188832

15-Crown-5

98%

• Synonym(s): 15C5, 1,4,7,10,13-Pentaoxacyclopentadecane
• Empirical Formula (Hill Notation): C₁₀H₂₀O₅
• CAS Number: 33100-27-5
• Molecular Weight: 220.26
• Beilstein/REAXYS Number: 1618144
• EC Number: 251-379-6
• MDL number: MFCD00005110
• UNSPSC Code: 12352005
• PubChem Substance ID: 24851323
• NACRES: NA.22

Properties

• 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.)
• 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 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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter