1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol

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1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol

1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol is a chemical compound that belongs to the class of organic compounds known as ketimines. It is characterized by the presence of a cyclopentanol moiety attached to a benzimidoyl group, which is further substituted with a chlorine atom and a methyl group.

Structure

The molecular structure of 1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol consists of a cyclopentanol ring bonded to a benzimidoyl group. The benzimidoyl group is substituted at the 2-position with a chlorine atom and an N-methyl group. This structure can be represented by the following image:

Structure of 1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol

Synthesis

The synthesis of 1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol typically involves the reaction of a suitable cyclopentanone derivative with a chlorinated benzimidoyl chloride in the presence of a base. The reaction proceeds through the formation of an imine intermediate, which is subsequently reduced to yield the final product.

Chemical Properties

1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol exhibits typical chemical properties of ketimines, including the ability to undergo hydrolysis to form the corresponding ketone and amine. The presence of the chlorine atom and the N-methyl group can influence its reactivity and solubility.

Applications

This compound is primarily used in research settings to study the properties and reactions of ketimines. It may also serve as an intermediate in the synthesis of more complex organic molecules.

Safety and Handling

As with many chemical compounds, appropriate safety measures should be taken when handling 1-(2-Chloro-N-methylbenzimidoyl)cyclopentanol. This includes the use of personal protective equipment and working in a well-ventilated area.

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Contributors: Prab R. Tumpati, MD