Dibenzo-18-crown-6

• Catalog No.: A13133
• CAS Number: 14187-32-7
• M. F.: C20H24O6
• M. W.: 360.40096
• Purity: 98+%

SYNONYMS

• Title: 二苯并-18-冠-6醚
• IUPAC name: 2,5,8,15,18,21-hexaoxatricyclo[20.4.0.0^9,^1^4]hexacosa-1(26),9,11,13,22,24-hexaene
• IUPAC Traditional name: dibenzo-18-crown-6

DATABASE IDS

• MDL Number: MFCD00005098
• EC Number: 238-041-3
• CAS Number: 14187-32-7
• Merck Index: 142602
• Beilstein Number: 1162153

PROPERTIES

• Purity: 98+%
• Boiling Point: 380-384°C/679mm
• Melting Point: 160-164°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• RTECS: HP5386000
• Safety Statements: 26-37
• TSCA Listed: 是

REFERENCES

• Catalyst for the formation of phenacyl esters from phenacyl bromides and K salts of carboxylic acids in acetonitrile: Synth. Commun., 26, 1747 (1996).
• Catalyst for the halogenative cleavage of epoxides with Br₂ or I₂, giving halohydrins in high yields: J. Org. Chem., 63, 1455 (1998).
• See also 18-Crown-6, A11249 and Appendix 2.
• Comparison of the rates of displacement of F^- in 1-fluoro-2- or 4-nitrobenzene with KOMe and KO-t-Bu in the presence of this crown ether gave a result (t-BuO^- >> MeO^-) opposite to the pattern observed in its absence: J. Chem. Soc., Perkin 2, 55 (1973).
• Promotes the generation of bromochlorocarbene from Chlorodibromomethane, A16938: Syntheis, 783 (1977); Tetrahedron, 33, 363 (1977), and of dibromocarbene from Bromoform, A11904: Org. Synth., 75, 98 (1997).
• In combination with Benzyltriethylammonium chloride, A13268, promotes the oxidative decarboxylation of arylacetic acids with NaIO₄ to give high yields of the aryl aldehydes: Indian J. Chem. B, 35B, 151 (1996). Under the same conditions, phenacyl bromides are converted to benzoic acids.