1,4,10,13-Pentaoxacyclopentadecan
15-Crown-5
Grundinformationen
- CAS
33100-27-5- Standard-SMILES
C1COCCOCCOCCOCCO1- InChIKey
VFTFKUDGYRBSAL-UHFFFAOYSA-N- Summenformel
- C10H20O5
- Durchschnittliche Molmasse
- 220,26 g/mol
- Monoisotopische Masse
- 220,13107374
Überblick
15-crown-5 is a saturated organic heteromonocyclic parent that is cyclopentadecane in which the carbon atoms at positions 1, 4, 7, 10 and 13 have been replaced by oxygen atoms to give a crown ether. It is a saturated organic heteromonocyclic parent and a crown ether.
Namen und Bezeichner
- Bevorzugter Name
- 15-Crown-5
- IUPAC
- 1,4,7,10,13-pentaoxacyclopentadecane
- Lokaler Name
- 1,4,10,13-Pentaoxacyclopentadecan
- Englischer Name
- 15-Crown-5
- Summenformel
- C10H20O5
- Molmasse
- 220.26
Namen und Synonyme
15-Crown-533100-27-51,4,7,10,13-PENTAOXACYCLOPENTADECANEDTXSID70677467G6K9SB27YCHEBI:32401RefChem:78755DTXCID9038634251-379-615-Crown-5 ether15-Crown 5-EtherMFCD00005110
Weitere Namen anzeigen
crown ether15-Crown-615-Crown-5 98%15-ether-5Crownethers15-CROWN-5,99%JACS-33100-27-5
AKOS005622525CS-W00745115C51, 4, 7, 10, 13-pentaoxacyclopentadecane15-Crown-5, Vetec(TM) reagent grade, 98%EN300-67436101,4,10,13-PentaoxacyclopentadecaneEYO
Datenbank-Bezeichner
- CAS
33100-27-5- PubChem CID
- 36336
- DTXSID
DTXSID7067746- ChEMBL
CHEMBL156289- ChEBI
CHEBI:32401- UNII
- 7G6K9SB27Y
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,5
- Polarare Oberfläche (TPSA)
- 46,2 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 86,2
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Other Organic Compounds
SpringerMaterials PropertiesChemical shift
LogP-0.48
Vapor Pressure0.00144 [mmHg]
Physical DescriptionClear colorless liquid; [Aldrich MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- -20 °C · -20°C(lit.)
- Siedepunkt
- 93 · 93-96 °C/0.05 mmHg (lit.)
- Dichte
- 1.113 g/mL · 1.113 g/mL at 20 °C (lit.)
- Dampfdruck
- 0.5 · 0.5-0.82Pa at 20-25℃
- Brechungsindex
- 20 · n20/D 1.465(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- room temp
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (98.9%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 176 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 14-03-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33251
Crown ether 15-crown-5: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
A mild skin and moderate eye irritant; Causes tremor, convulsions, and weight loss in dermal lethal-dose studies of rabbits; Causes tremor, convulsions, weight loss, tetany, other changes in lungs, and other liver changes in intraperitoneal lethal-dose studies of rats; [RTECS] An irritant; Harmful by ingestion; [Aldrich MSDS] See 18-Crown-6.
Peroxide Forming Chemical
15-Crown-5 ether
D*: Other compounds that may form peroxides
1 samples, >8 yrs, 1 ppm
Management of time-sensitive chemicals (JCHAS)
Hazard Classes and CategoriesAcute Tox. 4 (98.9%)
Toxikologische Informationen
Adverse Effects
Chemie und Industrie
Verwendung und Herstellung
General Manufacturing Information1,4,7,10,13-Pentaoxacyclopentadecane: ACTIVE
Anwendungen
Verwenden15-Crown-5 is used as an efficient phase transfer catalyst and as a complexing agent. It is used to isolate oxonium ion (H7O3)+ salts especially from a solution of tetrchloroauric acid. It catalyzes the O-alkylation of the sodium salts of carboxylic acids in the penicillin and cephalosporin series, thereby facilitating esterification reaction without usage of acid. It is also used to facilitate the Williamson synthesis of ethers with hindered alcohols and sodium hydride. It is used with lithium aluminum hydride, for performing reduction reactions in hydrocarbon solvents. Further, it is involved in the Horner-Wadsworth-Emmons reaction to prepare stilbenes from aldehydes.
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