2-ethylhexyl 2-hydroxybenzoate
2-Ethylhexyl salicylate
CAS: 118-60-5
Molecular Formula: C15H22O3
2-ethylhexyl 2-hydroxybenzoate - Names and Identifiers
| Name | 2-Ethylhexyl salicylate |
| Synonyms | OS OCTISALATE OCTISALATE,USP TIMTEC-BB SBB008473 2-Ethylhexyl salicylate octyl 2-hydroxybenzoate SALICYLIC ACID OCTYL ESTER 2-ethylhexyl 2-hydroxybenzoate Salicylic acid 2-ethylhexyl ester SALICYLIC ACID 2-ETHYLHEXYL ESTER (2S)-2-ethylhexyl 2-hydroxybenzoate (2R)-2-ethylhexyl 2-hydroxybenzoate SALICYLIC ACID-2-ETHYL-1-HEXYL ESTER |
| CAS | 118-60-5 |
| EINECS | 204-263-4 |
| InChI | InChI=1/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3/t12-/m0/s1 |
2-ethylhexyl 2-hydroxybenzoate - Physico-chemical Properties
| Molecular Formula | C15H22O3 |
| Molar Mass | 250.33 |
| Density | 1.014 g/mL at 25 °C (lit.) |
| Boling Point | 189-190 °C/21 mmHg (lit.) |
| Flash Point | >230°F |
| Water Solubility | 74.4μg/L at 20℃ |
| Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
| Vapor Presure | 0.018Pa at 20℃ |
| Appearance | Colorless liquid |
| Color | A colourless liquid. |
| Merck | 14,6770 |
| BRN | 2730664 |
| pKa | 8.13±0.30(Predicted) |
| Storage Condition | Refrigerator |
| Refractive Index | n20/D 1.502(lit.) |
| MDL | MFCD00053300 |
2-ethylhexyl 2-hydroxybenzoate - Risk and Safety
| 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. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | - |
| RTECS | VO3150000 |
| HS Code | 2918230000 |
| Toxicity | LD50 intraperitoneal in mouse: 200mg/kg |
2-ethylhexyl 2-hydroxybenzoate - Reference Information
| LogP | 5.94 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | isooctyl salicylate (also known as salicylate -2-ethylamyl salicylate) is an important chemical product with colorless to light yellow transparent liquid in appearance, slightly aromatic odor, absorption of UVB (Chinese: outdoor ultraviolet), and widely used in perfume, soap, sunscreen cosmetics, and pharmaceutical industries, it can also be used as an organic solvent and an intermediate in organic synthesis. At present, my country mainly relies on imports. |
| preparation | the first step is to add isooctanol solution with purity of 70%-99.9% to methyl salicylate solution with purity of 70%-99.9%, and the molar ratio of methyl salicylate in methyl salicylate solution to isooctanol in isooctanol solution is 1:1-1: 3, stirring for 1-3 hours, form a uniformly mixed raw material solution. Preferably, in the first step, the molar ratio of methyl salicylate in methyl salicylate solution and isooctanol in isooctanol solution is 1: 2. In the second step, a solid inorganic base catalyst is added to the raw material solution prepared in the first step. The mass of the inorganic base catalyst is 0. 2% -1. 0% of the mass of the raw material solution to form a reaction solution. In the second step, the inorganic base catalyst is sodium hydroxide (NaOH) or potassium hydroxide (KOH). Preferably, the mass of the inorganic base catalyst is 0.5% of the total mass of the raw material solution. In the third step, the reaction solution prepared in the second step is heated to 100-200°C, and after stirring for 4-10 hours, the reaction solution is cooled to 2(T80 °C, the reaction solution is washed with hot water at a temperature of 50-100°C, and the organic phase is separated and extracted. In the second step, methanol is recovered after 4-10 hours of mixing reaction. Heat the reaction solution to 100-200°C to produce methanol gas. The recovery device is used to recover the methanol produced in the transesterification process between the inorganic base catalyst and the raw material solution. Preferably, the reaction solution is heated to 150°C. The time of stirring reaction is 5 hours. The number of times the hot water washes the reaction solution is two or three. Step 4: First, anhydrous Na2SO4 is added to the organic phase extracted in the third step, the organic phase is dried with anhydrous Na2SO4, and after standing for 8 -12 hours, Na2SO4 in the organic phase is removed; then, the organic phase removed from Na2SO4 is added to a flask, and the oil pump is subjected to vacuum distillation to collect a fraction of 174- 178°C /1.0kPa, which is isooctyl salicylate. In the fourth step, the oil pump is distilled under reduced pressure to the prior art. 174- 178°C /1.0kPa means that the pressure gauge of the oil pump shows 1.0kPa, and the thermometer in the container containing the organic phase shows 174- 178°C. |
| biological activity | Octisalate (Ethylhexyl Salicylate, Octyl salicylate) is an organic compound used as an ingredient in sunscreen and cosmetics to absorb UVB (ultraviolet rays) from the sun. |
Last Update：2024-04-09 19:05:09
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