188832
15-Crown-5
98%
Synonym(s):
15C5, 1,4,7,10,13-Pentaoxacyclopentadecane
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About This Item
Empirical Formula (Hill Notation):
C10H20O5
CAS Number:
Molecular Weight:
220.26
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
251-379-6
Beilstein/REAXYS Number:
1618144
MDL number:
Product Name
15-Crown-5, 98%
InChI key
VFTFKUDGYRBSAL-UHFFFAOYSA-N
InChI
1S/C10H20O5/c1-2-12-5-6-14-9-10-15-8-7-13-4-3-11-1/h1-10H2
SMILES string
O1CCOCCOCCOCCOCC1
assay
98%
form
liquid
refractive index
n20/D 1.465 (lit.)
bp
93-96 °C/0.05 mmHg (lit.)
density
1.113 g/mL at 20 °C (lit.)
functional group
ether
Quality Level
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Application
15-Crown-5 can be used:
- As a phase transfer catalyst for the preparation of polyphenylacetylene (PPA) by anionic polymerization of phenylacetylene with sodium amide (NaNH2).
- In the allylic alkylation of allyl acetates by malonates with palladium complex catalysts.
15-Crown-5 is a crown ether that is generally used as a ligand in coordination chemistry. It shows the ability to complexes with alkali metal ions.
General description
15-Crown-5 is a crown ether generally used as a ligand in coordination chemistry because of its strong chelating property with certain alkali cations to form complexes. Some derivatives of 15-crown-5 are used as sensors and probes in different physical-chemical processes, phase-transfer reactions, and selective capture of ions for separation and transport.
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Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
10 - Combustible liquids
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Crown ethers for chemical analysis: A Review.
Yoshio M, et al.
Analytical Letters, 15(15), 1197-1276 (1982)
A PVC-based benzo-15-crown-5 membrane sensor for cadmium
Srivastava SK, et al.
Electroanalysis, 8(10), 938-940 (1996)
Mechanistic and synthetic studies in catalytic allylic alkylation with palladium complexes of 1-(2-diphenylphosphino-1-naphthyl) isoquinoline
Brown JM, et al.
Tetrahedron, 50(15), 4493-4506 (1994)
Intrinsic affinities of alkali cations for 15-crown-5 and 18-crown-6: bond dissociation energies of gas-phase M+? crown ether complexes.
More M, et al.
Journal of the American Chemical Society, 121(2), 417-423 (1999)
15-Crown-5.
Parsons S, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(7), o3130-o3130 (2007)
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