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CS-W001157 4
Total: USD 88.00

18-Crown-6-ether

  • CAS No. 17455-13-9

  • Cat. No. CS-D1202
  • Purity≥98%
  • MDL No.MFCD00005113

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

18-Crown-6-ether|CS-D1202

Structure of 17455-13-9

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General Information

  • CAS No. 17455-13-9
  • Cat. No. CS-D1202
  • Purity ≥98%
  • MDL No. MFCD00005113
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₄O₆
  • Molecular Weight 264.32
  • Synonym(s) 18C6; 1,4,7,10,13,16-Hexaoxacyclooctadecane
  • SMILES O1CCOCCOCCOCCOCCOCC1

Description

18-Crown-6 is a macrocyclic polyether used to synthesize ionic liquid based crown-ether coordination compounds. 18-Crown-6 is the simplest crown ether that can be prepared by reacting triethylene glycol with triethylene glycol dichloride in the presence of potassium hydroxide as a base. 18-Crown-6 can solubilize metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents. Thus, it is widely used as a phase transfer catalyst. It can also be used as a metal complexing agent to prepare a variety of molecular complexes.18-Crown-6 can be used as a catalyst for: N-alkylation of heterocyclic compounds in the presence of tert-butoxide base. Allylation of aldehydes to corresponding homoallylic alcohols using potassium allyltrifluoroborate. Preparation of N-propargylpyrrole by the reaction of pyrrole with potassium hydroxide.Polymerization of methacrylic esters and hindered alkyl acrylates. Chemoselective reduction of fused tetrazoles with NaBH4 and potassium hydroxide.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 59, # 8 p. 2186 - 2196
  • Route2
    • In-stock
      Triethylene glycol|CS-W018156
      112-27-6
    • ~42%
    • In-stock
      18-Crown-6-ether|CS-D1202
      17455-13-9
    • null|null
      122861-55-6
    • null|null
      52902-52-0
    • null|null
      71092-59-6

    References

    • Tetrahedron, , vol. 45, # 7 p. 2201 - 2212
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 48, # 16 p. 2635 - 2639

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   55.38
  • LogP   0.0996
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   0

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