Octrizole
[CAS# 3147-75-9]

Identification

• Classification: Catalysts and additives >> UV absorber
• Name: Octrizole
• Synonyms: 2-(2H-Benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol
• Molecular Formula: C₂₀H₂₅N₃O
• Molecular Weight: 323.43
• CAS Registry Number: 3147-75-9
• EC Number: 221-573-5
• SMILES: CC(C)(C)CC(C)(C)C1=CC(=C(C=C1)O)N2N=C3C=CC=CC3=N2

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Melting point: 106-108 °C
• Index of Refraction: 1.585, Calc.^*
• Boiling Point: 471.8±55.0 °C (760 mmHg), Calc.^*
• Flash Point: 239.2±31.5 °C, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335-H412
• Safety Statements: P261-P264-P264+P265-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute toxicity	Acute Tox.	4	H312
Skin sensitization	Skin Sens.	1	H317

Discovery and Applications

Octrizole, also known as 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol, is a chemical compound that has garnered attention for its properties as a UV filter and stabilizer. Its discovery is tied to the increasing demand for effective UV protection in various applications, particularly in cosmetics and polymers, to combat the detrimental effects of ultraviolet radiation.

The development of Octrizole can be traced back to research on benzotriazole derivatives, which have been widely studied for their ability to absorb UV radiation. The chemical structure of Octrizole incorporates both a benzotriazole group and a bulky alkyl substituent, which contributes to its efficacy as a UV absorber. This compound was first synthesized in the mid-20th century as part of a broader effort to develop safe and effective photostabilizers for various industrial and consumer products.

One of the primary applications of Octrizole is in cosmetic formulations, where it serves as a UV filter. Its ability to absorb UV radiation helps protect the skin from the harmful effects of sun exposure, such as sunburn and skin aging. Octrizole is often found in sunscreens, moisturizers, and other skin care products, providing consumers with an added layer of protection against UV-induced damage. Its effectiveness in these formulations is complemented by its compatibility with a wide range of other cosmetic ingredients, making it a popular choice for formulators.

In addition to its use in cosmetics, Octrizole has significant applications in the polymer industry. The compound acts as a stabilizer for plastics and coatings, helping to prevent photodegradation caused by UV exposure. This property is particularly valuable in outdoor applications, where materials are subjected to prolonged sunlight exposure. By incorporating Octrizole into polymer formulations, manufacturers can enhance the longevity and performance of products such as outdoor furniture, automotive components, and construction materials.

Furthermore, Octrizole has shown potential in the agricultural sector as a protective agent for agricultural films and coatings. The use of UV-stabilized films in agriculture helps protect crops from harmful UV radiation while maintaining light transmission for photosynthesis. This application underscores the versatility of Octrizole as a multifunctional compound that can improve the performance and durability of various products across different industries.

While Octrizole has demonstrated many advantages, its safety profile is also a critical consideration. Regulatory agencies have evaluated the compound to ensure its safety for use in consumer products. The results have generally indicated that Octrizole is safe when used within established guidelines. However, as with any chemical substance, ongoing research and monitoring are necessary to assess its long-term effects on human health and the environment.

In summary, Octrizole is a valuable chemical compound with significant applications in cosmetics, polymers, and agriculture. Its discovery as a potent UV absorber has made it an essential ingredient in various formulations, helping to protect products and consumers from the harmful effects of ultraviolet radiation. As the demand for UV protection continues to rise, Octrizole is likely to remain a key player in the development of innovative solutions across multiple industries.

References

2023. Matrix complete dissolution concatenated biochar magnetic solid-phase extraction of benzotriazole ultraviolet stabilizers in polyester fibers prior to UPLC-MS/MS analysis. Microchimica Acta, 190(12).
DOI: 10.1007/s00604-023-06074-6

2018. Determination of six benzotriazole ultraviolet filters in water and cosmetic samples by graphene sponge-based solid-phase extraction followed by high-performance liquid chromatography. Analytical and Bioanalytical Chemistry, 410(27).
DOI: 10.1007/s00216-018-1301-6

2012. Concentrations and Composition Profiles of Benzotriazole UV Stabilizers in Municipal Sewage Sludge in China. Environmental Science & Technology, 46(4).
DOI: 10.1021/es203376x