Lilial®
Synthétique
Floral > Light Flowers > Aldehydic > Aquatic > Fresh Flowers
Crédits photo: ScenTree SAS
Other names :
Lysmeral® ; Lilialdéhyde ; Lilestralis® ; Lilyall® ; 3-(4-tert-butylphenyl)butanal ; Aldehyde MBDC ; 2-(4-tert-butyl benzyl) propionaldehyde ; Butyl phenyl methyl propional ; Para-tert-butyl-alpha-methyl hydrocinnamaldehyde ; Para-tert-butyl-alpha-methyl hydrocinnamic aldehyde ; 3-(4-tert-butylphenyl)butanal ; Butylphenylmethylpropional ; Liligul N 743 CLP ; Lilyall ; Mefloral ; Alpha-methyl-beta-(para-tert-butylphenyl)propionaldehyde
Volatility :
Heart/Base
Uses in perfumery :
Lilial® is used in all types of perfumes to give heart to a jasmine, freesia, cyclamen, lotus, lily of the valley or lilac accord.
Natural availability :
Lilial® is not available in its natural state.
Year of discovery :
Discovered in 1956.
Patent N°2,875,131 published in June, 11 1956 by Carpenter.M, Nutley, Easter W.Jr, Hasbrouck Heights for Givaudan Corporation
Other comments :
Very close to Lyral®. Lilial® is more stable than Cyclamen Aldehyde, for a similar synthetic route.
Lilial® is one of the 26 allergens in perfumery.
Lilial® is one of the 26 allergens in perfumery.
Price Range :
€€
Stability :
Very unstable in various functional bases.
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.
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.
Crédits photo: ScenTree SAS
- Molecular formula :
- C14H20O
- Molecular Weight :
- 204,31 g/mol
- Density :
- 0,939
- Flash Point :
- 79°C
- Fusion Point :
- -20°C
- Appearance :
- Colorless liquid
- Log P :
- 4,2
- Boiling Point :
- 279°C
- Detection Threshold :
- 0,27 ng/L air
Synthesis route :
Lilial® is prepared in the same way as Cyclamen Aldehyde : a condensation of tert-butylbenzaldehyde (unlike isopropylbenzaldehyde) with propanal, followed by a catalytic hydrogenation of the compound obtained, allows to obtain Lilial®. Another synthetic route exists and consists in a catalytic hydrogenation of alpha-MethylCinnamaldehyde to obtain alpha-methyldihydroCinnamyl Alcohol. Following this first step, an alkylation using tert-butyl chloride or isobutene is operated to obtain a third reaction intermediate, then dehydrogenated to obtain Lilial®.
Synthesis precursor :
Lilial® forms a Schiff base with amines such as Methyl Anthranilate or Indole.
Isomerism :
Lilial® has an asymmetric carbon, giving rise to two possible enantiomers. These two isomers have a similar smell close to lily of the valley.
- EINECS number :
- 201-289-8
- FEMA number :
- Donnée indisponible.
- JECFA number :
- Donnée indisponible.
- FLAVIS number :
- Donnée indisponible.
- Allergens :
- Lilial® 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_PROHIBITION
- Cause of restriction :
- DERMAL SENSITIZATION AND SYSTEMIC TOXICITY
- Amendment :
- 49
- Comments :
- p-tert-Butyl-α-methylhydrocinnamic aldehyde (p-BMHCA) should not be used for any finished product application included under IFRA Categories 1 and 6 (lipsticks and oral care products). This ingredient is part of the Schiff base (Lysmeral-methyl anthranilate (or Verdantiol) - N°CAS : 91-51-0) and induces the application of IFRA regulations for 60,6% 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 Prohibited 0,09 % 0,04 % 1,4 % 0,06 % 0,05 % 0,05 % 0,017 % Prohibited Cat.7A Cat.7B Cat.8 Cat.9 Cat.10A Cat.10B Cat.11A Cat.11B Cat.12 0,04 % 0,04 % 0,017 % 0,1 % 0,1 % 0,63 % 0,017 % 0,017 % 16 % - Restriction type :
- RESTRICTION_PROHIBITION
- Cause of restriction :
- DERMAL SENSITIZATION AND SYSTEMIC TOXICITY
- Amendment :
- 49
- Comments :
- Opoponax oil can be obtained from solvent extraction or pyrolysis. Opoponax oil obtained through pyrolysis shall be rectified according to Good Manufacturing Practices (GMP) and the content of Polycyclic Aromatic Hydrocarbons (PAH) resulting from their use shall respect the following requirement: Benzopyrene and 1,2-Benzanthracene are to be used as markers for PAH. If used alone or in combination with rectified Cade oil, rectified Birch tar oils or rectified Styrax oil, the total concentration of both of the markers should not exceed 1 ppb in the final product.
- 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 0.0 (Prohibited) 0,09 % 0,04 % 1,4 % 0,06 % 0.0 (Prohibited) 0,04 % 0,017 % 0,1 % 0,1 % 0,017 %
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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