Name | 5-Octanoylsalicylic acid |
Synonyms | Caprylyl salicylic acid CAPRYLOYL SALICYLIC ACID Capryloyl salicylic acid 5-Octanoylsalicylic acid 2-hydroxy-5-octanoylbenzoic acid 2-Hydroxy-5-n-octanoylbenzoic Acid 2-Hydroxy-5-(1-oxooctyl)benzoic acid Water-soluble octanoyl salicylic acid 2-Hydroxy-5-(1-oxooctyl)benzoic acid Benzoic acid, 2-hydroxy-5-(1-oxooctyl)- CAPRYLOYL SALICYLIC ACID, Water Soluble CAPRYLOYL SALICYLIC ACID, Liposomal CAPRYLOYL SALICYLIC ACID, CAPRYLOYL SALICYLIC ACID NanoEmulsion |
CAS | 78418-01-6 |
EINECS | 1312995-182-4 |
InChI | InChI=1/C15H20O4/c1-2-3-4-5-6-7-13(16)11-8-9-14(17)12(10-11)15(18)19/h8-10,17H,2-7H2,1H3,(H,18,19) |
Molecular Formula | C15H20O4 |
Molar Mass | 264.32 |
Density | 1.144 |
Melting Point | 115 °C |
Boling Point | 454.8±35.0 °C(Predicted) |
Flash Point | 242.994°C |
Water Solubility | 29.7mg/L at 20℃ |
Solubility | soluble in Methanol |
Vapor Presure | 97.3Pa at 21℃ |
Appearance | powder to crystal |
Color | White to Almost white |
pKa | 2.68±0.10(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.544 |
LogP | 0.32 at 20℃ |
Overview | octanoylsalicylic acid, commonly known as β-lipohydroxyacid (β-hydroxyacid), is developed by foreign countries in recent years, the application of active compounds in cosmetics. |
Application | octanoylsalicylic acid not only maintains the efficacy of salicylic acid in removing aged cutin, but also enhances the affinity with skin cells, it is easier to penetrate into the stratum corneum, and can be used as a topical ingredient for delaying aging and treating blackhead acne in cosmetics. |
preparation | 1 preparation of octanoyl chloride octanoyl chloride was prepared by a conventional method using octanoic acid and SOCl2 as raw materials and dichloromethane as a solvent. The crude product was used directly for the next reaction without purification. 2 Preparation of octanoyl salicylic acid 94.6g(0.71mol) of AlCl3 was added to 236ml of ch2cl2, stirred at 10 °c for 50.0 h, and then slowly added dropwise 0.31g (mol) of octanoyl chloride within 2H. And methyl salicylate 36.0g(0.24mol) in 79mL CH2Cl2. After dropping, the solution was reacted at 10 °c for 5h, and the reaction was continued for 12h when the temperature was raised to 30 °c. The mixture was poured into 60.8 ml of ice water containing 40ml of concentrated hydrochloric acid and stirred, the layers were separated, the aqueous layer was extracted with CH2Cl2, the organic layers were combined, washed with water, and concentrated to dryness to give g of an off-white solid. Directly suspend into 300ml ethanol without purification, then add 500ml aqueous solution dissolved with 55g NaOH, stir the reaction at 60 ℃ for 6h, cool to room temperature after reaction, add 115ml concentrated hydrochloric acid while stirring, A large amount of white precipitate was precipitated by cooling, filtered, washed with water for 2-3 times, recrystallized by dichloromethane, and dried to obtain 44.7g of gray-white crystals, with a yield of 70.5%. |