Etocrilen

Bezeichnung:Etocrilen

CAS-Nr5232-99-5

Englisch Name:Ethyl 2-cyano-3,3-diphenylacrylate

CBNumberCB3337091

SummenformelC18H15NO2

Molgewicht277.32

MOL-Datei5232-99-5.mol

Synonyma

Etocrilen

Etocrilen physikalisch-chemischer Eigenschaften

Schmelzpunkt	97-99 °C(lit.)
Siedepunkt	174 °C0.2 mm Hg(lit.)
Dichte	1,05 g/cm³
Brechungsindex	1.5100 (estimate)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	soluble in Methanol
Aggregatzustand	powder to crystal
Farbe	White to Almost white
InChI	InChI=1S/C18H15NO2/c1-2-21-18(20)16(13-19)17(14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12H,2H2,1H3
InChIKey	IAJNXBNRYMEYAZ-UHFFFAOYSA-N
SMILES	C(OCC)(=O)/C(/C#N)=C(/C1=CC=CC=C1)\C1=CC=CC=C1
LogP	4.520 (est)
CAS Datenbank	5232-99-5(CAS DataBase Reference)
EPA chemische Informationen	Ethyl 2-cyano-3,3-diphenylacrylate (5232-99-5)

Sicherheit

Kennzeichnung gefährlicher	Xi,N
R-Sätze:	36/37/38-50/53
S-Sätze:	26-36-60-61
RIDADR	UN 3077 9/PG 3
WGK Germany	3
RTECS-Nr.	AT6200000
HS Code	29269090
Giftige Stoffe Daten	5232-99-5(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Ethyl 2-cyano-3,3-diphenylacrylate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Beschreibung
Etocrylene (Ethyl 2-cyano-3,3-diphenylacrylate) is an organic ester that appears as an off-white crystalline powder and functions as a UV absorber. When applied to the skin, this product absorbs UV rays. It can also be used to protect cosmetics and personal care products from deterioration. This product can be used in the formulation of sun protection products, as well as bath, skin, cleansing, hair, nail and fragrance products.
Verwenden
Ultraviolet screen.
Verwenden
Ethyl 2-Cyano-3,3-diphenylacrylate is a sunscreen ingredient.
Synthesis Reference(s)
Journal of the American Chemical Society, 63, p. 3452, 1941 DOI: 10.1021/ja01857a057
Tetrahedron Letters, 33, p. 7535, 1992 DOI: 10.1016/S0040-4039(00)60817-1
Synthese
The preparation method of Ethyl 2-cyano-3,3-diphenylacrylate includes the following steps: add cyclohexane and benzophenone to the reaction kettle, wait until the benzophenone is completely dissolved, then raise the temperature to 102-104°C and keep it warm. Then, add sodium bicarbonate as a catalyst, add ethyl cyanoacetate into the dripping storage tank, slowly add ethyl cyanoacetate dropwise into the reaction kettle, and react for 16 to 18 hours. During the reaction, the water generated is separated in time, and the reaction is completed. The product Ethyl 2-cyano-3,3-diphenylacrylate is obtained.
Properties and Applications
Ethyl 2-cyano-3,3-diphenylacrylate, another name Etocrylene, belongs to acrylic acid or the like UV light absorbers and is mainly used in making UV light absorbers in plastics, coating, dyestuff, vehicle glass, makeup, sun-screening agent. Because acrylate-based, two phenyls of this product and carbonyl can form a larger π key; thus, the structure shape of this product has extremely strong ultraviolet absorption ability.
Einzelnachweise
[1] Hisashi Matsumoto, Yasuhiko Suzuki, Shinichi Adachi. “[Estrogenic activity of ultraviolet absorbers and the related compounds].” Yakugaku zasshi?: Journal of the Pharmaceutical Society of Japan 125 8 (2005): 643–52.
[2] Marlene Vila . “Ultrasound-assisted emulsification microextraction followed by gas chromatography–mass spectrometry and gas chromatography–tandem mass spectrometry for the analysis of UV filters in water.” Microchemical Journal 124 (2016): Pages 530-539.

Ethyl 2-cyano-3,3-diphenylacrylate Upstream-Materialien And Downstream Produkte

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