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Merck
CN

02343

Octocrylene

analytical standard

Synonym(s):

2-Ethylhexyl 2-cyano-3,3-diphenylacrylate

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About This Item

Linear Formula:
(C6H5)2C=C(CN)CO2CH2CH(C2H5)(CH2)3CH3
CAS Number:
6197-30-4
Molecular Weight:
361.48
NACRES:
NA.24
PubChem Substance ID:
329747415
UNSPSC Code:
41116107
EC Number:
228-250-8
MDL number:
MFCD00059260

Key Documents

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InChI key

FMJSMJQBSVNSBF-UHFFFAOYSA-N

InChI

1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3

SMILES string

CCCCC(CC)COC(=O)\C(C#N)=C(/c1ccccc1)c2ccccc2

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

refractive index

n20/D 1.567 (lit.), n20/D 1.567±0.001

bp

218 °C/1.5 mmHg (lit.)

mp

−10 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

Quality Level

100

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General description

Octocrylene is a commercially used UVB filter, termed as an environmental pollutant because of its stability, lipophilic nature, and resistance to sunlight degradation. It is employed as an ingredient in water resistant sunscreen products and high SPF formulations.
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

Octocrylene 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 (RP-HPLC) technique.   
  • Marine mammals using ultra high-performance liquid chromatography (UHPLC).       
  • Solid lipid nanoparticle systems using high-performance liquid chromatography (HPLC) technique.

signalword

Warning

Storage Class

10 - Combustible liquids

flash_point_f

453.2 °F - closed cup

flash_point_c

234 °C - closed cup

pictograms

Health hazardEnvironment
GHS08,GHS09

Hazard Classifications

Aquatic Chronic 1 - Repr. 2

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM0915
BCCJ8499
BCCF9555
BCCD6295
BCBZ7547

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First determination of UV filters in marine mammals. Octocrylene levels in Franciscana dolphins
Gago-Ferrero P, et al.
Environmental Science & Technology, 47(11), 5619-5625 (2013)
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)
Weihong Li et al.
Water research, 41(15), 3506-3512 (2007-06-29)
Four UV filters, benzophenone-3 (BP-3), 4-methylbenzylidence camphor (4-MBC), ethylhexyl methoxycinnamate (EHMC), and octocrylene (OC), have been examined along the different units of a wastewater reclamation plant (WWRP) located in Tianjin, North China. The analytical procedure included solid-phase extraction and gas
M S Berkman et al.
Die Pharmazie, 66(2), 105-110 (2011-03-26)
UV filters are traditionally classified as chemical absorbers and physical blockers depending on their mechanism of action. In this study, one of the most important chemical UVB absorber, octocrylene, was incorporated into Solid Lipid Nanoparticle (SLN) systems which themselves have
Rosario Rodil et al.
Journal of chromatography. A, 1179(2), 81-88 (2007-12-22)
Stir bar sorptive extraction (SBSE) in combination with thermal desorption-gas chromatography-mass spectrometry (TD-GC-MS) was applied for the determination of 9 UV filters in water samples. The stir bar coated with polydimethylsiloxane (PDMS) was added to 20 mL of water sample
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