Database/Skin Conditioning/Alpha-Isomethyl Ionone
Route-dependent · ISO 16128

Is Alpha-Isomethyl Ionone natural?

It depends. Made from citral and petrochemical butanone. The citral is natural origin when it comes from litsea cubeba or lemongrass oil or from pine terpenes, and petrochemical when it is built from isobutylene.

INCI nameAlpha-Isomethyl Ionone
CAS127-51-5
FormulaC14H22O · 206.32 Da
FunctionSkin Conditioning · Perfuming
FeedstockCitral is condensed with butanone and the chain…

Why the score varies

This ingredient is made commercially by more than one route, and ISO 16128 scores the feedstock actually used. Without a supplier certificate of origin the value cannot be claimed.

RouteFeedstockNOIShareNotes
Petrochemical citral + butanonecitral built from isobutylene and formaldehyde, condensed with petrochemical butanone, then ring-closed0.00majority (bulk synthetic citral)no natural-origin atoms
Natural or pine-derived citral + butanonecitral from litsea cubeba or lemongrass oil, or made from pine-turpentine terpenes, condensed with petrochemical butanone0.66minoritycitral part C10H16 136.24 Da natural of 206.33 Da
Ask your supplier. A batch-specific certificate of origin or bio-based carbon test (ASTM D6866) settles which route applies.

How we scored it

Citral part C10H16 136.24 Da + butanone part C4H6O 70.09 Da; the condensation water leaves. Natural or pine-derived citral: 136.24/206.33 = 0.66. Citral built from isobutylene: 0.00. Routes not averaged.
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

Acid-catalysed cationic ring closure of pseudo-isomethylionone. Each curved arrow moves one electron pair, and the film ends on the score above.

Where it comes from

Citral is condensed with butanone and the chain is then closed into a ring by acid. Most bulk citral is built from petrochemical isobutylene and formaldehyde; citral from litsea cubeba or lemongrass oil, or made from pine terpenes, gives the natural-origin route.

In plain English

A fragrance ingredient with a violet, powdery scent. About two-thirds of it is citral, which can come from lemongrass-type oils or pine terpenes or be made from petrochemicals, so its natural-origin score depends on the supplier.

CosIng definition: Alpha-Isomethyl Ionone is the organic compound that conforms to the formula

Natural alternatives with the same function

Structure

2D structure of Alpha-Isomethyl Ionone

(E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one

PubChem CID 5372174 ↗

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. 2Alpha-Isomethyl Ionone. PubChem CID 5372174. National Center for Biotechnology Information. pubchem.ncbi.nlm.nih.gov ↗
  3. 3ALPHA-ISOMETHYL IONONE. CosIng — European Commission cosmetic ingredient database. ec.europa.eu/cosing ↗
  4. 4ALPHA-ISOMETHYL IONONE. CosIng u2014 European Commission database for information on cosmetic substances and ingredients. https://ec.europa.eu/growth/tools-databases/cosing/search?search=ALPHA-ISOMETHYL%20IONONE