1,5-Cyclooctadiene

  • Cyclo -1 ,5-diene
  • COD

Colorless liquid with aromatic odor

Liquid

0.88 g · cm -3 ( 20 ° C)

-70 ° C

150 ° C.

6.5 hPa ( 20 ° C)

Very poor in water ( 480 mg · l-1 at 20 ° C)

1.4905

Attention

Template: Infobox chemical / molecular formula search available

1,5-cyclooctadiene is an organic compound with the formula C8H12. It consists of an eight-membered ring, which is di-unsaturated, and the cyclic diene is one of the cycloalkenes. The double bonds are not conjugated. 1,5-cyclooctadiene is particularly abbreviated as COD complexes.

Representation

1,5-cyclooctadiene may be prepared by dimerization of 1,3-butadiene in the nickel catalyst. The worldwide annual production is about 10,000 tons.

Reactions

It can be used as a bidentate chelating ligand labile in transition metal complexes. This binds 1,5-cyclooctadiene over both double bonds at the metal center. COD can be easily substituted by other ligands, which is why COD complexes can serve as starting materials for the synthesis of the complex.

Ni (COD) 2 may be prepared by reduction of nickel acetylacetonate with trimethylaluminum and COD.

It is known a series of low-valent transition metal complexes with COD, greater importance has this, the Crabtree catalyst.

9-BBN, which is used for the hydroboration is prepared by adding COD to a monaural borane adduct.

Pictures of 1,5-Cyclooctadiene

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