2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid
[CAS# 4065-45-6]

Identification

• Classification: Chemical reagent >> Organic reagent >> Sulfonic acid / sulfinic acid
• Name: 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid
• Synonyms: 2-Benzoyl-5-methoxy-1-phenol-4-sulfonic acid; ; Spectra-Sorb UV 284; Uvistat 1121
• Molecular Formula: C₁₄H₁₂O₆S
• Molecular Weight: 308.30
• CAS Registry Number: 4065-45-6
• EC Number: 223-772-2
• SMILES: COC1=C(C=C(C(=C1)O)C(=O)C2=CC=CC=C2)S(=O)(=O)O

Properties

• Solubility: 34 mg/mL (DMSO)
• Density: 1.4±0.1 g/cm³, Calc.^*
• Melting point: 108-112 °C
• Index of Refraction: 1.617, Calc.^*

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

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H315-H317-H318-H319-H335
• Safety Statements: P261-P264-P264+P265-P271-P272-P280-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P317-P319-P321-P332+P317-P333+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Skin sensitization	Skin Sens.	1	H317
Skin sensitization	Skin Sens.	1B	H317
Serious eye damage	Eye Dam.	1	H318
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin mild irritation	Skin Mild Irrit. 99	3	H316
Reproductive toxicity	Repr.	2	H361
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovery and Applications

2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid, commonly known as benzophenone-5, is an organic compound recognized for its diverse applications, particularly in the fields of cosmetics, personal care products, and polymer materials. The discovery of benzophenone-5 dates back to the early 1970s when researchers began exploring the properties of benzophenone derivatives as ultraviolet (UV) light absorbers. These studies aimed to develop effective compounds that could protect materials and skin from the harmful effects of UV radiation.

Benzophenone-5 features a unique molecular structure that includes a hydroxyl group, a methoxy group, and a sulfonic acid group, which enhances its solubility in water and various organic solvents. The presence of these functional groups contributes to its effectiveness as a UV filter and its ability to stabilize formulations against UV-induced degradation. As a result, benzophenone-5 has become a widely used ingredient in sunscreens, lotions, and other cosmetic formulations designed to provide sun protection.

One of the primary applications of benzophenone-5 is in the formulation of sunscreen products. It acts as a UV filter by absorbing UV radiation and converting it into less harmful heat, thereby preventing skin damage caused by sun exposure. The compound’s effectiveness in protecting against both UVA and UVB rays makes it a valuable addition to sunscreen formulations, providing broad-spectrum protection for consumers. Its incorporation into cosmetic products also enhances the stability and longevity of these formulations, contributing to their overall efficacy.

In addition to its use in cosmetics, benzophenone-5 is utilized in the plastics and polymer industries. Its UV-absorbing properties help to prevent photodegradation in various polymer materials, enhancing their durability and longevity when exposed to sunlight. This application is particularly significant in outdoor products, such as garden furniture, automotive components, and packaging materials, where protection against UV radiation is essential for maintaining appearance and performance over time.

Benzophenone-5 is also studied for its potential role in various other applications, including as an additive in industrial coatings and inks. Its ability to absorb UV light helps protect these products from fading and degradation, improving their overall performance and extending their service life. Additionally, research is ongoing to explore its potential in other fields, such as pharmaceuticals and agricultural products, where UV protection may be beneficial.

Despite its numerous applications, safety concerns surrounding benzophenone derivatives have prompted regulatory scrutiny. While benzophenone-5 is generally recognized as safe for use in cosmetic formulations, ongoing research is essential to monitor its long-term effects on health and the environment. Manufacturers are encouraged to adhere to safety guidelines and regulatory requirements when formulating products containing this compound.

In conclusion, 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid is a valuable chemical compound with diverse applications in cosmetics, personal care products, and polymer materials. Its effective UV-absorbing properties make it a critical ingredient in sunscreen formulations, helping to protect skin from the harmful effects of UV radiation. Furthermore, its role in enhancing the stability of polymer materials underscores its importance in various industries. As research continues to evolve, benzophenone-5 is expected to play an increasingly significant role in promoting the effectiveness and longevity of consumer products.

References

2020. Annual release of selected UV filters via effluent from wastewater treatment plants in Australia. Chemosphere, 247.
DOI: 10.1016/j.chemosphere.2020.125887

2020. Photopatch Testing. Contact Dermatitis.
DOI: 10.1007/978-3-030-36335-2_29