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Compound

4-Ethylguaiacol

The smoky, clove-like partner of 4-ethylphenol, made by the same organisms from ferulic acid, and the compound that pushes phenolic character from medicinal towards spicy.

Also called 4-EG.

Class
Phenolics
Formula
C9H12O2
How often it matters
Occasional

What it does in cider

How it is perceived

What the compound registers as, and at roughly what concentration. Perception is not a property of the molecule alone: sugar, tannin and carbonation all change where a threshold falls.

On threshold

Generally reported at a lower threshold than 4-ethylphenol, and the two are judged together in practice because they almost always occur together.

Descriptors it is responsible for

Sensory records that name 4-Ethylguaiacol as a cause. Each states the perception and the mechanism behind it.

The structure it moves

Structural dimensions this compound contributes to. Direction and amount depend on concentration and on what else is in the drink; the dimensions themselves are set out in full under Sensory.
DimensionWhat it is
Phenolic characterSmoky, spicy, leathery or medicinal aromas that sit apart from fruit.
Fermentation characterAromas made by the ferment rather than carried in from the fruit.

What forms it

Processes that put this compound into the drink, or increase how much of it is there.

What removes or limits it

Processes that reduce it, hold it below a threshold, or stop it forming in the first place.

Faults it is implicated in

Being implicated is not the same as being a fault. Several of the compounds on this site are ordinary constituents of a sound cider and define a named fault only above a concentration.

Organisms that produce it

Which organism is responsible usually decides whether the compound is a feature or a symptom.

About 4-Ethylguaiacol

Ferulic acid differs from p-coumaric acid by a single methoxyl group on the ring, and that one substituent changes the smell of the product entirely. Where 4-ethylphenol is horse and sticking plaster, 4-ethylguaiacol is smoke, clove and cured bacon — recognisably related, considerably more attractive to most tasters, and much closer to what people mean when they describe a phenolic cider as spicy rather than dirty.

The two are made by the same enzymes in the same organisms, so they arrive together, and the ratio between them depends mainly on how much of each precursor acid the fruit supplied. Apples generally carry more p-coumaric than ferulic acid, which is why cider phenolic character tends to sit at the medicinal end rather than the smoky one.

A third member of the family is worth naming here because it is specific to apple. Caffeic acid, released from chlorogenic acid, yields 4-ethylcatechol by the same route, and this compound is reported at higher concentrations in cider than in wine — one reason cider Brettanomyces character does not smell quite like wine Brettanomyces character even when the organism is the same.

Related compounds

Compounds it is formed from, converted into, confused with, or routinely met alongside.

What people ask next

Questions readers ask about the things this page mentions. Each one goes to the section that answers it rather than to a page written to receive the question.

Where to go next

Sources

What this page rests on. Where a source is marked as registered rather than read, CiderHQ is recording that the body is authoritative on the subject without claiming to have worked through the document itself. See our evidence policy for what each state means.