Benzyl cinnamate

Benzyl cinnamate is an organic compound that is a constituent of various natural products and is used in the flavor and fragrance industry. It is an ester formed from the condensation of benzyl alcohol and cinnamic acid. With the chemical formula C_16H_14O_2, benzyl cinnamate is known for its sweet, balsamic aroma, making it a popular additive in the formulation of perfumes, cosmetics, and flavoring agents.

Properties

Benzyl cinnamate is a white to pale yellow crystalline solid at room temperature. It has a melting point of approximately 34-37°C and a boiling point of about 370°C. This compound is slightly soluble in water but highly soluble in organic solvents such as ethanol and diethyl ether. Its molecular weight is 238.28 g/mol.

Synthesis

The synthesis of benzyl cinnamate typically involves the esterification of cinnamic acid with benzyl alcohol. This reaction can be catalyzed by acids or bases, or it can proceed under enzyme-catalyzed conditions. The choice of catalyst and reaction conditions can affect the yield and purity of the product.

Applications

Fragrance and Flavoring

Benzyl cinnamate's sweet, balsamic odor has made it a valuable component in the fragrance industry. It is used in the formulation of perfumes and scented products, as well as in flavorings for food and beverages. Its application extends to personal care products, where it contributes to the aroma profile of lotions, creams, and soaps.

Pharmaceuticals

In the pharmaceutical industry, benzyl cinnamate has been explored for its potential therapeutic properties. It has shown antimicrobial activity, making it a candidate for use in antimicrobial formulations. Additionally, its anti-inflammatory properties have been investigated for potential applications in treating inflammatory conditions.

Safety and Regulation

Benzyl cinnamate is generally regarded as safe when used within the recommended concentrations in cosmetic and food products. However, like many fragrance ingredients, it can cause allergic reactions in sensitive individuals. Regulatory bodies, such as the International Fragrance Association (IFRA), have set guidelines for the safe use of benzyl cinnamate in consumer products.

Environmental Impact

The environmental impact of benzyl cinnamate is considered low. It is biodegradable and does not accumulate in the environment. However, as with all chemical substances, responsible handling and disposal practices should be followed to minimize any potential environmental effects.

See Also

• Esterification
• Fragrance compound
• Organic compound
• Perfumery

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  Benzyl cinnamate structure

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  Benzyl cinnamate 3D spacefill model