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(1R,2S,5R)-5-Methyl-2-isopropylcyclohexyl 5-oxo-L-prolinate
1. Basic Information
Name: (1R,2S,5R)-5-Methyl-2-isopropylcyclohexyl 5-oxo-L-prolinate
Alias: Menthyl pyroglutamate, L-Pyroglutamic acid menthyl ester
CAS No.: 64519-44-4
Molecular Formula: C15H25NO4
Molecular Weight: 283.36
Category: Chiral ester cosmetic raw material & fine chemical intermediate
2. Physical and Chemical Properties
Physical Properties
- Appearance: Colorless transparent viscous liquid or white waxy solid
- Odor: Mild cool mint aroma, faint lactone odor
- Solubility: Soluble in ethanol, isopropanol, propylene glycol, cosmetic oils; slightly soluble in hot water; insoluble in alkane solvents
- Melting Range: 32–36 °C
- Hygroscopy: Non-hygroscopic under normal ambient humidity
- Aqueous Property: Weakly neutral chiral ester, cannot form homogeneous aqueous solution without emulsifiers
Chemical Properties
- Molecular Structure: Ester formed by L-pyroglutamic acid and L-menthol; contains chiral cyclohexyl menthyl moiety and 5-oxopyrrolidine ring
- Ester Hydrolysis: Stable under neutral and weak acidic conditions; hydrolyzes under strong alkaline heating to generate L-menthol and pyroglutamic acid
- Thermal Stability: Stable below 100 °C; long-time high-temperature heating triggers slight discoloration and ester decomposition
- Photostability: Moderately sensitive to UV light; prolonged illumination deepens product color
- Compatibility: Excellent miscibility with most cosmetic oil-phase raw materials and flavors; incompatible with concentrated strong alkali and strong oxidants
3. Main Application Fields
1. Cosmetic Skin Care Raw Material (Core Application)
Skin moisturizing, soothing and anti-irritation additive; improves skin permeability, reduces skin sensitivity; widely used in facial essence, lotion, cream and sun care products
2. Daily Fragrance Modifier
Cool mint aroma enhancer for oral care, shower gel and perfume formulas
3. Chiral Synthetic Intermediate
Chiral building block for amino acid derivative synthesis and asymmetric chemistry research
4. GC Chiral Reference Standard
Reference substance for chiral purity detection of menthyl pyroglutamate series products
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 64519-44-4 |
| Molecular Formula | C15H25NO4 |
| Appearance | Colorless to pale yellow waxy substance free of foreign particles |
| GC Purity | Cosmetic Grade ≥99.0% |
| Enantiomeric Excess (ee) | ≥99.0% |
| Water Content (KF) | ≤0.10% |
| Acid Value | ≤1.0 mgKOH/g |
| Residue on Ignition | ≤0.05% |
| Heavy Metals (Pb) | ≤10 ppm |
| Packaging | Nitrogen-sealed amber plastic drum / coated iron drum |
| Storage Condition | Hermetically sealed cool dark warehouse below 25 °C; isolated from light, alkaline substances and oxidants |
| Transportation Requirement | Low-volatility chiral ester waxy material, light-proof sealed packaging |
| Shelf Life | 36 months under nitrogen-filled sealed packaging |
Safety Warning
Low-irritant chiral ester waxy material. Undiluted raw material may cause slight eye irritation; long-term direct skin contact rarely triggers sensitization for most people. All operations shall be carried out in ventilated space with chemical-resistant gloves and safety goggles. Avoid long-term contact with strong alkali to prevent ester hydrolysis. Waste liquid belongs to organic oily waste and can be treated by centralized solvent recovery and biodegradable disposal.
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