4'-Methylpropiophenone
[CAS# 5337-93-9]

Identification

• Classification: Chemical reagent >> Organic reagent >> Aromatic ketone
• Name: 4'-Methylpropiophenone
• Synonyms: p-Methyl propiophenone
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.20
• CAS Registry Number: 5337-93-9
• EC Number: 226-267-5
• SMILES: CCC(=O)C1=CC=C(C=C1)C

Properties

• Density: 0.993
• Melting point: 7.2 °C
• Boiling point: 238-239 °C
• Refractive index: 1.526-1.529
• Flash point: 96 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H317-H319
• Safety Statements: P261-P264-P264+P265-P270-P272-P280-P301+P317-P302+P352-P305+P351+P338-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2A	H319
Acute hazardous to the aquatic environment	Aquatic Acute	2	H401
Skin sensitization	Skin Sens.	1B	H317
Skin sensitization	Skin Sens.	1	H317
Eye irritation	Eye Irrit.	2	H319

Discovery and Applications

4'-Methylpropiophenone, also known as 4-methyl-a-methylphenylacetone, was discovered in the realm of organic chemistry during synthetic studies involving ketones and aromatic compounds. Its synthesis involves the alkylation of propiophenone, resulting in the introduction of a methyl group at the para position of the phenyl ring. This chemical compound was first reported in scientific literature in the mid-20th century, and its structure was confirmed through spectroscopic analysis and chemical characterization techniques. The discovery of 4'-Methylpropiophenone contributed to the understanding of ketone chemistry and expanded the synthetic toolbox for accessing diverse aromatic ketone derivatives.

4'-Methylpropiophenone serves as a valuable intermediate in the synthesis of pharmaceutical compounds. It participates in various chemical transformations, including condensation reactions and Grignard reactions, to form complex organic molecules with biological activity. It is commonly used in the production of pharmaceuticals such as analgesics, antipyretics, and antidepressants.

This compound finds applications in the perfumery and fragrance industry as a fragrance ingredient. Its aromatic properties contribute to the formulation of perfumes, colognes, and other scented products. It provides floral, fruity, or musky notes to fragrances, enhancing their olfactory appeal and complexity.

4'-Methylpropiophenone is utilized in chemical research as a building block for the synthesis of novel organic compounds. Chemists employ it as a precursor for the preparation of various substituted aromatic ketones and related derivatives. Its versatile reactivity allows for the creation of diverse molecular structures for exploring new materials and biological activities.

This compound may also find use as a solvent or chemical reagent in organic synthesis and industrial processes. It facilitates the dissolution and purification of organic compounds and serves as a starting material for the synthesis of specialty chemicals and polymers. Its incorporation into chemical reactions enables the modification of organic molecules to obtain desired functional groups and properties.

4'-Methylpropiophenone is employed in the synthesis of agrochemicals such as pesticides and herbicides. It serves as a key intermediate for producing active ingredients that control pests, weeds, and fungal diseases in agricultural settings. Its role in agrochemical synthesis contributes to enhancing crop yields and protecting agricultural crops from pests and diseases.

References

2021. Reactivity of substrates with multiple competitive reactive sites toward NBS under neat reaction conditions promoted by visible light. Chemical Papers, 75(9).
DOI: 10.1007/s11696-021-01711-x

2019. Iron-Catalysed Aerobic Oxidative C-C Bond Cleavage of Ketones for the Synthesis of Primary Amides. SynOpen, 3(1).
DOI: 10.1055/s-0037-1611676

2018. Oxidative C-C Bond Cleavage for the Synthesis of Aryl Carboxylic Acids from Aryl Alkyl Ketones. Synlett, 29(09).
DOI: 10.1055/s-0037-1609751