Menthyl PCA
| Nome del prodotto | Menthyl PCA |
|---|---|
| Altri nomi | Menthyl pyrrolidone carboxylate; L-Menthyl PCA; Menthyl 2-pyrrolidone-5-carboxylate |
| Numero CAS | 64519-82-0 |
| Formula molecolare | C14H25NO3 |
| Peso molecolare | 255.35 g/mol |
| Aspetto | Colorless to pale yellow clear liquid |
| Assay (GC) | ≥98.0% |
| Rotazione specifica | [α]D20 −45° to −55° (neat) |
| Refractive Index | 1.465–1.475 (20 °C) |
| Solubilità | Soluble in ethanol, propylene glycol, and most cosmetic esters; sparingly soluble in water |
| Confezione | 25 kg net in HDPE drum, or 200 kg net in steel drum |
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Sinonimi: Menthyl pyrrolidone carboxylate, L-Menthyl PCA, Menthyl 2-pyrrolidone-5-carboxylate, PCA menthyl ester, N-Menthyl-2-pyrrolidone-5-carboxylate
Menthyl PCA is the menthyl ester of pyrrolidone carboxylic acid (PCA), a cyclic lactam that occurs naturally as a major component of the skin’s natural moisturizing factor (NMF). The molecule pairs a lipophilic menthyl head with a polar PCA moiety, a structural arrangement that gives it a dual profile: mild cooling on application and a lasting humectant effect. Unlike menthol, it does not rely on TRPM8 activation alone; its cooling is perceived as smooth and gradual, with minimal odor and no sting.
Commercially, Menthyl PCA is produced by esterifying L-menthol with PCA or its derivatives under controlled conditions, yielding a high-purity liquid that is miscible with common cosmetic and pharmaceutical carriers. It is supplied as a technical grade for industrial formulation and is used where a balanced sensory experience—cooling plus moisturization—is desired without the volatility and irritation often associated with free menthol.
Formulators working on skin care, sun care, after-sun, and topical analgesics value Menthyl PCA for its ability to deliver a refreshing feel while supporting the skin’s own hydration system. It also finds use in oral care and confectionery, where a clean, non-bitter cooling profile is critical. The material is typically used at 0.5–5% depending on the application, and its compatibility with a wide range of emollients and surfactants makes it easy to incorporate into both anhydrous and emulsion systems.
Menthyl PCA (C14H25NO3) is a chiral ester built from L-menthol and pyrrolidone carboxylic acid. The menthyl group contributes a bulky, lipophilic cyclohexyl ring with three stereocenters, while the PCA portion introduces a polar lactam ring that can participate in hydrogen bonding. This amphiphilic character explains its solubility profile: it disperses readily in ethanol, glycols, and cosmetic esters, yet remains only sparingly soluble in water. The ester linkage is stable under normal storage conditions but can hydrolyze under strongly acidic or basic conditions, so formulators should avoid extreme pH. The material is a clear, mobile liquid at room temperature, with a faint, characteristic menthol-like odor that is far milder than that of menthol itself.
| Parametro | Specifiche |
|---|---|
| Assay (GC) | ≥98.0% |
| Aspetto | Colorless to pale yellow clear liquid |
| Rotazione specifica | [α]D20 −45° to −55° (neat) |
| Refractive Index | 1.465–1.475 (20 °C) |
| Metalli pesanti | ≤10 ppm |
| Water Content | ≤0.5% (Karl Fischer) |
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