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Etocrilene

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Name

Etocrilene

EINECS 226-029-0
CAS No. 5232-99-5 Density 1.141 g/cm3
PSA 50.09000 LogP 3.57518
Solubility N/A Melting Point 97-99 ºC
Formula C18H15NO2 Boiling Point 407.6 ºC at 760 mmHg
Molecular Weight 277.323 Flash Point 199.4 ºC
Transport Information UN 3077 9/PG 3 Appearance N/A
Safety 26-36-60-61 Risk Codes 36/37/38-50/53
Molecular Structure Molecular Structure of 5232-99-5 (Etocrilene) Hazard Symbols IrritantXi;DangerousN
Synonyms

Acrylicacid, 2-cyano-3,3-diphenyl-, ethyl ester (6CI,7CI,8CI);2-Cyano-3,3-diphenyl-2-propenoic acid ethyl ester;2-Cyano-3-phenylcinnamicacid ethyl ester;CE 2;CE 2 (ultraviolet absorber);Ethyl2-cyano-3,3-diphenyl-2-propenoate;Ethyl 2-cyano-3,3-diphenylacrylate;Ethyl2-cyano-3,3-diphenylpropenoate;Ethyl a-cyano-b,b-diphenylacrylate;Ethyl a-cyano-b-phenylcinnamate;Etocrylene;NSC 52678;Seesorb 501;UV Absorber 2;Uvinul 3035;Uvinul N 35;Viosorb 910;

Article Data 17

Etocrilene Synthetic route

1013-88-3

Benzophenone imine

105-56-6

ethyl 2-cyanoacetate

5232-99-5

etocrylene

Conditions
ConditionsYield
In methanol at 35 - 85℃; Inert atmosphere;96%
119-61-9

benzophenone

105-56-6

ethyl 2-cyanoacetate

5232-99-5

etocrylene

Conditions
ConditionsYield
With ammonium acetate; pyrographite In n-heptane for 15h; Ionic liquid; Reflux;94.1%
With acetic acid; 3-amino propanoic acid In benzene for 90h; Knoevenagel condensation; Heating;64%
119-61-9

benzophenone

631-61-8

ammonium acetate

64-19-7

acetic acid

105-56-6

ethyl 2-cyanoacetate

71-43-2

benzene

5232-99-5

etocrylene

64-17-5

ethanol

6197-30-4

octocrylene

A

5232-99-5

etocrylene

B

2-ethylhexyl 2-ethoxy-4-phenylquinoline-3-carboxylate

Conditions
ConditionsYield
for 6h; Photolysis;
104-76-7

2-Ethylhexyl alcohol

5232-99-5

etocrylene

6197-30-4

octocrylene

Conditions
ConditionsYield
In sodium carbonate99.8%
With sodium methylate In toluene for 8h; Reflux;144.3 g
4437-01-8

3,6,9,12,15,18,21-heptaoxadocosan-1-ol

5232-99-5

etocrylene

1250862-76-0

2-cyano-3,3-diphenyl-acrylic acid [pluriol A350E] ester

Conditions
ConditionsYield
Stage #1: 3,6,9,12,15,18,21-heptaoxadocosan-1-ol; etocrylene; titanium(IV) isopropylate at 155℃; for 24h; Inert atmosphere;
Stage #2: With phosphoric acid In dichloromethane; water at 20℃; for 24h;
95%
Stage #1: 3,6,9,12,15,18,21-heptaoxadocosan-1-ol at 150℃; for 0.5h; Inert atmosphere;
Stage #2: etocrylene With titanium(IV) isopropylate at 155℃; for 24h;
Stage #3: With phosphoric acid In dichloromethane at 20℃; for 24h;
95%
4437-01-8

