274984
18-Crown-6
≥99.0%
Synonym(s):
1,4,7,10,13,16-Hexaoxacyclooctadecane
About This Item
Recommended Products
assay
≥99.0%
form
solid
mp
42-45 °C (lit.)
SMILES string
O1CCOCCOCCOCCOCCOCC1
InChI
1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2
InChI key
XEZNGIUYQVAUSS-UHFFFAOYSA-N
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General description
18-Crown-6 is the simplest crown ether that can be prepared by reacting triethylene glycol with triethylene glycol dichloride in the presence of potassium hydroxide as a base. 18-Crown-6 can solubilize metal salts, particularly potassium salts, in nonpolar and dipolar aprotic solvents. Thus, it is widely used as a phase transfer catalyst. It can also be used as a metal complexing agent to prepare a variety of molecular complexes.
Application
- N-alkylation of heterocyclic compounds in the presence of tert-butoxide base.
- Allylation of aldehydes to corresponding homoallylic alcohols using potassium allyltrifluoroborate.
- Preparation of N-propargylpyrrole by the reaction of pyrrole with potassium hydroxide.
- Polymerization of methacrylic esters and hindered alkyl acrylates.
- Chemoselective reduction of fused tetrazoles with NaBH4 and potassium hydroxide.
Other Notes
Related product
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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