In another forum I was asked what aliphatic aldehydes were, as distinct from other kinds, in the context of a discussion about ageing and keeping qualities of various oils. It struck me that the answer I gave contains information that isn't easy to find, isn't intuitive and makes quite a lot of difference to what you do with aldehydes if you use them: so I'm repeating it here.
What are Aliphatic Aldehydes?
Aliphatic aldehydes (unsaturated) are the ones most people mean when they talk about aldehydes:
Octyl aldehyde (AKA Aldehyde C8 or octanal)
Nonyl aldehyde (AKA Aldehyde C9 or nonanal)
Decyl aldehyde (AKA Aldehyde C10 or decanal)
Undecenyl aldehyde (AKA Aldehyde C11 undecylenic;Aldehyde C11 enic; hendecenal or Aldehyde C111)
Undecylic aldehyde (AKA Aldehyde C11 undecylic or undecanal)
Lauric aldehyde (AKA Aldehyde C12 lauric or dodenanal)
Methyl nonyl acetaldehyde (AKA Aldehyde C12 MNA or 2-methyl undecanal)
But notice that the so-called Aldehyde C14 (AKA Peach Aldehyde or gamma-undecalactone), Aldehyde C16 (Strawberry glycidate or lots of alternate names) and Aldehyde C18 (Coconut Aldehyde or gamma-Nonalactone) are not on the list because they are not in fact aldehydes at all.
There are lots of other aldehydes but they don't exhibit the same special characteristics for storage purposes as the unsaturated aliphatic aldehydes - the ones listed above are the main ones used in perfumery, though there are a few others used by some manufacturers as captives, they are not of concern to the DIY community.
How do you store aliphatic aldehydes?
All the unsaturated aliphatic aldehydes are best diluted in a primary alcohol* as soon as you get them - in alcohols they form hemi-acetals which smell like the aldehyde they are formed from but are much more stable. Personally I like to keep my aldehydes at 1% for blending purposes but for storage 10% is more practical as it keeps the volume you have to store more manageable.
If you keep them neat they tend to either oxidise into the corresponding acids, which smell nasty; or polymerise into trimers, which have no smell at all. The presence of any acid (including oxidation products) will accelerate the trimer production significantly. The really counterintuitive point is that trimers continue to form at very low temperatures and seem to form faster, so you should keep your aliphatic aldehydes at room temperature.
You'll know if your aldehydes have trimerised because, besides smelling less strong than they should, they will have got thicker & will eventually be solid at room temperature as the trimer has a much higher melting point.
Adding BHT or other anti-oxidant can help with both problems, though won't eliminate them completely. There is also some evidence that they keep better in aluminium than in glass.
*the obvious primary alcohol to use is ethanol, since you are probably going to use them in an alcoholic fragrance in the end anyway, but phenyl ethyl alcohol or benzyl alcohol work too and might be preferable in some applications.
A more detailed version of this information with links to assist understanding of some of the less familiar terms appears on my blog under the same title.
What are Aliphatic Aldehydes?
Aliphatic aldehydes (unsaturated) are the ones most people mean when they talk about aldehydes:
Octyl aldehyde (AKA Aldehyde C8 or octanal)
Nonyl aldehyde (AKA Aldehyde C9 or nonanal)
Decyl aldehyde (AKA Aldehyde C10 or decanal)
Undecenyl aldehyde (AKA Aldehyde C11 undecylenic;Aldehyde C11 enic; hendecenal or Aldehyde C111)
Undecylic aldehyde (AKA Aldehyde C11 undecylic or undecanal)
Lauric aldehyde (AKA Aldehyde C12 lauric or dodenanal)
Methyl nonyl acetaldehyde (AKA Aldehyde C12 MNA or 2-methyl undecanal)
But notice that the so-called Aldehyde C14 (AKA Peach Aldehyde or gamma-undecalactone), Aldehyde C16 (Strawberry glycidate or lots of alternate names) and Aldehyde C18 (Coconut Aldehyde or gamma-Nonalactone) are not on the list because they are not in fact aldehydes at all.
There are lots of other aldehydes but they don't exhibit the same special characteristics for storage purposes as the unsaturated aliphatic aldehydes - the ones listed above are the main ones used in perfumery, though there are a few others used by some manufacturers as captives, they are not of concern to the DIY community.
How do you store aliphatic aldehydes?
All the unsaturated aliphatic aldehydes are best diluted in a primary alcohol* as soon as you get them - in alcohols they form hemi-acetals which smell like the aldehyde they are formed from but are much more stable. Personally I like to keep my aldehydes at 1% for blending purposes but for storage 10% is more practical as it keeps the volume you have to store more manageable.
If you keep them neat they tend to either oxidise into the corresponding acids, which smell nasty; or polymerise into trimers, which have no smell at all. The presence of any acid (including oxidation products) will accelerate the trimer production significantly. The really counterintuitive point is that trimers continue to form at very low temperatures and seem to form faster, so you should keep your aliphatic aldehydes at room temperature.
You'll know if your aldehydes have trimerised because, besides smelling less strong than they should, they will have got thicker & will eventually be solid at room temperature as the trimer has a much higher melting point.
Adding BHT or other anti-oxidant can help with both problems, though won't eliminate them completely. There is also some evidence that they keep better in aluminium than in glass.
*the obvious primary alcohol to use is ethanol, since you are probably going to use them in an alcoholic fragrance in the end anyway, but phenyl ethyl alcohol or benzyl alcohol work too and might be preferable in some applications.
A more detailed version of this information with links to assist understanding of some of the less familiar terms appears on my blog under the same title.












