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)
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)
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)
Shih-Wey Yeh et al.
Inorganic chemistry, 51(7), 4076-4087 (2012-03-13)
The reversible redox transformations [(NO)(2)Fe(S(t)Bu)(2)](-) ⇌ [Fe(μ-S(t)Bu)(NO)(2)](2)(2-) ⇌ [Fe(μ-S(t)Bu)(NO)(2)](2)(-) ⇌ [Fe(μ-S(t)Bu)(NO)(2)](2) and [cation][(NO)(2)Fe(SEt)(2)] ⇌ [cation](2)[(NO)(2)Fe(SEt)(2)] (cation = K(+)-18-crown-6 ether) are demonstrated. The countercation of the {Fe(NO)(2)}(9) dinitrosyliron complexes (DNICs) functions to control the formation of the {Fe(NO)(2)}(10){Fe(NO)(2)}(10) dianionic reduced Roussin's
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
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