Menthyl lactate
[CAS# 17162-29-7]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Carboxylic acid and ester perfume >> Aliphatic carboxylate
• Name: Menthyl lactate
• Synonyms: 5-Methyl-2-(1-methylethyl)cyclohexyl lactate; 2-Hydroxypropanoic acid 5-methyl-2-(1-methylethyl)cyclohexyl ester
• Molecular Formula: C₁₃H₂₄O₃
• Molecular Weight: 228.33
• CAS Registry Number: 17162-29-7
• EC Number: 241-218-8
• SMILES: CC1CCC(C(C1)OC(=O)C(C)O)C(C)C

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.468, Calc.^*
• Boiling Point: 304.0±15.0 °C (760 mmHg), Calc.^*
• Flash Point: 116.0±13.2 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07;GHS08;GHS09 Danger
• Risk Statements: H302-H361-H372-H410
• Safety Statements: P201-P264-P280-P301+P330+P331-P312

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovery and Applications

Menthyl lactate is an ester compound formed by the reaction of menthol and lactic acid. It is a colorless to pale yellow liquid with a refreshing minty odor, which makes it valuable in the fragrance and flavor industries. Menthyl lactate is often used for its cooling and soothing properties, and it is a key ingredient in various consumer products, including cosmetics, personal care products, and food items.

The discovery of menthyl lactate can be traced back to the development of menthol derivatives. Menthol, a naturally occurring compound derived from peppermint or other mint oils, has long been known for its characteristic cooling sensation and aromatic properties. In the mid-20th century, chemists began to explore the potential of combining menthol with other compounds to create derivatives with enhanced properties. Menthyl lactate emerged as one such derivative, offering a milder, longer-lasting cooling effect compared to menthol itself.

Menthyl lactate is primarily used in the cosmetic and personal care industries, where it is incorporated into products such as creams, lotions, shampoos, and deodorants. It imparts a cooling and soothing sensation to the skin, which makes it especially popular in products designed for relaxation or to relieve skin irritation. Menthyl lactate is often found in after-sun products, as well as in products formulated to soothe and refresh the skin.

In the food and beverage industry, menthyl lactate is used as a flavoring agent to provide a minty, cooling sensation in products such as gum, candies, and beverages. It is particularly favored for its smooth and less intense cooling effect compared to menthol, making it suitable for products intended for a broader consumer base, including those who prefer a gentler mint flavor.

Additionally, menthyl lactate is used in oral care products such as toothpaste and mouthwash, where it provides a fresh, cooling sensation, helping to mask unpleasant tastes while contributing to a refreshing aftertaste. Its antimicrobial properties also contribute to its effectiveness in maintaining oral hygiene.

The compound is also studied for its potential applications in pharmaceuticals, particularly in topical formulations. Due to its cooling properties, menthyl lactate is sometimes included in products designed to relieve minor muscle pain or irritation. Its mild effect makes it suitable for sensitive skin, providing a gentle, non-irritating alternative to other more intense cooling agents.

In conclusion, menthyl lactate is a versatile compound with applications across a range of industries, from personal care and cosmetics to food and beverages. Its cooling, soothing, and refreshing properties make it an essential ingredient in products designed for comfort, relaxation, and flavor enhancement. The mildness and longevity of its effects distinguish it from other menthol derivatives, ensuring its continued popularity in a wide variety of consumer products.

References

2018. RIFM fragrance ingredient safety assessment, l-menthyl lactate, CAS Registry Number 59259-38-0. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 113 Suppl 1.
DOI: 10.1016/j.fct.2017.11.041

2020. Wirkstoffe in Kosmetika. Körperpflegekunde und Kosmetik.
DOI: 10.1007/978-3-662-60000-9_4

2020. M. Springer Lexikon Kosmetik und Körperpflege.
DOI: 10.1007/978-3-662-59127-7_13