Imine

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Imine

Imine (/ɪˈmiːn/ or /ˈɪmɪn/) is a functional group or chemical compound containing a carbon–nitrogen double bond, with the nitrogen attached to a hydrogen atom (or an organic group).

Etymology

The term "imine" was coined in the early 20th century, derived from the German word "imino", which was a prefix used in chemistry to denote the presence of a nitrogen atom.

Structure and Classification

An imine is a compound with a carbon-nitrogen double bond, where the nitrogen is connected to either a hydrogen atom or an organic group. This functional group can be further classified into two types: primary imines and secondary imines, depending on whether the nitrogen is attached to one or two organic substituents.

Synthesis

Imine formation involves the reaction of a primary amine with a carbonyl compound. This reaction, known as condensation reaction, results in the removal of a water molecule and the formation of a C=N bond.

Properties

Imines are generally unstable and can easily be hydrolyzed to give back the starting amine and carbonyl compound. They are also susceptible to enantioselective synthesis, which is a key process in the production of pharmaceuticals.

Uses

Imines are used in organic chemistry as intermediates in a variety of chemical reactions, including the Strecker synthesis of amino acids and the Mannich reaction.

Related Terms

External links

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