1,8-Diazabicyclo(5.4.0)undec-7-ene on:
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1,8-Diazabicyclo .4.0ndec-7-ene, or more commonly DBU, is a chemical compound and belongs to the class of amidine compounds. It is used in
organic synthesis
Organic synthesis is a special branch of chemical synthesis and is concerned with the intentional construction of organic compounds. Organic molecules are often more complex than inorganic compounds, and their synthesis has developed into one o ...
as a catalyst, a complexing ligand, and a non-nucleophilic base.
Occurrence
Although all commercially available DBU is produced synthetically, it may also be isolated from the sea sponge ''Niphates digitalis
''Niphates digitalis'', commonly known as the pink vase sponge, is a species of sea sponge belonging to the family Niphatidae. It is native to the Florida Keys, The Bahamas, and the Caribbean including the Netherlands Antilles. The species w ...
''. The biosynthesis of DBU has been proposed to begin with 1,6-hexanedial and 1,3-diaminopropane
1,3-Diaminopropane, also known as , is a simple diamine with the formula H2N(CH2)3NH2. A colourless liquid with a fishy odor, it is soluble in water and many polar organic solvents. It is isomeric with 1,2-diaminopropane. Both are building blocks ...
.
Uses
As areagent
In chemistry, a reagent ( ) or analytical reagent is a substance or compound added to a system to cause a chemical reaction, or test if one occurs. The terms ''reactant'' and ''reagent'' are often used interchangeably, but reactant specifies a ...
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
Epoxy is the family of basic components or cured end products of epoxy resins. Epoxy resins, also known as polyepoxides, are a class of reactive prepolymers and polymers which contain epoxide groups. The epoxide functional group is also coll ...
resins.
It is used in the separation of fullerenes in conjunction with trimethylbenzene. It reacts with C70 and higher fullerenes, but not with to C60
It is also used as a catalyst in the production of polyurethanes. It also exhibited its dual character (base and nucleophile) in the synthesis of aryl- and styryl-terminal acetylenes.
See also
* 1,5-Diazabicyclo .3.0on-5-ene * DABCOReferences