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Merck
CN

28123

Sigma-Aldrich

15-Crown-5

purum, ≥98.0% (GC)

Synonym(s):

1,4,7,10,13-Pentaoxacyclopentadecane

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About This Item

Empirical Formula (Hill Notation):
C10H20O5
CAS Number:
Molecular Weight:
220.26
Beilstein:
1618144
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
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grade

purum

Assay

≥98.0% (GC)

refractive index

n20/D 1.465 (lit.)
n20/D 1.465

bp

93-96 °C/0.05 mmHg (lit.)

density

1.113 g/mL at 20 °C (lit.)

SMILES string

O1CCOCCOCCOCCOCC1

InChI

1S/C10H20O5/c1-2-12-5-6-14-9-10-15-8-7-13-4-3-11-1/h1-10H2

InChI key

VFTFKUDGYRBSAL-UHFFFAOYSA-N

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Other Notes

Phase transfer catalyst, complexing-agent

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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F. Vogtle et al.
Topics in Current Chemistry, 98 (1981)
Macrocyclic chemistry: the chemistry of macrocyclic ligand complexes.
R M Izatt
Science (New York, N.Y.), 246(4932), 942-942 (1989-11-17)
Hiroya Hama et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 23(11), 1257-1259 (2007-11-14)
A new fluorescent ionophore for alkaline earth metal ions, 4'-(9-fluorenecarboxamido)benzo-15-crown-5 (3), was synthesized; its photochemical behavior was investigated using UV, fluorescence, (1)H NMR, and (13)C NMR spectrometry. In the absence of a metal ion, the fluorene moiety showed weak fluorescence
Cooper Citek et al.
Nature chemistry, 4(4), 317-322 (2012-03-23)
The enzyme tyrosinase contains two Cu(I) centres, trigonally coordinated by imidazole nitrogens of six conserved histidine residues. The enzyme activates O(2) to form a µ-η(2):η(2)-peroxo-dicopper(II) core, which hydroxylates tyrosine to a catechol in the first committed step of melanin biosynthesis.
Nina Alizadeh
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(1), 488-493 (2010-12-15)
Lithium-7 NMR measurements were used to investigate the stoichiometry and stability of Li+ complexes with 15-crown-5 (15C5), benzo-15-crown-5 (B15C5), dibenzo-15-crown-5 (DB15C5) and 12-crown-4 (12C4) in a number of nitromethane (NM)-acetonitrile (AN) binary mixtures. In all cases, the exchange between the

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