2-Ethylhexyl 4-dimethylaminobenzoate
2-ethylhexyl 4-(dimethylamino)benzoate
CAS: 21245-02-3
Molecular Formula: C17H27NO2
2-Ethylhexyl 4-dimethylaminobenzoate - Names and Identifiers
| Name | 2-ethylhexyl 4-(dimethylamino)benzoate |
| Synonyms | EHA Sundown Padimate 0 Escalol507 SYNCURE EHA Eusolex6007 Eusolex 6007 Photoinitiator-EHA TIMTEC-BB SBB008471 Octyl p-Dimethylaminobenzoate octyl 4-(dimethylamino)benzoate 2-Ethylhexyl-4-Dimethylaminobenzoate 2-Ethylhexyl,4-Dimethylaminobenzoate 2-ethylhexyl 4-dimethylaminobenzoate 2-ethylhexyl 4-(dimethylamino)benzoate 4-(dimethylamino)-2-(1-ethylhexyl)benzoate p-Dimethylaminobenzoic acid 2-ethylhexyl ester 4-Dimethylaminobenzoic acid 2-ethylhexyl ester 4-(dimethylamino)-benzoicacid2-ethylhexylester 4-(dimethylamino)-benzoic acid 2-ethylhexyl ester |
| CAS | 21245-02-3 |
| EINECS | 244-289-3 |
| InChI | InChI=1/C17H27NO2/c1-5-7-8-9-13(6-2)16-12-14(18(3)4)10-11-15(16)17(19)20/h10-13H,5-9H2,1-4H3,(H,19,20)/p-1 |
| InChIKey | WYWZRNAHINYAEF-UHFFFAOYSA-N |
2-Ethylhexyl 4-dimethylaminobenzoate - Physico-chemical Properties
| Molecular Formula | C17H27NO2 |
| Molar Mass | 277.4 |
| Density | 0.995 g/mL at 25 °C (lit.) |
| Melting Point | 242.5-243.5 °C |
| Boling Point | 325 °C (lit.) |
| Flash Point | >230°F |
| Water Solubility | 100μg/L at 20℃ |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Vapor Presure | 0.001Pa at 25℃ |
| Appearance | Clear Liquid |
| Specific Gravity | 0.995 |
| Color | Off-White to Orange Waxy |
| Merck | 14,3232 |
| pKa | 2.39±0.12(Predicted) |
| Storage Condition | Refrigerator |
| Refractive Index | n20/D 1.542(lit.) |
| MDL | MFCD00017526 |
| Use | Mainly used for ultraviolet absorption of cosmetics |
2-Ethylhexyl 4-dimethylaminobenzoate - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S27 - Take off immediately all contaminated clothing. S36 - Wear suitable protective clothing. |
| WGK Germany | 2 |
| TSCA | Yes |
| HS Code | 29224999 |
2-Ethylhexyl 4-dimethylaminobenzoate - Reference Information
| LogP | 6.2 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | photoinitiator EHA (isooctyl p-dimethylaminobenzoic acid, trade name is ESCALOL507) is a good UV absorber in UVB region, and its maximum UV absorption peak is 311nm (ethanol solution). As an anti-ultraviolet active ingredient, it is widely used in sunscreen cosmetics abroad with a huge amount. The U.S. FDA lists sunscreen containing the product's ingredients as the first category of recommended cosmetics. At present, with the continuous and rapid development of China's sunscreen product market year by year, it is necessary to import isooctyl dimethylaminobenzoic acid (photoinitiator EHA) raw materials from abroad every year as an anti-aging agent for industrial products. Therefore, it is of great practical significance to carry out the research on the synthesis process of isooctyl dimethylaminobenzoic acid (photoinitiator EHA), and it is also helpful to realize the localization of products. |
| application | photoinitiator EHA is a kind of high-efficiency amine accelerator, which is used together with free radical (II) photoinitiator. It is mainly used for UV curing of varnish coating systems on paper, wood, metal and plastic surfaces. It can also be used for ultraviolet radiation polymerization of single or multiple monomers. It is also a sensitizer with excellent performance, it is often used in combination with thioanthracenone photoinitiators and acetophenone photoinitiators, which can not only promote photoinitiation, but also effectively eliminate the interference of oxygen on photoinduced polymerization. The photoinitiator EHA, which can be used as an excellent anti-ultraviolet additive, is widely used in water-resistant and sunscreen cosmetics, including isoamyl p-dimethylaminobenzoic acid (IADB) and isooctyl p-dimethylaminobenzoic acid (photoinitiator EHA)(EHA, trade name 507), the latter is a good UV absorber in the UVB region. As a sunscreen, it is widely used internationally, the US FDA lists it as the first recommended sunscreen. P-Dimethylaminobenzoate is not only used in the field of cosmetics, but also can be used as a preservative, such as: methyl p-Dimethylaminobenzoate, propyl p-Dimethylaminobenzoate, n-butyl p-Dimethylaminobenzoate and its solution have antiseptic effect. |
| preparation | dissolve 149g(1mol) of p-dimethylaminobenzaldehyde in 600mL toluene, keep the system temperature at 5~10 ℃, add 6.5gKH2PO4 and 100mL of water, add NaClO2(1.35mol,122.2g) and 1000mL of aqueous solution dropwise in stirring, add them dropwise for 1.5h, and then keep the temperature for 3h, after stirring, the temperature is raised to 25~30 ℃, and then the reaction is carried out for 3h. TCL tracks the reaction. Then 1000mL of 10% NaOH solution was added to the reaction mixture. This alkaline aqueous solution was extracted with chloroform (2 × 400mL,1 × 200mL). The remaining aqueous solution is cooled with an ice bath. The pH value was adjusted to 2~3 with 4mol/L hydrochloric acid, the obtained solid was pumped out, washed with water and ethanol respectively, and dried to obtain 142g of white solid with a yield of 86%. |
| use | EHA is an efficient amine compleener, which is used together with free radical (II) photoinitiator and is suitable for UV polymerization of single-function or multifunctional monomers. Mainly used for ultraviolet absorption of cosmetics UV curable coatings and inks |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:21:28
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