901591
18-Crown-6 solution
1.0 M in THF
Synonym(s):
1,4,7,10,13,16-Hexaoxacyclooctadecane
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form
liquid
concentration
1.0 M in THF
density
0.944 g/mL
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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Application
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
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.
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
Target Organs
Respiratory system
Supplementary Hazards
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
-2.0 °F
Flash Point(C)
-18.88 °C
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Synthesis, 3275-3275 (2006)
Preparation and purification of 18-crown-6 [1, 4, 7, 10, 13, 16-hexaoxacyclooctadecane].
Gokel GW, et al.
The Journal of Organic Chemistry, 39(16), 2445-2446 (1974)
Phase-transfer alkylation of heterocycles in the presence of 18-crown-6 and potassium tert-butoxide.
Guida WC and Mathre DJ
The Journal of Organic Chemistry, 45(16), 3172-3176 (1980)
Sergey A Dergunov et al.
Journal of the American Chemical Society, 133(49), 19656-19659 (2011-11-15)
We describe a new co-entrapment and release motif based on the combination of noncovalent and steric interactions in materials with well-defined nanopores. Individual components enter hollow nanocapsules through nanopores in the capsule shell. Their complex, larger than the pore size
Yu Chen et al.
Journal of the American Society for Mass Spectrometry, 23(11), 2020-2030 (2012-08-29)
Absolute 18-crown-6 (18C6) binding affinities of four protonated acetylated amino acids (AcAAs) are determined using guided ion beam tandem mass spectrometry techniques. The AcAAs examined in this work include: N-terminal acetylated lysine (N(α)-AcLys), histidine (N(α)-AcHis), and arginine (N(α)-AcArg) as well
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