274984
18-Crown-6
≥99.0%
Sinonimo/i:
1,4,7,10,13,16-Hexaoxacyclooctadecane
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About This Item
Formula empirica (notazione di Hill):
C12H24O6
Numero CAS:
Peso molecolare:
264.32
Beilstein:
1619616
Numero CE:
Numero MDL:
Codice UNSPSC:
12352005
ID PubChem:
NACRES:
NA.22
Stato:
solid
Saggio:
≥99.0%
Prodotti consigliati
Livello qualitativo
Saggio
≥99.0%
Stato
solid
Punto di fusione
42-45 °C (lit.)
Gruppo funzionale
ether
Stringa SMILE
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
XEZNGIUYQVAUSS-UHFFFAOYSA-N
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Descrizione generale
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 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.
Applicazioni
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.
Altre note
Macrocyclic polyethers with repeating (-CH2CH2O) units. The compounds are ionophoric (form stable complexes with cations).
Prodotti correlati
N° Catalogo
Descrizione
Determinazione del prezzo
Avvertenze
Warning
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Acute Tox. 4 Oral
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
dust mask type N95 (US), Eyeshields, Gloves
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I clienti hanno visto anche
Gokel, G.W.
Crown Ethers and Cryptands (1991)
18-Crown-6
Liotta, Charles, L and Berkner, Joachim
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Principles and synthetic applications in crown ether chemistry
Gokel, George W and Durst, H Dupont
Synthesis, 1976(03), 168-184 (1976)
Improved synthesis and efficient chemoselective reduction of fused tetrazoles under phase-transfer conditions
Desai ND and Shah RD
Synthesis, 2006(19), 3275-3279 (2006)
18?Crown?6.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
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