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186651 Aldrich

18-Crown-6 Green Alternative

99%

Synonym: 1,4,7,10,13,16-Hexaoxacyclooctadecane

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Properties

Related Categories 12 Principles Aligned Products, Chelation/Complexation Compounds, Chemical Synthesis, Crown Ethers, Greener Alternative Products,
InChI Key   XEZNGIUYQVAUSS-UHFFFAOYSA-N
assay   99%
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.
mp   42-45 °C(lit.)

Description

Application

Can be useful as phase-transfer catalysts.

18-Crown-6 may be used to catalyze the N-alkylation of heterocyclic compounds and allylation of functionalized aldehydes.

Additive for greener etherification using KF-alumina.

Additive for greener etherification using KF-alumina.

Synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6

Phase-transfer catalyst used in a chemoselective reduction of fused tetrazoles with NaBH4 and potassium hydroxide.

Other Notes

Macrocyclic polyethers with repeating (-CH2CH2O) units. The compounds are ionophoric (form stable complexes with cations).

Sigma Life Science is committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.

Packaging

5, 25, 100 g in glass bottle

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 base.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
MP4500000
Flash Point(F) 
>235.4 °F
Flash Point(C) 
>113 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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