3,6,9,12,15,18,21-heptaoxadocosan-1-ol

5232-99-5

etocrylene

A

64-17-5

ethanol

B

1250862-76-0

2-cyano-3,3-diphenyl-acrylic acid [pluriol A350E] ester

Conditions
ConditionsYield
Stage #1: 3,6,9,12,15,18,21-heptaoxadocosan-1-ol; etocrylene With titanium(IV)isopropoxide at 150 - 155℃; for 25h; Inert atmosphere;
Stage #2: With phosphoric acid In water at 20℃; for 24h;
A n/a
B 95%
5232-99-5

etocrylene

25634-96-2

ethyl α-cyano-ββ-diphenylpropionate

Conditions
ConditionsYield
With copper(II) acetate monohydrate; tert-butyl alcohol In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Sealed tube; chemoselective reaction;94%
With methanol; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate at 20℃; for 16h; Inert atmosphere; Irradiation; Sealed tube;93%
With lithium diisopropyl amide In tetrahydrofuran at 0℃;85%
5232-99-5

etocrylene

10380-41-3

2-cyano-3,3-diphenylacrylic acid

Conditions
ConditionsYield
Stage #1: etocrylene With water; sodium hydroxide In methanol at 20℃;
Stage #2: With hydrogenchloride In methanol; water
92%
Hydrolysis;
Stage #1: etocrylene With sodium hydroxide In ethanol; water at 20℃; for 8h;
Stage #2: With hydrogenchloride In ethanol; water
3.2 g
4-Cyanochlorobenzene

4-Cyanochlorobenzene

5232-99-5

etocrylene

2-(4-chlorophenyl)-3,3-diphenyl-4-ethoxycarbonyl-5-amino-3H-pyrrole

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran at 65℃; for 2h;81%
With samarium; iodine In tetrahydrofuran at 65℃; for 10h;52%

Etocrilene Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

Etocrilene Specification

The 3,3-Dicyclopropyl-2-(ethoxycarbonyl)-acrylonitrile, with its CAS registry number 5232-99-5, has the IUPAC name of ethyl 2-cyano-3,3-diphenylprop-2-enoate. As used as a pharmaceutical intermediate, its product categories are including C12 to C63 Polymer Science; Carbonyl Compounds; Esters; Polymer Additives; Stabilizers.

The physical properties of this chemical are as below: (1)ACD/LogP: 4.52; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 50.09; (7)Index of Refraction: 1.577; (8)Molar Refractivity: 80.61 cm3; (9)Molar Volume: 243 cm3; (10)Polarizability: 31.95×10-24 cm3; (11)Surface Tension: 46.1 dyne/cm; (12)Density: 1.141 g/cm3; (13)Flash Point: 199.4 °C; (14)Enthalpy of Vaporization: 65.95 kJ/mol; (15)Boiling Point: 407.6 °C at 760 mmHg; (16)Vapour Pressure: 7.46E-07 mmHg at 25°C; (17)Exact Mass: 277.110279; (18)MonoIsotopic Mass: 277.110279; (19)Topological Polar Surface Area: 50.1; (20)Heavy Atom Count: 21; (21)Complexity: 411.

Use of this chemical: 3,3-Dicyclopropyl-2-(ethoxycarbonyl)-acrylonitrile could react to produce 2-cyano-3,3-diphenyl-propionic acid ethyl ester. This reaction could happen in the presence of the reagent of palladium/charcoal and acetone in the condition of Hydrogenation.

When you are dealing with this chemical, you should be very careful. For one thing, it is irritating to eyes, respiratory system and skin and then may cause inflammation to the skin or other mucous membranes. For another thing, it is dangerous for the environment which may present an immediate or delayed danger to one or more components of the environment. For being very toxic to aquatic organisms, it may cause long-term adverse effects in the aquatic environment.

Therefore, you should wear suitable protective clothing. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. When store it, this material and its container must be disposed of as hazardous waste and remember to avoid releasing to the environment. You could also refer to special instructions/safety data sheet.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CCOC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
(2)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
(3)InChIKey: IAJNXBNRYMEYAZ-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,

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