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Ethyl 2-cyano-3,3-diphenylacrylate

CAS No.5232-99-5
Chemical Name:Ethyl 2-cyano-3,3-diphenylacrylate
CBNumber:CB3337091
Molecular Formula:C18H15NO2
Formula Weight:277.32
MOL File:5232-99-5.mol

Ethyl 2-cyano-3,3-diphenylacrylate Property

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)
EWG's Food Scores 1
FDA UNII 974109G71I
EPA Substance Registry System Ethyl 2-cyano-3,3-diphenylacrylate (5232-99-5)
UNSPSC Code 12162002
NACRES NA.24

Safety

Hazard Codes :Xi,N
Risk Statements :36/37/38-50/53
Safety Statements :26-36-60-61
RIDADR :UN 3077 9/PG 3
WGK Germany :3
RTECS :AT6200000
HS Code :29269090
Hazardous Substances Data :5232-99-5(Hazardous Substances Data)

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335-H410
Precautionary statements P261-P264-P271-P273-P302+P352-P305+P351+P338

Ethyl 2-cyano-3,3-diphenylacrylate Price More Price(3)

Brand: Sigma-Aldrich(India)
Product number: 415812
Product name : Ethyl 2-cyano-3,3-diphenylacrylate
Purity: 98%
Packaging: 50G
Price: ₹4665.58
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: C0962
Product name : Ethyl 2-Cyano-3,3-diphenylacrylate
Purity: min. 98.0 %
Packaging: 25G
Price: ₹2000
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: C0962
Product name : Ethyl 2-Cyano-3,3-diphenylacrylate
Purity: min. 98.0 %
Packaging: 500G
Price: ₹12600
Updated: 2022/05/26
Buy: Buy

Ethyl 2-cyano-3,3-diphenylacrylate Chemical Properties,Usage,Production

Description 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.
Uses Ethyl 2-Cyano-3,3-diphenylacrylate is a sunscreen ingredient.
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.