Avobenzone
[CAS# 70356-09-1]

Identification

• Classification: Catalysts and additives >> UV absorber
• Name: Avobenzone
• Synonyms: 4-tert-Butyl-4'-methoxy-dibenzoylmethane; 1-(4-(1,1-Dimethylethyl)phenyl)-3-(4-methoxyphenyl)-1,3-propanedione; Parsol 1789; Eusolex 9020; Escalol 517
• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.39
• CAS Registry Number: 70356-09-1
• EC Number: 274-581-6
• SMILES: CC(C)(C)C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=C(C=C2)OC

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*, 1.079 g/mL
• Melting point: 82 ºC
• Index of Refraction: 1.545, Calc.^*
• Boiling Point: 463.6±35.0 ºC (760 mmHg), Calc.^*
• Flash Point: 203.1±26.0 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335-H413
• Precautionary Statements: P261-P273-P305+P351+P338-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovory and Applicatios

Avobenzone, also known as Butyl Methoxydibenzoylmethane, is a widely recognized organic compound primarily used in the formulation of sunscreen products. It serves as a broad-spectrum UV filter, providing protection against both UVA and UVB radiation. The compound was first introduced to the cosmetics industry in the 1970s, gaining approval for use in sunscreen formulations due to its ability to absorb ultraviolet radiation and prevent skin damage.

The discovery of avobenzone can be attributed to the growing concern over the harmful effects of sun exposure, which includes skin cancer, premature aging, and sunburn. Researchers aimed to develop effective photoprotective agents that could offer comprehensive coverage against various wavelengths of UV radiation. Avobenzone was identified as a promising candidate due to its unique chemical structure, which allows it to absorb a broad range of UV light, particularly in the UVA spectrum, where many traditional sunscreen agents are ineffective.

One of the significant advantages of avobenzone is its ability to provide photostability. Unlike some sunscreen ingredients that degrade upon exposure to sunlight, avobenzone maintains its efficacy over time. This property is crucial for consumers who seek long-lasting sun protection, as it ensures that the product remains effective throughout sun exposure. To enhance its stability further, avobenzone is often combined with other UV filters in formulations, which work synergistically to provide optimal protection.

The application of avobenzone extends beyond its use in sunscreens. It is commonly found in a variety of cosmetic products, including moisturizers, foundations, and lip balms, where UV protection is desired. The incorporation of avobenzone into these formulations enables manufacturers to offer multi-functional products that not only provide hydration and coverage but also shield the skin from harmful UV radiation.

Moreover, avobenzone's non-greasy and lightweight texture makes it an attractive choice for consumers seeking comfortable and pleasant-to-use sun protection products. Its compatibility with various cosmetic ingredients allows for seamless incorporation into diverse formulations, catering to different skin types and preferences.

Despite its benefits, avobenzone has faced scrutiny regarding its potential to cause allergic reactions in some individuals. Manufacturers have responded by conducting thorough safety assessments and formulating products with appropriate concentrations to minimize the risk of irritation. Regulatory bodies, including the U.S. Food and Drug Administration (FDA) and the European Commission, have reviewed the safety of avobenzone, affirming its suitability for use in cosmetic products when used as directed.

Recent research has also focused on improving the delivery systems for avobenzone to enhance its efficacy. Innovative formulations, such as encapsulation techniques and nanoemulsions, are being explored to increase the compound's photostability and improve its absorption into the skin. These advancements aim to optimize the protective benefits of avobenzone, providing consumers with more effective sun care options.

In conclusion, avobenzone is a key ingredient in modern sun protection products, known for its ability to absorb harmful UV radiation and provide broad-spectrum protection. Its discovery has significantly contributed to advancements in cosmetic formulations, ensuring that consumers can enjoy the outdoors while minimizing the risks associated with sun exposure. As research continues to unveil new applications and formulation strategies, avobenzone remains an essential component of effective sun care products.

References

2024. The Tiny Big Difference: Nanotechnology in Photoprotective Innovations - A Systematic Review. AAPS PharmSciTech, 25(6).
DOI: 10.1208/s12249-024-02925-4

1986. Efficacy of a sunscreen containing butyl methoxydibenzoylmethane against ultraviolet A radiation in photosensitized subjects. Journal of the American Academy of Dermatology, 15(3).
DOI: 10.1016/s0190-9622(86)70199-0

1995. Photocontact allergy to 4-tert.butyl-4'-methoxy-dibenzoylmethane (Parsol 1789). Contact Dermatitis, 32(4).
DOI: 10.1111/j.1600-0536.1995.tb00688.x