| Identification | More | [Name]
Etocrilene | [CAS]
5232-99-5 | [Synonyms]
2-CYANO-3,3-DIPHENYL-2-PROPENOIC ACID ETHYL ESTER
2-CYANO-3,3-DIPHENYLACRYLIC ACID ETHYL ESTER
ETHYL 2-CYANO-3,3-DIPHENYLACRYLATE
ETHYL-2-CYANO-3,3-DIPHENYLPROPENOATE
ETHYL DIPHENYLMETHYLENECYANOACETATE
ETOCRILENE
LABOTEST-BB LT00159302
2-cyano-3,3-diphenyl-2-propenoicaciethylester
2-cyano-3,3-diphenyl-acrylicaciethylester
2-Propenoicacid,2-cyano-3,3-diphenyl-,ethylester
3,3-dicyclopropyl-2-(ethoxycarbonyl)-acrylonitril
alpha-carbethoxy-beta,beta-biscyclopropylacrylonitrile
beta,beta-biscyclopropyl-alpha-carbethoxy-acrylonitril
ce2
ethyl2-cyano-3,3-diphenyl-2-propenoate
usafa-15972
uvabsorber-2
uvinuln35
ETOCRYLENE
Viosorb 910 | [EINECS(EC#)]
226-029-0 | [Molecular Formula]
C18H15NO2 | [MDL Number]
MFCD00027364 | [Molecular Weight]
277.32 | [MOL File]
5232-99-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
97-99 °C(lit.)
| [Boiling point ]
174 °C0.2 mm Hg(lit.)
| [density ]
1,05 g/cm3 | [refractive index ]
1.5100 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [color ]
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 DataBase Reference]
5232-99-5(CAS DataBase Reference) | [EPA Substance Registry System]
5232-99-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
3
| [RTECS ]
AT6200000
| [HS Code ]
29269090 | [Hazardous Substances Data]
5232-99-5(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Description]
Etocrylene 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. | [Uses]
Ultraviolet screen. | [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 | [Synthesis]
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.
| [References]
[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.
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