Cinnamaldehyde
Naturelle - Synthétique
Spicy > Warm Spices > Cinnamic
Crédits photo: ScenTree SAS
Other names :
Cinnamal ; 3-phenylprop-2-enal ; Cassia aldehyde ; Benzylidene acetaldehyde ; Phenyl acrolein
Volatility :
Heart/Base
Uses in perfumery :
Cinnamaldehyde gives a spicy note to fruity and oriental accords.
Natural availability :
Cinnamaldehyde is present in a large quantity in Cassia EO (about 90%) and Ceylon Cinnamon EO (about 75%). It can therefore be extracted from these essential oils by fractional distillation.
Year of discovery :
Discovered en 1856.
Other comments :
Cinnamaldehyde is one of the 26 allergens in perfumery.
Price Range :
€
Stability :
Aldehydes may form diethylacetals in alcoholic perfumes, with no real impact on their smell
Most of the time, the occurrence of a benzenic cycle in a molecule causes a coloration of this molecule through time
Most of the time, the occurrence of a benzenic cycle in a molecule causes a coloration of this molecule through time
Crédits photo: ScenTree SAS
- Molecular formula :
- C9H8O
- Molecular Weight :
- 132,16 g/mol
- Density :
- 1,05
- Flash Point :
- 71°C
- Fusion Point :
- -7,5°C
- Appearance :
- Viscous yellow liquid
- Log P :
- Donnée indisponible,
- Boiling Point :
- 248°C
- Detection Threshold :
- Entre 50 et 750 ppb (0,000075%) selon les personnes
Synthesis route :
The synthesis of Cinnamaldehyde is made by a condensation of Benzaldehyde with Acetaldehyde, using an excess of Benzaldehyde and gradually adding Acetaldehyde, in order to avoid self-condensation of the latter.
Synthesis precursor :
Hydrogenation of Cinnamaldehyde provides DihydroCinnamaldehyde and DihydroCinnamyl Alcohol. Moreover, the oxidation of the aldehyde gives a Cinnamic Acid, another compound of olfactory interest. Finally, Cinnamaldehyde forms a Schiff base by reaction with Methyl Anthranilate or Indole for example.
Isomerism :
Like Cinnamyl Alcohol, Cinnamaldehyde can be divided into two diastereoisomers: trans or cis. Trans is the most found in nature. Both have a cinnamon-like smell, but the trans is warmer and smells even more like cinnamon than cis. The raw material used in perfumery is usually a mixture of the two isomers.
- EINECS number :
- 203-213-9
- FEMA number :
- 2286
- JECFA number :
- 656
- FLAVIS number :
- 05.014
- Allergens :
- Cinnamaldehyde may provoke an allergic reaction on skin contact (redness, heat, scraching, prickling) for some people.
- IFRA :
- This ingredient is restricted by IFRA
- Restriction type :
- RESTRICTION
- Cause of restriction :
- DERMAL SENSITIZATION AND SYSTEMIC TOXICITY
- Amendment :
- 49
- Comments :
- This ingredient is part of the Schiff base (Cinnamic aldehyde methyl anthranilate - N°CAS : 94386-48-8) and induces the application of IFRA regulations for 49,8% of the Schiff base usage. Please also refer to the IFRA Annex II for more information
- Quantitative limit on the use :
-
Cat.1 Cat.2 Cat.3 Cat.4 Cat.5A Cat.5B Cat.5C Cat.5D Cat.6 0,045 % 0,014 % 0,021 % 0,25 % 0,064 % 0,042 % 0,064 % 0,014 % 0,15 % Cat.7A Cat.7B Cat.8 Cat.9 Cat.10A Cat.10B Cat.11A Cat.11B Cat.12 0,17 % 0,17 % 0,014 % 0,49 % 0,49 % 1,8 % 0,014 % 0,014 % No Restriction - Restriction type :
- RESTRICTION
- Cause of restriction :
- DERMAL SENSITIZATION AND SYSTEMIC TOXICITY
- Amendment :
- 49
- Comments :
- The above limits apply to Methyl ionone isomers used individually or in combination. Pseudo methyl ionones (CAS numbers 26651-96-7, 72968-25-3, 1117-41-5) should not be used as fragrance ingredient as such. A level of up to 2% of Pseudo methyl ionones as an impurity in Methyl ionones is accepted.
- Quantitative usage limits :
-
Cat.1 Cat.2 Cat.3 Cat.4 Cat.5 Cat.6 Cat.7 Cat.8 Cat.9 Cat.10 Cat.11 0,045 % 0,014 % 0,021 % 0,25 % 0,064 % 0,15 % 0,17 % 0,014 % 0,49 % 0,49 % 0,014 %
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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