Harman Patil (Editor)

1,8 Diazabicyclo(5.4.0)undec 7 ene

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Appearance  Colorless liquid
Density  1.02 g/cm³
Boiling point  80 °C
Soluble in  Water
Formula  C9H16N2
Molar mass  152.24 g/mol
Melting point  -70 °C
1,8-Diazabicyclo(5.4.0)undec-7-ene httpsuploadwikimediaorgwikipediacommonsthu
IUPAC ID  2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine

1,8-Diazabicyclo[5.4.0]undec-7-ene, or more commonly DBU, is a chemical compound and belongs to the class of amidine compounds. It is used in organic synthesis as a catalyst, a complexing ligand, and a non-nucleophilic base.

Contents

Occurrence

Although DBU is typically produced synthetically, it is also an alkaloid isolated from the sponge Niphates digitalis. The biosynthesis of DBU has been proposed to begin with suberic aldehyde and diaminopropane.

Uses

As a reagent in organic chemistry, DBU is used as a catalyst, a complexing ligand, and a non-nucleophilic base. It is also used as a curing agent for epoxy. It is used in fullerene purification with trimethylbenzene (it reacts with C70 and higher fullerenes, but not to C60 fullerenes); and it is also used as a catalyst in polyurethane production. It has a strong catalyst effect for the reactions of alicyclic and aliphatic isocyanates. It also exhibited its dual character (base and nucleophile) in the synthesis of aryl- & styryl- terminal acetylenes.

References

1,8-Diazabicyclo(5.4.0)undec-7-ene Wikipedia


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