415820
2-Ethylhexyl 2-cyano-3,3-diphenylacrylate
97%
Synonym(s):
2-Cyano-3,3-diphenylacrylic acid 2-ethylhexyl ester, 2-Ethylhexyl α-cyano-β-phenylcinnamate, 2-Ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate, Octocrylene
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About This Item
Linear Formula:
(C6H5)2C=C(CN)CO2CH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
361.48
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
228-250-8
MDL number:
Quality Level
assay
97%
form
viscous liquid
refractive index
n20/D 1.567 (lit.)
bp
218 °C/1.5 mmHg (lit.)
mp
−10 °C (lit.)
density
1.051 g/mL at 25 °C (lit.)
SMILES string
CCCCC(CC)COC(=O)\C(C#N)=C(/c1ccccc1)c2ccccc2
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
InChI key
FMJSMJQBSVNSBF-UHFFFAOYSA-N
General description
2-Ethylhexyl 2-cyano-3,3-diphenylacrylate is an ester-based UV filter formed by reacting 3,3-diphenylcyanoacrylate and 2-ethylhexanol. It is commercially used as a UV absorber in sunscreens and other cosmetic formulations.
Application
- Photochemical response of the scleractinian coral Stylophora pistillata to some sunscreen ingredients: This study investigates the impact of octocrylene on the photosynthetic efficiency of coral symbionts, raising concerns about environmental effects (JP Fel et al., 2019).
- Preparation of O/I1-type emulsions and S/I1-type dispersions encapsulating UV-absorbing agents: Explores formulations for incorporating octocrylene into cosmetic products, enhancing UV protection capabilities (K Aramaki et al., 2015).
signalword
Warning
Storage Class
10 - Combustible liquids
flash_point_f
453.2 °F - closed cup
flash_point_c
234 °C - closed cup
hcodes
Hazard Classifications
Aquatic Chronic 1 - Repr. 2
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Changes in ultraviolet absorbance and hence in protective efficacy against lipid peroxidation of organic sunscreens after UVA irradiation
Damiani E, et al.
Journal of Photochemistry and Photobiology. B, Biology, 82(3), 204-213 (2006)
Dispersive solid-phase extraction based on oleic acid-coated magnetic nanoparticles followed by gas chromatography-mass spectrometry for UV-filter determination in water samples
Roman IP, et al.
Journal of Chromatography A, 1218(18), 2467-2475 (2011)
Sunscreen enhancement of UV-induced reactive oxygen species in the skin
Hanson KM, et al.
Free Radical Biology & Medicine, 41(8), 1205-1212 (2006)