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78848

Sigma-Aldrich

2-Ethylhexyl 4-methoxycinnamate

98%

Synonym(s):

4-Methoxycinnamic acid 2-ethylhexyl ester, OMC, Octyl methoxycinnamate

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About This Item

Empirical Formula (Hill Notation):
C18H26O3
CAS Number:
Molecular Weight:
290.40
Beilstein/REAXYS Number:
5946632
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

98% (GC)
98%

form

liquid

refractive index

n20/D 1.545

SMILES string

CCCCC(CC)COC(=O)\C=C\c1ccc(OC)cc1

InChI

1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3/b13-10+

InChI key

YBGZDTIWKVFICR-JLHYYAGUSA-N

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General description

OMC provides protection against UV induced cyclobutane pyrimidine dimer (CDP) formation, filtering UVB.

Application


  • Simultaneous electrochemical determination of three sunscreens using cetyltrimethylammonium bromide.: This study presents an electrochemical method for the simultaneous determination of sunscreens, including 2-Ethylhexyl 4-methoxycinnamate, using cetyltrimethylammonium bromide, highlighting the importance of analytical techniques in biochemistry (Cardoso et al., 2008).

  • Relationship between the ability of sunscreens containing 2-ethylhexyl-4′-methoxycinnamate to protect against UVR-induced inflammation, depletion of epidermal Langerhans (Ia+) cells and suppression of alloactivating capacity of murine skin in vivo.: This study evaluates the protective effects of sunscreens with 2-Ethylhexyl 4-methoxycinnamate against UV radiation-induced skin changes, contributing to the understanding of immune responses in dermatological biochemistry (Walker et al., 1994).

hcodes

Hazard Classifications

Aquatic Chronic 4

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

379.4 °F

flash_point_c

193 °C

ppe

Eyeshields, Gloves


Certificates of Analysis (COA)

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Nur Duale et al.
Toxicological sciences : an official journal of the Society of Toxicology, 114(2), 272-284 (2010-01-15)
Octyl methoxycinnamate (OMC) is one of the most widely used sunscreen ingredients. To analyze biological effects of OMC, an in vitro approach was used implying ultraviolet (UV) exposure of two human cell lines, a primary skin fibroblast (GM00498) and a
Wenlan Song et al.
Journal of chromatography. A, 1384, 28-36 (2015-02-11)
A novel zinc-zinc oxide (Zn-ZnO) nanosheets coating was directly fabricated on an etched stainless steel wire substrate as solid-phase microextraction (SPME) fiber via previous electrodeposition of robust Zn coating. The scanning electron micrograph of the Zn-ZnO nanosheets coated fiber exhibits
Juan L Benedé et al.
Talanta, 147, 246-252 (2015-11-26)
In this work, a new approach that combines the advantages of stir bar sorptive extraction (SBSE) and dispersive solid phase extraction (DSPE), i.e. stir bar sorptive-dispersive microextraction (SBSDµE), is employed as enrichment and clean-up technique for the sensitive determination of
Yida Zhang et al.
Analytica chimica acta, 876, 55-62 (2015-05-23)
A novel cedar-like Au nanoparticles (AuNPs) coating was fabricated on an etched stainless steel (SS) wire by direct chemical deposition and used as an efficient and unbreakable solid phase microextraction (SPME) fiber. The etched SS wire offers a rough surface
Marina G Pintado-Herrera et al.
Analytica chimica acta, 851, 1-13 (2014-12-03)
This work presents the development, optimization and validation of a multi-residue method for the simultaneous determination of 102 contaminants, including fragrances, UV filters, repellents, endocrine disruptors, biocides, polycyclic aromatic hydrocarbons (PAHs), polychlorinated biphenyls (PCBs), and several types of pesticides in

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