Database/Skin Conditioning Agent/Ethylhexylglycerin
Mostly petroleum · ISO 16128

Is Ethylhexylglycerin natural?

Mostly not. The glyceryl fragment (91 Da) is vegetable glycerin origin when made via glycerin-derived glycidol or epichlorohydrin; the 2-ethylhexyl fragment (113 Da) is petrochemical, giving 91/204 = 0.45.

INCI nameEthylhexylglycerin
CAS70445-33-9
FormulaC11H24O3 · 204.31 Da
FunctionSkin Conditioning Agent · Preservative Booster
FeedstockPetrochemical 2-ethylhexanol reacted with glycidol or epichlorohydrin. When…

How we scored it

Giving 91/204 = 0.45.
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

Epichlorohydrin: open, re-close, open. Each curved arrow moves one electron pair, and the film ends on the score above.

Where it comes from

Petrochemical 2-ethylhexanol reacted with glycidol or epichlorohydrin. When the epoxide is petrochemical the value falls to 0.0; confirm with the supplier.

The industrial synthesis of Ethylhexylglycerin (2-ethylhexylglycerin) typically begins with the production of 2-ethylhexanol. Propylene, a common petrochemical feedstock, is first converted to n-butyraldehyde and iso-butyraldehyde via the oxo process (hydroformylation) using a rhodium or cobalt catalyst under high pressure and temperature (e.g., 100-200°C, 10-100 bar).

The n-butyraldehyde undergoes an aldol condensation reaction, often catalyzed by a base like sodium hydroxide, to form 2-ethylhexenal. This unsaturated aldehyde is then hydrogenated, typically using a nickel or palladium catalyst at elevated temperatures and pressures, to yield 2-ethylhexanol. This multi-step process transforms simple petrochemical building blocks into the required C8 alcohol.

Once 2-ethylhexanol is obtained, it is reacted with glycidol (2,3-epoxy-1-propanol) or a derivative thereof. Glycidol itself can be synthesized from allyl alcohol, which is often derived from propylene. The reaction between 2-ethylhexanol and glycidol is an etherification, typically carried out under basic conditions (e.g., using sodium hydroxide or potassium hydroxide) at moderate temperatures (e.g., 100-150°C). This opens the epoxide ring of glycidol and forms the ether linkage, yielding 2-ethylhexylglycerin.

Purification of the final product is crucial to meet cosmetic grade standards. This usually involves distillation under reduced pressure to remove unreacted starting materials, byproducts, and catalyst residues. Techniques like fractional distillation are employed to achieve high purity, ensuring the absence of impurities that could affect product stability, efficacy, or safety in cosmetic formulations.

In plain English

Ethylhexylglycerin is a synthetic ingredient commonly used in skincare and cosmetic products. It's often added to help preserve the product, meaning it works alongside traditional preservatives to prevent the growth of bacteria, yeast, and mold, thereby extending the product's shelf life and keeping it safe for use. It can also act as a skin conditioning agent, helping to soften and smooth the skin.

CosIng definition: Ethylhexylglycerin is the organic compound that conforms to the formula

Natural alternatives with the same function

Structure

2D structure of Ethylhexylglycerin

3-(2-ethylhexoxy)propane-1,2-diol

PubChem CID 9859093 ↗

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. 2Ethylhexylglycerin. PubChem CID 9859093. National Center for Biotechnology Information. pubchem.ncbi.nlm.nih.gov ↗
  3. 3ETHYLHEXYLGLYCERIN. CosIng — European Commission cosmetic ingredient database. ec.europa.eu/cosing ↗
  4. 4ETHYLHEXYLGLYCERIN. CosIng u2014 European Commission database for information on cosmetic substances and ingredients. https://ec.europa.eu/growth/tools-databases/cosing/search?search=ETHYLHEXYLGLYCERIN