1,4,10,13-Pentaoxacyclopentadecan

15-Crown-5

HCID 36336CAS 33100-27-5
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Grundinformationen

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organic heteromonocyclic parent that is cyclopentadecane in which the carbon atoms at positions 1, 4, 7, 10 and 13 have been replaced by oxygen atoms to give a crown ether.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
EC Number
251-379-6
Nikkaji
J53.730F

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

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

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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 · 2 Einträge

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 · 1 Eintrag

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 · 4 Einträge

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 EffectsNeurotoxin - Other CNS neurotoxin

Sicherheitsdaten

F
10-21
wgk
3
tsca
TSCA listed
ridadr
2810
hs_code
29329995
RTECS-Nr.
SB0200000

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information1,4,7,10,13-Pentaoxacyclopentadecane: ACTIVE
Anwendungen · 1 Eintrag

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.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: 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.

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