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Merck
CN

59647

Oxybenzone

analytical standard

Synonym(s):

2-Hydroxy-4-methoxybenzophenone, Oxybenzone

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About This Item

Linear Formula:
HOC6H3(OCH3)COC6H5
CAS Number:
Molecular Weight:
228.24
NACRES:
NA.24
PubChem Substance ID:
eCl@ss:
39023842
UNSPSC Code:
85151701
EC Number:
205-031-5
MDL number:
Beilstein/REAXYS Number:
1913145
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InChI

1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3

InChI key

DXGLGDHPHMLXJC-UHFFFAOYSA-N

SMILES string

COc1ccc(c(O)c1)C(=O)c2ccccc2

grade

analytical standard

assay

≥98% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

bp

150-160 °C/5 mmHg (lit.)

Quality Level

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

storage temp.

2-8°C

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General description

Oxybenzone (Benzophenone-3), an organic filter, is an active ingredient used in sunscreens to protect against the damage caused by the UV radiation of the sun. It belongs to the class of benzophenones, widely used in personal care products including cosmetics, sunscreens, toothpaste, additives in food commodities, pharmaceuticals, industrial products, etc. BP-3 is reportedly identified as a pollutant in lakes, rivers, raw and treated wastewaters, sewage sludge, effluents from washing activity in households, environmental sediments, etc.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Application

Oxybenzone has been used as an analytical reference standard for the quantification of the analyte in environmental samples using gas chromatography coupled to mass spectrometry (GC-MS) and ultra-performance liquid chromatography-electrospray-tandem mass spectrometry (UPLC-ES-MS/MS). It may be used as an analytical reference standard for the determination of the analyte in zebrafish using liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS) and liquid chromatography with diode array detection (LC-DAD).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

This compound is commonly found in plants of the genus: hypericum

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2

wgk

WGK 2

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

Storage Class

11 - Combustible Solids


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Environmentally relevant microplastic exposure affects sediment-dwelling bivalves
Bour A, et al.
Environmental Pollution (Barking, Essex : 1987), 236, 652-660 (2018)
Occurrence of benzophenones, parabens and triclosan in the Yangtze River of China, and the implications for human exposure
Ma X, et al.
Chemosphere, 213, 517-525 (2018)
Pablo Gago-Ferrero et al.
The Science of the total environment, 443, 209-217 (2012-11-29)
The goal of this study was to bring forward new data and insights with respect to the effect of operational variables and reaction pathways during ozonation and peroxone oxidation of the UV filter compound benzophenone-3 (BP3) in water. A systematic
N M Siqueira et al.
Skin pharmacology and physiology, 24(3), 166-174 (2011-01-29)
To evaluate the effect of cationic coating of polymeric nanocapsules in sunscreen formulations on the in vitro skin penetration of benzophenone-3. Benzophenone-3-loaded nanocapsules were prepared by the interfacial deposition of poly(ε-caprolactone) and coated by using a chitosan solution. The nanoparticles
You-Sheng Liu et al.
Environmental toxicology and chemistry, 31(2), 289-295 (2011-11-19)
Biodegradation of the ultraviolet (UV) filter benzophenone-3 (BP-3) was investigated in the laboratory to understand its behavior and fate under oxic and anoxic (nitrate, sulfate, and Fe [III]-reducing) conditions. Biodegradation experiments were conducted in microcosms with 10% of activated sludge

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