4'-Chloropropiophenone: Chemical Properties and Uses

swadevchemicals
3 min readJun 1, 2024

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4'-Chloropropiophenone is a chemical compound with notable utility in various fields. Well-known for its role in the synthesis of pharmaceuticals and agrochemicals, it serves as a key intermediate due to its versatile chemical structure.

Beyond industrial applications, it also plays a part in research, aiding scientists in understanding and developing new compounds. Its unique properties make it a subject of interest among chemists who seek to innovate in drug development and other scientific endeavors.

Understanding its uses and potential benefits can illuminate why this compound remains significant. Whether in a lab or production facility, 4'-Chloropropiophenone continues to be a valuable tool in the advancement of chemical sciences.

Chemical Properties of 4'-Chloropropiophenone

4'-Chloropropiophenone is essential in various chemical applications. It possesses a unique molecular structure, distinct physical characteristics, and a defined mechanism of action.

Chemical Structure

4'-Chloropropiophenone has the molecular formula C9H9ClO. Its structure consists of a benzene ring substituted with a chlorine atom at the para position and a propionyl group. The key component, a carbonyl group (C=O), attached to the carbon chain, plays a vital role in its reactivity.

The systematic name for this compound is 1-(4-chlorophenyl)-1-propanone. Understanding the arrangement of atoms and bonds aids in predicting the compound’s behavior in various reactions and interactions.

Physical Characteristics

4'-Chloropropiophenone appears as a white or light yellow crystalline solid. It has a melting point of approximately 45–48°C and a boiling point around 240–245°C. This compound is moderately soluble in organic solvents such as ethanol and chloroform but has limited solubility in water.

Its density is about 1.191 g/cm³. The physical properties indicate how the compound can be handled, stored, and utilized in laboratory or industrial settings.

Mechanism of Action

4'-Chloropropiophenone acts primarily as an intermediate in the synthesis of pharmaceuticals and other organic compounds. The carbonyl group in its structure is highly reactive, participating in various chemical reactions.

This compound may undergo nucleophilic acyl substitution, where the carbonyl carbon is attacked by nucleophiles. The presence of the chlorine atom influences its chemical reactivity and interactions with other molecules, enhancing its versatility in synthetic applications.

Applications and Synthesis

4'-Chloropropiophenone is utilized in various industrial applications and has well-established synthetic pathways. Safety and handling are crucial due to its chemical properties.

Industrial Uses

4'-Chloropropiophenone is used primarily in the production of pharmaceuticals and fine chemicalsfine chemicals. It serves as an intermediate in the synthesis of various compounds.

Pharmaceuticals: It is a key ingredient in creating certain drugs aimed at reducing pain and inflammation.

Fine Chemicals: It also plays a role in the manufacture of specialty chemicals used in diverse industries, such as cosmetics and agrochemicals.

Synthetic Pathways

The synthesis of 4'-Chloropropiophenone often starts with para-chlorotoluene as the base material. The primary method involves Friedel-Crafts acylation, which includes the following steps:

  1. Chlorination: Para-chlorotoluene is chlorinated under controlled conditions.
  2. Acylation: The chlorinated compound undergoes acylation with propionyl chloride in the presence of a Lewis acid catalyst.

Alternative synthetic routes may include various functional group transformations to achieve the final product. Reaction conditions, such as temperature and choice of catalyst, are critical for maximizing yield and purity.

Safety and Handling

Handling 4'-Chloropropiophenone requires strict safety protocols. It is imperative to use personal protective equipment (PPE), including gloves and goggles, to prevent direct contact.

Storage: It should be stored in a cool, dry place, away from sources of ignition and incompatible substances.

Disposal: Disposal of 4'-Chloropropiophenone must adhere to local regulations for hazardous waste, typically involving neutralization followed by proper waste disposal procedures.

Exposure to this compound can cause irritation to the skin, eyes, and respiratory tract, underscoring the importance of proper ventilation and handling practices.

Source: https://swadevchemicals.blogspot.com/2024/05/4-chloropropiophenone-chemical.html

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