L-Monomenthyl glutarate (CAS 220621-22-7) — Green Top to middle Note Fragrance Ingredient
L-Monomenthyl glutarate
CAS 220621-22-7
What Is L-Monomenthyl glutarate?
L-Monomenthyl glutarate is a synthetic fragrance ingredient used to add fresh, cooling effects to perfumes and personal care products. You’ll encounter it in minty or herbal fragrances, particularly those designed for a crisp, clean sensation. This ester matters because it can mimic natural cooling compounds without relying on plant extracts, offering consistent quality and sustainability advantages.
Safety Profile
GENERALLY SAFEWhat Does L-Monomenthyl glutarate Smell Like?
L-Monomenthyl glutarate delivers an immediate burst of crisp, icy freshness reminiscent of crushed mint leaves on a frosty morning. The top note carries a subtle fruity undertone like green apples, which gradually softens into a clean herbal heart reminiscent of eucalyptus. The dry-down reveals a faint woody sweetness, leaving a lingering cool sensation akin to menthol but without the medicinal sharpness.
2D Molecular Structure
SMILES: CC(C)[C@@H]1CC[C@@H](C)C[C@H]1OC(=O)CCCC(O)=O
Chemistry, Properties & Perfumer Guide
The Chemistry
L-Monomenthyl glutarate is a chiral ester formed from L-menthol and glutaric acid. As a synthetic compound, it’s typically produced through esterification reactions under controlled conditions to ensure optical purity. The L-configuration is crucial for its cooling properties, as the stereochemistry influences receptor interactions. This monofunctional ester offers advantages over traditional cooling agents by combining the refreshing qualities of menthol derivatives with the stability of glutaric acid esters.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Boiling Point | Estimated 250-300°C |
| Density | Approx. 1.0 g/cm³ |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | For cooling effects |
| Personal Care | 0.5-2% | Up to 3% | In minty formulations |
Classic Accords
Tip: Use with citrus top notes to enhance freshness without overpowering.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply to this material.
RIFM Assessment
Not currently assessed by RIFM. Considered safe at reported usage levels.
Sustainability
As a synthetic material, L-Monomenthyl glutarate offers consistent quality without agricultural variability. Its production can be optimized for energy efficiency and minimal waste. Being petroleum-derived, its environmental impact depends on green chemistry practices during synthesis. Future development may explore bio-based routes using renewable feedstocks.
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References
- PubChem Compound Summary CID not assigned
- IFRA Standards Library No restrictions
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorPerfumer’s Notes
FEMA #: 4006
MW: 270.36
LogP: 3.4
Physicochemical Properties
DTXSID: DTXSID101020088
Physical Properties
| Molecular Weight | 270.369 g/mol🔬 EPA CompTox |
| Density | 0.897 g/cm^3🔬 EPA CTX |
| Boiling Point | 371.957 °C📊 OPERA |
| Melting Point | 86.86 °C📊 OPERA |
| Flash Point | 164.539 °C📊 OPERA |
| Refractive Index | 1.478 Dimensionless📊 OPERA |
| Molar Volume | 257.413 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.153 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.649 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.187 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 9.58 Log10 unitless📊 OPERA |
| Water Solubility | 0.002 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0 mmHg📊 OPERA |
| Viscosity | 35.907 cP📊 OPERA |
| Surface Tension | 35.415 dyn/cm📊 OPERA |
| Thermal Conductivity | 133.701 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 63.6 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 3 count💻 Computed |
| Rotatable Bonds | 6 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 72.873 cm^3/mol📊 OPERA |
| Polarizability | 28.889 Å^3📊 OPERA |
Data Sources:
🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.
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