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16633

Avobenzone

analytical standard

Synonym(s):

1-(4-Methoxyphenyl)-3-(4-tert-butylphenyl)-1,3-propanedione, Butyl methoxydibenzoylmethane

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About This Item

Empirical Formula (Hill Notation):
C20H22O3
CAS Number:
Molecular Weight:
310.39
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
274-581-6
MDL number:
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grade

analytical standard

Quality Level

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

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.

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This Item
PHR1073596471045337
technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

application(s)

environmental
pharmaceutical (small molecule)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

application(s)

pharmaceutical (small molecule)

format

neat

format

neat

format

neat

format

neat

Quality Level

100

Quality Level

300

Quality Level

100

Quality Level

-

grade

analytical standard

grade

certified reference material, pharmaceutical secondary standard

grade

analytical standard

grade

pharmaceutical primary standard

assay

≥99.0% (GC)

assay

-

assay

≥98% (GC)

assay

-


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hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

Eyeshields, Gloves



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A sensitive LC?ESI-MS/MS method for the quantification of avobenzone in rat plasma and skin layers: Application to a topical administration study
Kim GM, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 1003, 41-46 (2015)
Analytical method development for simultaneous estimation of Oxybenzone, Octocrylene, Octinoxate and Avobenzone in sunscreen by high performance liquid chromatography and its validation
Bhuva C, et al.
Pharmacophore, 3(2) (2012)
Virginie Lhiaubet-Vallet et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 9(4), 552-558 (2010-04-01)
In most sunscreens, the presence of two UV filters usually leads to synergistic effects regarding both the final performance and photostabilization of the active principles. However, this may also result in an accelerated decomposition if a photoreaction occurs between the



Global Trade Item Number

SKUGTIN
13742-10ML-F04061837013959
930180-1G04065268796207
16633-25MG04061838748911

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