crown-5-ether|CS-W009301
      14098-44-3

    References

    • Czech, B.; Czech, A.; Bartsch, R. A. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 341 - 343
  • Route2
    • null|null
      77963-45-2
    • ~92%
    • In-stock
      Benzo-15-crown-5-ether|CS-W009301
      14098-44-3

    References

    • Illuminati, Gabriello; Mandolini, Luigi; Masci, Bernardo Journal of the American Chemical Society, 1981 , vol. 103, # 14 p. 4142 - 4145
  • Route3
    • In-stock
      PEG3-bis(chloro)|CS-0130432
      638-56-2
    • null|null
      120-80-9
    • ~63%
    • In-stock
      Benzo-15-crown-5-ether|CS-W009301
      14098-44-3

    References

    • Beger, J.; Meerbote, M. Journal fuer Praktische Chemie (Leipzig), 1987 , vol. 329, # 5 p. 923 - 926

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 : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.15
  • LogP   1.5076
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   0

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