HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 28557Erstellt: 23. Oktober 2026
1,4,7,10,13,16-Hexaoxacycloocta-decan
1,4,7,10,13,16-HEXAOXACYCLOOCTADECANE · 18-c-6 · 8-Crown-6 · HEXAOXACYCLOOCTADECANE · 18-CROWN 6-ETHER · 18-Crown ether-6 · Ethylene oxide cyclic hexamer · 18-CROWN-6
https://huagongshe.com/de/chemical/28557
Identifikatoren & physikalische Daten
| CAS No. | 17455-13-9 |
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| Summenformel | C12H24O6 |
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| Durchschnittliche Molmasse | 264,31 g/mol |
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| Monoisotopische Masse | 264,15728849 g/mol |
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| SMILES | C1COCCOCCOCCOCCOCCO1 |
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| InChIKey | XEZNGIUYQVAUSS-UHFFFAOYSA-N |
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| PubChem CID | 28557 |
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| ChEMBL | CHEMBL155204 |
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| ChEBI | CHEBI:32397 |
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| EC No. | 241-473-5 |
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| DTXSID | DTXSID7058626 |
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| Lokaler Name | 1,4,7,10,13,16-Hexaoxacycloocta-decan |
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Chemische & physikalische Eigenschaften
| XLogP | -0,7 |
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| Polarare Oberfläche (TPSA) | 55,4 |
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| H-Brücken-Donoren | 0 |
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| H-Brücken-Akzeptoren | 6 |
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| Frei drehbare Bindungen | 0 |
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| Schwere Atome | 18 |
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| Formalladung | 0 |
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| Komplexität | 108 |
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| Stoffklassen | Other Classes -> Other Organic CompoundsIndustrial compound |
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| SpringerMaterials Properties | Chemical shift |
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| LogP (Verteilungskoeffizient) | -0.68 |
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| Dampfdruck | 0.0000667 [mmHg] |
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| Food Contact Substances | FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR |
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| Physical Description | Clear, odorless, hygroscopic liquid soluble in water and most organic solvents[Ullmann] White crystals[MSDSonline] |
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| Schmelzpunkt | 42-45 °C(lit.) |
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| Siedepunkt | 116°C 0,2mm |
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| Dichte | 1,175 g/cm3 |
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| Brechungsindex | 1.4580 (estimate) |
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| Flammpunkt | >230 °F |
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| Lagerbedingungen | Store below +30°C. |
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| Löslichkeit | Chloroform (Slightly), Methanol (Very Slightly)SOLUBLE |
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| Aggregatzustand | Crystals or Crystalline Mass or Liquid |
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| Farbe | White or clear colorless |
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| Merck | 14,2602 |
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| BRN | 1619616 |
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| Stabilität | Stable. Incompatible with strong acids, strong oxidizing agents. |
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| InChI | 1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2 |
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| InChIKey | XEZNGIUYQVAUSS-UHFFFAOYSA-N |
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| SMILES | O1CCOCCOCCOCCOCCOCC1 |
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| CAS Datenbank | 17455-13-9(CAS DataBase Reference) |
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| NIST chemische Informationen | 1,4,7,10,13,16-Hexaoxacyclooctadecane(17455-13-9) |
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| EPA chemische Informationen | 1,4,7,10,13,16-Hexaoxacyclooctadecane (17455-13-9) |
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Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (98.7%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 314 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
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| Regulatorische Informationen | Chemical: 1,4,7,10,13,16-HexaoxacyclooctadecaneCrown ether 18-crown-6: Does not have an individual approval but may be used under an appropriate group standard |
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| Gefahrenübersicht | If absorbed, can cause electrolyte imbalance affecting the CNSSigns of intoxication include hyperventilation, tremor, incoordination, and CNS depressionMay damage the skin and eyesLD50 (mouse) by ingestion is 0.7 g/kgLD50 (rabbit) by skin absorption is 200 mg/kg[Ullmann] Toxic by ingestionA skin, eye, and respiratory tract irritantOral LD50 (rat) = 525 mg/kgDermal LDLo (rat) = 7000 mg/kgHigh-dose feeding causes seizures, weight loss, and liver injury in experimental animals[MSDSonline] |
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| Hazard Classes and Categories | Acute Tox. 4 (98.7%) |
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| Unerwünschte Wirkungen | Neurotoxin - Other CNS neurotoxin |
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| F | 10 |
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| Wassergefährdungsklasse (WGK) | 3 |
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| TSCA-Inventar-Status | TSCA listed |
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| UN-Transportnummer | 2811 |
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| Zollcode | 29329995 |
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| RTECS-Nr. | MP4500000 |
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| R-Sätze (R) | 22-36/37/38-36-20/22-20/21/22 |
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| Toxizität | LD50 orally in Rabbit: 525 mg/kg LD50 dermal Rabbit 3888 mg/kg |
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| Gefahrensymbole | Xn,Xi |
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| Sicherheitshinweise (S) | 26-36-39 |
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| Gefahrenklasse | 6.1(b)Acute Tox. 4 Oral |
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| Verpackungsgruppe | III |
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| Lagerklasse | 11 - Combustible Solids |
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Anwendungen & Verwendung
Verwenden
18-Crown-6 is used as an efficient phase transfer catalyst and as a complexing agent with a variety of small cation. It is involved in the synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6. It facilitates the solubility of potassium permanganate in benzene, which is used for oxidizing the organic compounds. It is used to accelerate various substitution reactions as well as enhances the power of nucleophiles such as potassium acetate. It is utilized in the alkylation reactions in the presence of potassium carbonate, N-alkylation of glutarimide and succinimide with dimethylcarbonate. The complex formed by its reaction with potassium cyanide acts as a catalyst in the cyanosilylation of aldehydes, ketones and quinines with trimethylsilyl cyanide (TMSCN).
