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Octocrylene information


Octocrylene
Structural formula of octocrylene
Space-filling model of octocrylene
Names
Preferred IUPAC name
2-Ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
Other names
Octocrylene
Octocrilene
Uvinul N-539
Identifiers
CAS Number
  • 6197-30-4 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1201147 ☒N
ChemSpider
  • 21165 checkY
ECHA InfoCard 100.025.683 Edit this at Wikidata
PubChem CID
  • 22571
UNII
  • 5A68WGF6WM checkY
CompTox Dashboard (EPA)
  • DTXSID9025299 Edit this at Wikidata
InChI
  • 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 checkY
    Key: FMJSMJQBSVNSBF-UHFFFAOYSA-N checkY
  • InChI=1/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
    Key: FMJSMJQBSVNSBF-UHFFFAOYAD
SMILES
  • N#C/C(C(=O)OCC(CC)CCCC)=C(/c1ccccc1)c2ccccc2
Properties
Chemical formula
C24H27NO2
Molar mass 361.48 g/mol
Density 1.05 g/cm3
Melting point 14 °C (57 °F; 287 K)
Boiling point 218 °C (424 °F; 491 K) at 1.5 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics. It is an ester formed by the Knoevenagel condensation of 2-ethylhexyl cyanoacetate with benzophenone. It is a viscous, oily liquid that is clear and colorless.

The extended conjugation of the acrylate portion of the molecule absorbs UVB and short-wave UVA (ultraviolet) rays with wavelengths from 280 to 320 nm,[1] protecting the skin from direct DNA damage. The ethylhexanol portion is a fatty alcohol, adding emollient and oil-like (water resistant) properties.

  1. ^ "Octocrylene - Chemical UVB+UVA sunscreen/sunblock agent". www.smartskincare.com.

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Octocrylene

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Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics. It is an ester formed by the Knoevenagel condensation of 2-ethylhexyl...

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Sunscreen

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FDA on six common petrochemical UV filters (avobenzone, oxybenzone, octocrylene, homosalate, octisalate, and octinoxate) found that they could be detected...

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Octyl methoxycinnamate

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chemicals, including the UV filters octyl methoxycinnamate, oxybenzone and octocrylene, with fines of US$1,000 for retailers who violate the law and the power...

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Titanium dioxide

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coral reefs than sunscreens that include chemicals such as oxybenzone, octocrylene and octinoxate. Nanosized titanium dioxide is found in the majority of...

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Uvinul

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(Uvinul T 150) Oxybenzone (Uvinul M 40) Octinoxate (Uvinul MC 80 (N)) Octocrylene (Uvinul N 539 T) PEG-25 PABA (Uvinul P 25) Sulisobenzone (Uvinul MS 40)...

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Avobenzone

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avobenzone is always formulated together with a photostabilizer, such as octocrylene. Other photostabilizers include: 4-Methylbenzylidene camphor (USAN Enzacamene)...

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UV filter

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Swiss and German waters, while traces of Ethylhexyl methoxycinnamate and octocrylene were found in shellfish in the Mediterranean and Atlantic coasts of France...

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Ecamsule

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in humans. A broad spectrum sunscreen with ecamsule, avobenzone and octocrylene significantly reduces the skin damage associated with UV exposure in...

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C24H27NO2

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C24H27NO2 (molar mass: 361.48 g/mol) may refer to: Levophenacylmorphan Octocrylene N-Phenethylnordesomorphine This set index page lists chemical structure...

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Mycolicibacterium agri

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a human skin infection, and raw milk M. agri is capable of degrading octocrylene. Tsukamura M. (1981). "Numerical analysis of rapidly growing, nonphotochromogenic...

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Environmental impact of pharmaceuticals and personal care products

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variety of chemical compounds to prevent UV radiation, like benzophenone, octocrylene, octinoxate, among others. These chemical compounds affect the life of...

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Environmental issues with coral reefs

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3-Benzylidene camphor, nano-Titanium dioxide, nano-Zinc oxide, Octinoxate, and Octocrylene. In Akumal, Mexico, visitors are warned not to use sunscreen and are...

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