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Basic Information

Methyl Caprate

Methyl Caprate Structure

IUPAC Name Methyl decanoate
CAS Number 110-42-9
HS Code 2915.90
Molecular Formula C11H22O2
Structural Formula CH3(CH2)8COOCH3
Synonyms Methyl decanoate, Decanoic acid methyl ester, Capric acid methyl ester, C10:0 methyl ester
Molecular Weight 186.29 g/mol

Description

Methyl caprate is the methyl ester of capric acid (decanoic acid, C10:0). It is a medium-chain fatty acid methyl ester (FAME) produced primarily from coconut or palm kernel oil through transesterification with methanol.

Methyl caprate is used as a chemical intermediate, solvent, and analytical reference standard. It is also a component of biodiesel produced from coconut or palm kernel oil.

In the fragrance and flavor industry, methyl caprate contributes a mild, waxy, fruity note. It is also used as a solvent for pharmaceutical and cosmetic actives, and as a component in specialty lubricant formulations.

Chemical and Physical Properties

Physical Description Clear, colorless liquid with a faint, characteristic fatty odor.
Color / Form Colorless.
Odor Faint, waxy, fruity odor.
Taste Mild, fatty.
Boiling Point Approx. 224 °C
Melting Point -18 °C
Flash Point ~98 °C
Solubility Practically insoluble in water; soluble in ethanol and most organic solvents.
Density Approx. 0.873 g/cm³
Vapor Density Greater than air.
Vapor Pressure Low at ambient temperature.
Stability / Shelf Life Stable under normal conditions.
Viscosity Low viscosity liquid.
Heat of Combustion Approx. −6,760 kJ/mol (estimated).
Polymerization No hazardous polymerization.
Ionization Potential No data available.

Uses and Manufacturing

Uses

Methyl caprate serves as a versatile chemical intermediate and industrial solvent. As a fatty acid methyl ester, it is used in the synthesis of decyl alcohol (via hydrogenation), decyl aldehydes (via oxo synthesis), and other C10 fatty acid derivatives used in surfactants, plasticizers, and lubricants.

In the biodiesel and biofuel industry, methyl caprate is a component of coconut oil-derived biodiesel (COME), which is characterized by excellent cold-flow properties and oxidative stability due to its high content of medium-chain methyl esters. Coconut biodiesel blends containing methyl caprate, caprylic, laurate, and myristate esters exhibit low cloud points and are particularly suitable for use in tropical and temperate climates.

As a solvent, methyl caprate has good dissolving power for lipophilic substances and is used as a carrier in pharmaceutical topical formulations, as a solvent for herbicide and pesticide active ingredients in agricultural adjuvant formulations, and as a solubilizer in cosmetic preparations.

In the flavor and fragrance industry, methyl caprate contributes a waxy, fatty, fruity, and slightly cheese-like nuance to flavor compositions and fragrance blends, particularly in dairy and tropical fruit applications.

Analytical applications include its use as a certified reference standard for calibrating GC FAME analysis methods (e.g., AOAC, ISO, AOCS methods).

Methods of Manufacturing

Methyl caprate is produced by transesterification of capric acid-containing oils (coconut oil, palm kernel oil) with methanol in the presence of an alkaline catalyst (NaOH, KOH) or acid catalyst (H₂SO₄) at temperatures of 60–80 °C (base catalysis) or 100–120 °C (acid catalysis).

The crude FAME mixture from transesterification of coconut or palm kernel oil contains C8, C10, C12, C14, C16, C18, and C18:1 methyl esters. Methyl caprate (C10:0) is isolated by fractional distillation under vacuum, utilizing its distinct boiling point relative to adjacent fractions.

High-purity methyl caprate (>99% GC purity) for pharmaceutical or reference standard use requires additional redistillation. Quality parameters include GC purity, acid value, saponification value, iodine value, moisture, and color (APHA).

Hazard Identification

Hazard Summary

Low acute toxicity. May cause mild skin and eye irritation.

Fire Hazard

Combustible liquid. Flash point around 98 °C.

Skin, Eye & Respiratory Irritations

Mild skin and eye irritation on direct contact.

Safety and First Aid

Physical Dangers

Combustible liquid.

Skin First Aid

Wash with soap and water.

Eye First Aid

Rinse with water.

Ingestion First Aid

Seek medical advice if large quantities ingested.

Fire Fighting Procedures

Use CO₂, foam, or dry chemical.

Handling and Storage

Nonfire Spill Response

Small spill: Absorb with dry sand or inert absorbent. Collect in labeled, sealable containers. Ventilate area to remove vapors. Prevent entry into drains and waterways.

Large spill: Contain with bunds. Eliminate ignition sources (flash point ~98 °C). Pump into recovery containers. Report to environmental authorities if waterways are at risk.

Safe Storage

Store in tightly closed containers in a cool, dry, well-ventilated area. Keep away from heat sources and open flames. Avoid contact with strong oxidizing agents and strong acids/bases. Containers should be grounded during transfer to prevent static discharge.

Storage Conditions

Recommended storage temperature: 10–25 °C. Shelf life: 24 months in original sealed containers. Suitable containers: stainless steel 304/316, HDPE, or glass-lined vessels. Protect from light and moisture. Nitrogen blanket for bulk storage. Keep containers tightly sealed when not in use.

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