4'-Chloropropiophenone
[CAS# 6285-05-8]

Identification

• Classification: Chemical reagent >> Organic reagent >> Aromatic ketone
• Name: 4'-Chloropropiophenone
• Synonyms: 1-(4-Chlorophenyl)-1-propanone
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• CAS Registry Number: 6285-05-8
• EC Number: 228-511-6
• SMILES: CCC(=O)C1=CC=C(C=C1)Cl

Properties

• Solubility: Insoluble (water)
• Density: 1.151 g/mL
• Melting point: 34-37 °C
• Boiling point: 95-97 °C (1 mmHg)
• Flash point: 113 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319
• Safety Statements: P264-P264+P265-P280-P302+P352-P305+P351+P338-P321-P332+P317-P337+P317-P362+P364

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319
Acute toxicity	Acute Tox.	4	H302
Skin sensitization	Skin Sens.	1	H317
Eye irritation	Eye Irrit.	2	H319

Discovery and Applications

4'-Chloropropiophenone is synthesized by organic chemistry methods aimed at modifying the structure of propiophenone, a simple aromatic ketone. The addition of a chlorine atom at the para position (4') of the benzene ring changes its chemical properties, enhancing its usefulness in tailor-made molecular applications.

Chemically, the molecular formula of 4'-chloropropiophenone is C9H9ClO. It consists of a benzene ring attached to a keto group (C=O) and a chlorine atom (-Cl) located on the fourth carbon of the benzene ring. This structure gives it unique reactivity and solubility, which influences its use in organic synthesis and chemical transformations.

The industrial applications of 4'-chloropropiophenone are diverse and cover several key areas. In medicinal chemistry, it serves as a precursor for the synthesis of various drug intermediates and active pharmaceutical ingredients (APIs). It serves as a building block in organic synthesis to create more complex molecules with specific pharmacological properties.

In research laboratories, 4'-chloropropiophenone is used as a chemical reagent and intermediate to study new chemical reactions and develop new materials. Its structural versatility and ability to be selectively modified are valuable for understanding structure-activity relationships (SAR) and optimizing synthetic routes.

In the specialty chemicals industry, 4'-chloropropiophenone is used to produce specialty polymers, agrochemicals, and flavoring agents. Its inclusion in specific formulations can improve product performance and stability, meeting the stringent quality standards and regulatory requirements of global markets.

References

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DOI: 10.1007/s00706-008-0903-7

2017. Nickel-Catalyzed Addition of Arylboronic Acids to Alkyl Nitriles for Synthesis of Aryl Ketones in Fluorinated Solvent. Synlett, 28(14).
DOI: 10.1055/s-0036-1589137

2024. A comprehensive review on synthetic strategy and MOA of marketed drugs having therapeutically potential chemical entity pyrazole. Journal of the Iranian Chemical Society, 21(5).
DOI: 10.1007/s13738-024-03095-7