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6197-30-4

Basic Information
CAS No.: 6197-30-4
Name: Octocrilene
Article Data: 28
Molecular Structure:
Molecular Structure of 6197-30-4 (Octocrilene)
Formula: C24H27NO2
Molecular Weight: 361.484
Synonyms: Acrylicacid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester (7CI,8CI);2-Cyano-3,3-diphenylacrylic acid 2-ethylhexyl ester;2-Ethylhexyl 2-cyano-3,3-diphenylacrylate;2-Ethylhexyl a-cyano-b,b'-diphenylacrylate;2-Ethylhexyl a-cyano-b-phenylcinnamate;CA 1 (light stabilizer);Escalol597;Eusolex OCR;Neo Heliopan 303;Parsol 340;Sanduvor 3039;Uvinul 3039;Uvinul N 539SG;Viosorb 930;
EINECS: 228-250-8
Density: 1.055 g/cm3
Melting Point: -10 °C
Boiling Point: 478.5 °C at 760 mmHg
Flash Point: 239.5 °C
Solubility: Insoluble in water
Appearance: Yellow viscous liquid
Risk Codes: 52
Safety: 29/56
PSA: 50.09000
LogP: 5.77168
Synthetic route
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
119-61-9

benzophenone

13361-34-7

2'-ethylhexyl cyanoacetate

6197-30-4

octocrylene

Conditions
ConditionsYield
With ammonium acetate; acetic acid In water at 85 - 90℃; under 400 - 420 Torr; for 16h; Reagent/catalyst;76.3%
With propionic acid; ammonium acetate In n-heptane at 110℃; under 760.051 Torr; for 5h; Product distribution / selectivity;66.18%
119-61-9

benzophenone

13361-34-7

2'-ethylhexyl cyanoacetate

A

731-48-6

2-cyano-3,3-diphenylacrylamide

B

6197-30-4

octocrylene

Conditions
ConditionsYield
With propionic acid; ammonium acetate In n-heptane at 95 - 110℃; under 525.053 - 760.051 Torr; for 6h; Product distribution / selectivity; Heating / reflux;A 0.42 - 0.7 %Chromat.
B n/a
119-61-9

benzophenone

6197-30-4

octocrylene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ammonium acetate; pyrographite / n-heptane / 15 h / Ionic liquid; Reflux
2: sodium methylate / toluene / 8 h / Reflux
View Scheme
6197-30-4

octocrylene

2-cyano-3,3-diphenyl-propionic acid 2-ethylhexyl ester

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In tetrahydrofuran at 20℃;
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;
100-46-9

benzylamine

6197-30-4

octocrylene

N-benzyl-2-cyano-3,3-diphenylacrylamide

Conditions
ConditionsYield
In cyclohexane for 3h; Photolysis;
6197-30-4

octocrylene

C41H51NO5

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide; water / ethanol / 24 h / 20 °C
2.1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 25 °C / Inert atmosphere
2.2: 5 h / 25 °C / Inert atmosphere
View Scheme
6197-30-4

octocrylene

10380-41-3

2-cyano-3,3-diphenylacrylic acid

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 20℃; for 24h;
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    6197-30-4

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  • Casno:

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Specification

The IUPAC name of Octocrilene is 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate. With the CAS registry number 6197-30-4, it is also named as 2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester. The product's categories are cosmetic raw material; UV-Absorber; Stabilizers; Polymer Additives; Polymer Science. It is clear and colorless viscous liquid which is probably combustible. And it is an ester formed by the condensation of a diphenylcyanoacrylate with 2-ethylhexanol. When heated to decomposition it emits toxic vapors of NOx. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of Octocrilene can be summarized as: (1)ACD/LogP: 7.53; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.53; (4)ACD/LogD (pH 7.4): 7.53; (5)#H bond acceptors: 3; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 10 ; (8)Index of Refraction: 1.545; (9)Molar Refractivity: 108.36 cm3; (10)Molar Volume: 342.4 cm3; (11)Polarizability: 42.96×10-24 cm3; (12)Surface Tension: 41.5 dyne/cm; (13)Enthalpy of Vaporization: 74.26 kJ/mol; (14)Boiling Point: 478.5 °C at 760 mmHg; (15)Vapour Pressure: 2.56E-09 mmHg at 25°C; (16)Rotatable Bond Count: 10; (17)Exact Mass: 361.204179; (18)MonoIsotopic Mass: 361.204179; (19)Topological Polar Surface Area: 50.1; (20)Heavy Atom Count: 27; (21)Complexity: 510.

Uses of Octocrilene: It is used as ultraviolet absorber in plastics, paints and dyes. And it is also used as an ingredient in sunscreens and cosmetics that is protecting the skin from direct DNA damage. In additin, this chemical can penetrate into the skin where it acts as a photosensitizer.

People can use the following data to convert to the molecule structure. 
1. SMILES:N#C/C(C(=O)OCC(CC)CCCC)=C(/c1ccccc1)c2ccccc2
2. InChI: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

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral > 5gm/kg (5000mg/kg)   National Technical Information Service. Vol. OTS0556792,

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