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Sigma-Aldrich

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

97%

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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
Linear Formula:
(C6H5)2C=C(CN)CO2CH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
361.48
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

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

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1 of 4

This Item
PHR1083023431477411
Octocrylene Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1083

Octocrylene

Octocrylene analytical standard

Supelco

02343

Octocrylene

Octocrylene United States Pharmacopeia (USP) Reference Standard

USP

1477411

Octocrylene

form

viscous liquid

form

-

form

-

form

-

refractive index

n20/D 1.567 (lit.)

refractive index

n20/D 1.567 (lit.)

refractive index

n20/D 1.567 (lit.), n20/D 1.567±0.001

refractive index

n20/D 1.567 (lit.)

bp

218 °C/1.5 mmHg (lit.)

bp

218 °C/1.5 mmHg (lit.)

bp

218 °C/1.5 mmHg (lit.)

bp

218 °C/1.5 mmHg (lit.)

mp

−10 °C (lit.)

mp

−10 °C (lit.)

mp

−10 °C (lit.)

mp

−10 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

density

1.051 g/mL at 25 °C (lit.)

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.

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

453.2 °F - closed cup

Flash Point(C)

234 °C - closed cup


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Sunscreen enhancement of UV-induced reactive oxygen species in the skin
Hanson KM, et al.
Free Radical Biology & Medicine, 41(8), 1205-1212 (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)
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)
D Kaiser et al.
Environmental pollution (Barking, Essex : 1987), 163, 84-90 (2012-02-14)
Chemical UV filters are used in sun protection and personal care products in order to protect consumers from skin cancer induced by ultraviolet (UV) radiation. The present study aims to evaluate the effects of three common UV filters butyl-methoxydibenzoylmethane (B-MDM)
Martine Avenel-Audran et al.
Archives of dermatology, 146(7), 753-757 (2010-07-21)
Octocrylene is a new emerging photoallergen. We report and discuss 50 cases of photoallergic contact dermatitis from octocrylene use and/or positive photopatch test reactions to this UV filter and draw attention to the unexpected association in adults with a history

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