2,3-Butanediamine are

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

s with the formula CH₃CH(NH₂)CH(NH₂)CH₃. Three stereoisomers exist, meso and a pair of enantiomers. These diamines form complexes with transition metals.

Synthesis

2,3-Butanediamines can be prepared by hydrolyzing 2-ethoxy-4,5-dihydro-4,5-dimethylimidazole with

barium hydroxide Barium hydroxide is a chemical compound with the chemical formula Ba(OH)2. The monohydrate (''x'' = 1), known as baryta or baryta-water, is one of the principal compounds of barium. This white granular monohydrate is the usual commercial form. ...

. Alternative, it is produced by reduction of dimethylglyoxime with

lithium aluminium hydride Lithium aluminium hydride, commonly abbreviated to LAH, is an inorganic compound with the chemical formula or . It is a white solid, discovered by Finholt, Bond and Schlesinger in 1947. This compound is used as a reducing agent in organic synthe ...

. The meso and the d,l diastereomers can be separated by fractional crystallization of the hydrochlorides. The enantiomers have been resolved using

tartrate A tartrate is a salt or ester of the organic compound tartaric acid, a dicarboxylic acid. The formula of the tartrate dianion is O−OC-CH(OH)-CH(OH)-COO− or C4H4O62−. The main forms of tartrates used commercially are pure crystalline ...

salts.

Reactions

In coordination chemistry, 2,3-butanediamine (abbreviated bn) has illuminates aspects of the

stereochemistry Stereochemistry, a subdiscipline of chemistry, studies the spatial arrangement of atoms that form the structure of molecules and their manipulation. The study of stereochemistry focuses on the relationships between stereoisomers, which are defined ...

. The structure of o(meso-2,3-butanediamine)₂CO₃sup>+ confirms the presence of the rarely observed axial methyl groups on each of the diamine-cobalt rings.

Related compounds

1,2-Diaminopropane 1,2-Diaminopropane (propane-1,2-diamine) is organic compound with the formula CHCH(NH)CHNH. A colorless liquid, it is the simplest chiral diamine. Preparation Industrially, this compound is synthesized by the ammonolysis of 1,2-dichloropropane: ...

, chiral 1,2-diamine * 1,2-Diaminocyclohexane, a 1,2-diamine that also exists as three stereoisomers

References

{{DEFAULTSORT:Butanediamine, 2,3- Diamines