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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