What is the Difference Between Chlorobenzene and Cyclohexyl Chloride?

Chlorobenzene and Cyclohexyl Chloride are two different organic compounds with distinct properties. Here are the key differences between them:

1. Aromaticity: Chlorobenzene is an aromatic organic compound with a benzene ring and a chlorine atom attached to it, while cyclohexyl chloride is a non-aromatic compound with a chlorine atom attached to a cyclohexane molecule.
2. Delocalized Electron Cloud: Chlorobenzene has a delocalized electron cloud due to the benzene ring, while cyclohexyl chloride does not have a delocalized electron cloud.
3. Melting Point: The melting point of chlorobenzene is -45°C, whereas the melting point of cyclohexyl chloride is -44°C.
4. Boiling Point: The boiling point of chlorobenzene is 131°C, while the boiling point of cyclohexyl chloride is 142°C.
5. Preparation: Chlorobenzene can be prepared by the chlorination of benzene in the presence of Lewis acids, which act as catalysts. On the other hand, cyclohexyl chloride can be prepared by treating cyclohexanol with HCl.

One characteristic test that can distinguish between chlorobenzene and cyclohexyl chloride is the reaction with 2% ethanoic silver nitrate. Chlorobenzene does not react with 2% ethanoic silver nitrate, while cyclohexyl chloride does.

Comparative Table: Chlorobenzene vs Cyclohexyl Chloride

The main differences between chlorobenzene and cyclohexyl chloride are their chemical structures, aromaticity, and delocalization of electron clouds. Here is a comparison table highlighting these differences:

Chlorobenzene is an aromatic organic compound with a benzene ring and an attached chlorine atom, while cyclohexyl chloride is a non-aromatic organic compound with a cyclohexane ring and an attached chlorine atom. Chlorobenzene has a delocalized electron cloud due to the benzene ring, whereas cyclohexyl chloride does not have a delocalized electron cloud. The melting and boiling points of chlorobenzene are -45°C and 131°C, respectively, while those of cyclohexyl chloride are -44°C and 142°C.