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188832

15-Crown-5

Name: 15-Crown-5
Brand: ALDRICH

98%

Synonym(s):

15C5, 1,4,7,10,13-Pentaoxacyclopentadecane

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₂₀O₅

CAS Number:

33100-27-5

Molecular Weight:

220.26

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24851323

EC Number:

251-379-6

Beilstein/REAXYS Number:

1618144

MDL number:

MFCD00005110

Assay:

98%

Form:

liquid

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Properties

Quality Level

200

assay

98%

form

liquid

reaction suitability

core: crown ether

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

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

Description

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.

Application

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.

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.