16633

Avobenzone

analytical standard

• Synonym(s): 1-(4-Methoxyphenyl)-3-(4-tert-butylphenyl)-1,3-propanedione, Butyl methoxydibenzoylmethane
• Empirical Formula (Hill Notation): C₂₀H₂₂O₃
• CAS Number: 70356-09-1
• Molecular Weight: 310.39
• EC Number: 274-581-6
• MDL number: MFCD00210252
• UNSPSC Code: 41116107
• PubChem Substance ID: 329751311
• NACRES: NA.24

Properties

• grade: analytical standard
• Quality Level: 100
• Assay: ≥99.0% (GC)
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• mp: 81-84 °C
• application(s): cleaning products; cosmetics; environmental; food and beverages; personal care
• format: neat
• SMILES string: COc1ccc(cc1)C(=O)CC(=O)c2ccc(cc2)C(C)(C)C
• InChI: 1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
• InChI key: XNEFYCZVKIDDMS-UHFFFAOYSA-N

Description

General description

Avobenzone is an UVA filter. It is used in sunscreen lotions and cosmetic formulations. It has maximum absorption at ca 340–350 nm, decreasing under UV irradiation resulting in loss of the UVA protecting effect. Its photostability is very sensitive as it is stable in polar protic solvent and is photolabile in nonpolar solvents.

Application

Avobenzone may be used as an analytical reference standard for the quantification of the analyte in the following:

• Sunscreen formulations using reversed-phase high-performance liquid chromatography with diode array detection (RP-HPLC-DAD).
• Freshwater, saline water samples, rat plasma and skin layers using liquid chromatography-positive electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS) in multiple reaction monitoring mode (MRM).

Avobenzone may be used to study the photophysical characteristics, photosensitizing activity of a blocked diketo form derived from 4-tert-butyl-4′-methoxydibenzoylmethane (BM-DBM).

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Safety Information

• Hazard Statements: H413
• Precautionary Statements: P273 - P501
• Hazard Classifications: Aquatic Chronic 4
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves