Database/Emollient/Ethylhexyl Palmitate
Mostly natural · ISO 16128

Is Ethylhexyl Palmitate natural?

Mostly. Palm palmitic acid supplies the palmitoyl fragment (239 Da) and petrochemical 2-ethylhexanol the alkoxy fragment (129 Da), giving 239/369 = 0.65.

INCI nameEthylhexyl Palmitate
CAS29806-73-3
FormulaC24H48O2 · 368.6 Da
FunctionEmollient · Skin Conditioning Agent
FeedstockPalm-oil palmitic acid esterified with 2-ethylhexanol from propylene…

How we scored it

Giving 239/369 = 0.65.
What counts. ISO 16128-2 scores the atoms that remain in the final ingredient. Reagents, solvents, catalysts and protecting groups used during manufacture leave no mass behind and are not counted.

How it’s made

Fischer esterification of palmitic acid with 2-ethylhexanol. Each curved arrow moves one electron pair, and the film ends on the score above.

Where it comes from

Palm-oil palmitic acid esterified with 2-ethylhexanol from propylene via the oxo process.

The industrial synthesis of Ethylhexyl Palmitate is an esterification reaction between 2-ethylhexanol and palmitic acid. This reaction is typically carried out under acidic catalysis, often using sulfuric acid or p-toluenesulfonic acid, to promote the formation of the ester bond and the removal of water.

The reaction is usually performed at elevated temperatures, typically ranging from 150°C to 200°C, to drive the equilibrium towards product formation. Continuous removal of water, often through azeotropic distillation with a suitable solvent, is crucial for achieving high yields. The reaction mixture is heated under reflux conditions until the desired conversion is reached.

Following the esterification, the crude Ethylhexyl Palmitate undergoes several purification steps. These typically include neutralization of the acid catalyst, washing with water to remove residual salts and acids, and decolorization using activated carbon or bleaching earths. Finally, the product is often distilled under vacuum to remove any unreacted starting materials, by-products, and to achieve the desired purity and physical properties for cosmetic use.

In plain English

Ethylhexyl Palmitate is a widely used ingredient in cosmetics and skincare products, often found in lotions, creams, and makeup. It functions primarily as an emollient, meaning it helps to soften and smooth the skin. It creates a protective barrier on the skin's surface, which can help to reduce moisture loss and leave the skin feeling supple and hydrated.

Chemically, it's an ester, formed by combining an alcohol (2-ethylhexanol) with a fatty acid (palmitic acid). While palmitic acid can be derived from natural sources like palm oil, the 2-ethylhexanol component is typically synthesized from petroleum-based raw materials. Therefore, in its most common commercial form, Ethylhexyl Palmitate is considered to be derived from petrochemical sources.

Natural alternatives with the same function

Structure

2D structure of Ethylhexyl Palmitate

2-ethylhexyl hexadecanoate

PubChem CID 62851 ↗

References

  1. 1ISO 16128-1:2016 and ISO 16128-2:2017 — Guidelines on technical definitions and criteria for natural and organic cosmetic ingredients and products. ISO, Geneva.
  2. 2Ethylhexyl Palmitate. PubChem CID 62851. National Center for Biotechnology Information. pubchem.ncbi.nlm.nih.gov ↗
  3. 3ETHYLHEXYL PALMITATE. CosIng — European Commission cosmetic ingredient database. ec.europa.eu/cosing ↗
  4. 4ETHYLHEXYL PALMITATE. CosIng u2014 European Commission database for information on cosmetic substances and ingredients. https://ec.europa.eu/growth/tools-databases/cosing/search?search=ETHYLHEXYL%20PALMITATE