274984

18-Crown-6

≥99.0%

• Synonim(y): 1,4,7,10,13,16-Hexaoxacyclooctadecane
• Wzór empiryczny (zapis Hilla): C₁₂H₂₄O₆
• Numer CAS: 17455-13-9
• Masa cząsteczkowa: 264.32
• Beilstein: 1619616
• Numer WE: 241-473-5
• Numer MDL: MFCD00005113
• Kod UNSPSC: 12352005
• Identyfikator substancji w PubChem: 24856618
• NACRES: NA.22
• Formularz: solid
• Próba: ≥99.0%

Właściwości

• Poziom jakości: 200
• Próba: ≥99.0%
• Formularz: solid
• mp: 42-45 °C (lit.)
• grupa funkcyjna: ether
• ciąg SMILES: O1CCOCCOCCOCCOCCOCC1
• InChI: 1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2
• Klucz InChI: XEZNGIUYQVAUSS-UHFFFAOYSA-N

Opis

Opis ogólny

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.

Zastosowanie

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.

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.

Can be useful as phase-transfer catalysts.

Inne uwagi

Macrocyclic polyethers with repeating (-CH₂CH₂O) units. The compounds are ionophoric (form stable complexes with cations).

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS07
• Hasło ostrzegawcze: Warning
• Zwroty wskazujące rodzaj zagrożenia: H302
• Zwroty wskazujące środki ostrożności: P264 - P270 - P301 + P312 - P501
• Klasyfikacja zagrożeń: Acute Tox. 4 Oral
• Kod klasy składowania: 11 - Combustible Solids
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: dust mask type N95 (US), Eyeshields, Gloves