Database/Preservative/Phenoxyethanol
100% petroleum · ISO 16128

Is Phenoxyethanol natural?

No. Ethylene glycol monophenyl ether made by reacting petrochemical phenol with ethylene oxide.

INCI namePhenoxyethanol
CAS122-99-6
FormulaC8H10O2 · 138.16 Da
FunctionPreservative · Skin Conditioning Agent
FeedstockManufactured by reacting petrochemical phenol with ethylene oxide,…

How we scored it

Whole molecule (phenol + ethylene oxide adduct) is petrochemical by this site's convention; 0/138.16 = 0.0.
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

Phenol + ethylene oxide (base). Each curved arrow moves one electron pair, and the film ends on the score above.

Where it comes from

Manufactured by reacting petrochemical phenol with ethylene oxide, both derived from petroleum/natural-gas cracking. No commercially significant natural-origin route exists.

The industrial synthesis of Phenoxyethanol typically involves the reaction of ethylene oxide with phenol. This reaction is an etherification process where phenol acts as the nucleophile, attacking the epoxide ring of ethylene oxide.

The reaction is usually carried out under basic conditions, often catalyzed by alkali metal hydroxides such as sodium hydroxide (NaOH) or potassium hydroxide (KOH). The phenol is first deprotonated to form the phenoxide ion, which is a stronger nucleophile. This phenoxide ion then reacts with ethylene oxide in an addition reaction.

Alternatively, the reaction can be performed by reacting phenol with 2-chloroethanol. In this route, phenol is reacted with 2-chloroethanol in the presence of a base, such as sodium hydroxide, to form the sodium salt of phenol (sodium phenoxide). This phenoxide then undergoes nucleophilic substitution with 2-chloroethanol, displacing the chloride ion and forming the ether linkage.

Regardless of the specific intermediate, the crude Phenoxyethanol product is then subjected to purification steps. These typically include distillation under reduced pressure to remove unreacted starting materials, byproducts (such as diethylene glycol phenyl ether), and catalyst residues. The final product is a colorless liquid with a faint, pleasant odor.

In plain English

Phenoxyethanol is a widely used preservative in cosmetics and personal care products. Its main job is to prevent the growth of bacteria, yeast, and mold, which helps keep your products safe and extends their shelf life. It's often found in everything from lotions and shampoos to makeup and baby wipes.

While it's effective at preserving products, it's important to know how it's made. The most common way Phenoxyethanol is produced industrially starts with chemicals derived from petroleum. This means it's not considered a naturally derived ingredient according to the ISO 16128 standard, which assesses the natural origin of cosmetic ingredients.

CosIng definition: Phenoxyethanol is the aromatic ether alcohol that conforms to the formula:

Natural alternatives with the same function

Structure

2D structure of Phenoxyethanol

2-phenoxyethanol

PubChem CID 31236 ↗

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. 2Phenoxyethanol. PubChem CID 31236. National Center for Biotechnology Information. pubchem.ncbi.nlm.nih.gov ↗
  3. 3PHENOXYETHANOL. CosIng — European Commission cosmetic ingredient database. ec.europa.eu/cosing ↗
  4. 4PHENOXYETHANOL. CosIng u2014 European Commission database for information on cosmetic substances and ingredients. https://ec.europa.eu/growth/tools-databases/cosing/search?search=PHENOXYETHANOL