1-Methoxy-4-propylbenzene
[CAS# 104-45-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ether
• Name: 1-Methoxy-4-propylbenzene
• Synonyms: 104-45-0
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.22
• CAS Registry Number: 104-45-0
• EC Number: 203-203-4
• SMILES: CCCC1=CC=C(C=C1)OC

Properties

• Density: 0.9±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.491, Calc.^*, 1.504
• Boiling Point: 211.4±9.0 °C (760 mmHg), Calc.^*, 215 °C
• Flash Point: 82.3±4.9 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H227-H303-H320-H401
• Safety Statements: P210-P264-P273-P280-P305+P351+P338-P312-P337+P313-P370+P378-P403+P235-P501

Discovery and Applications

1-Methoxy-4-propylbenzene, commonly known as p-propylanisole, is an organic compound that belongs to the class of alkylated anisoles. This compound, with a molecular formula of C10H14O, is characterized by a benzene ring with a methoxy group (-OCH3) at the first position and a propyl group (-C3H7) at the fourth position. The compound was first isolated and characterized in the mid-20th century during studies on aromatic ethers and their derivatives. Due to its distinct aromatic structure and functional groups, 1-methoxy-4-propylbenzene became of interest for various applications across several industries.

One of the primary applications of 1-methoxy-4-propylbenzene is in the fragrance and flavor industries, where it is valued for its pleasant scent, which resembles a sweet, floral aroma with subtle woody undertones. This makes it an ideal component in perfumes, colognes, and other scented products. Its unique scent profile also lends itself well to the formulation of flavor additives in food products, particularly those aiming for a floral or slightly herbaceous note, though such uses are subject to regulatory standards to ensure safety.

In addition to its uses in fragrance and flavoring, 1-methoxy-4-propylbenzene is also utilized as an intermediate in organic synthesis. Due to the stability and reactivity of its methoxy and propyl substituents, it is a valuable starting material for the synthesis of more complex organic molecules. This has practical implications in the development of various chemical products, including pharmaceuticals, where derivatives of 1-methoxy-4-propylbenzene may exhibit useful bioactive properties.

Research in recent years has also focused on the environmental impact and potential biodegradability of 1-methoxy-4-propylbenzene, as the demand for sustainable and eco-friendly aromatic compounds continues to grow. Studies on its degradation pathways have provided insight into its behavior in environmental contexts, which may inform the development of greener synthetic methods and applications.

In conclusion, 1-methoxy-4-propylbenzene is a valuable aromatic ether with diverse applications in fragrance, flavoring, and organic synthesis. Its characteristic scent and chemical reactivity have established it as an important compound in both consumer products and industrial applications. As research progresses, its utility in sustainable and biodegradable product formulations may further expand, highlighting the compound’s potential in modern chemical applications.

References

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DOI: 10.1007/bf00567033

2013. Study of the suitability of two hop cultivars for making herb liqueurs: volatile composition, sensory analysis, and consumer study. European Food Research and Technology, 237(6), 2050.
DOI: 10.1007/s00217-013-2050-6

2021. Photocatalysis: A Green Tool for Redox Reactions. Synlett, 32(13), 6042.
DOI: 10.1055/s-0040-1706042