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Thread: Lilial

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    Default Lilial

    LILIAL
    ======

    Note : Heart / Middle
    CAS Number : 80-54-6
    IUPAC Name : 3-(4-tert-Butylphenyl)-2-methylpropanal
    Other Names : Lilyall, Lysmeral, Mefloral, Lily Aldehyde, Lilestralis, Aldehyde MBDC
    Molecular Weight : 204.3126
    Vapor Pressure : 0.005 [mm/Hg] @ 25.00 C
    Density : 0.94 [g/cm]
    Appearance : Colorless to pale yellow clear oily liquid
    Boiling Point: 250 C @ 750.00 [mm Hg]
    LogP (o/w): 4.216 (o/w = octanol/water - P: Partition coefficient)
    Substantivity : 236 hours
    Relative Odor Impact : 100 / References: Benzyl Salicilate (25) - Iso E Super/Hedione (100) - Ethyl Maltol (250) - Furaneol (743)
    IFRA : Restricted (Dermal Sensitization) Cat. 3 (Hydroalcoholics for Shaved Skin): 0.62% - Cat. 4 (Hydroalcoholics for Unshaved Skin): 1.86%

    To My Nose:
    ===========

    0.62% v/v solution in ethanol applied on blotter : Refreshing, watery, lily of the valley, green floral. Similar to Lyral, but watery. For me, Lilial looks like Lyral plus Calone. It's a very valuable ingredient.

    Pure : Take care about storage. Lilial reacts with the air quickly, in a few days. It oxidizes forming white crystals, irreversibly (I believe, not sure).

    Personally, I keep it diluted 50% in ethanol in a tightly closed amber glass container. During autumn and winter at room temperature and during spring and summer refrigerated. I'm not sure dilution helps to prolong the life of this product because I saw crystals inside pipettes containing very diluted solutions of Lilial. However, adding ethanol I can fill the bottle to the top, leaving little air.

    From provider: Store cool and dry, under well ventilated conditions. Keep away from heat, sparks and open flames. Do not store in open, unlabeled or mislabeled containers. Keep container closed when not in use. Empty container contains residual product which may exhibit hazards of product. Do not reuse empty container without commercial cleaning or reconditioning. Product can easily oxidize. It is recommended that opened containers be padded with nitrogen. Protect from light.

    Notes:
    ======

    "Muguet" is the French word for lily of the valley.

    Lilial "was" a trademark of Givaudan (expired - last cancellation date: October 17, 2008).

    Lilial is commonly produced and sold as a racemic mixture; however, testing has indicated that the different enantiomers of the compound do not contribute equally to its odor. The (R)-enantiomer has a strong floral odor, reminiscent of cyclamen or lily of the valley; whereas the (S)-enantiomer possesses no strong odor.

    Like most aldehydes, lilial is not long term stable and tends to slowly oxidize on storage.

    I'm adding LogP as a a characteristic of each raw material. But what does it mean and what is it useful to?

    Water and many organic substances don't mix but form separate layers when combined together. The partition coefficient (P) describes the propensity of a substance to dissolve in an immiscible biphasic system of water and lipid (fats, oils, organic solvents). In simple terms, it measures how much of a solute dissolves in the water portion versus the organic portion.

    It's P = [organic] / [aqueous]

    Where [] indicates the concentration of solute in the organic and aqueous partitions.

    Solutes that are predominantly dissolved in the water layer are called hydrophilic (water-liking) and those predominantly dissolved in lipids are lipophilic (lipid-liking).

    Because the value of P can be very large (most of the solute remains in the lipid phase) or very small (most of the solute remains in the aqueous phase), it's more useful to use the logarithm of P (LogP). In Example: For P=10 -> LogP = 1; For P=100 -> LogP = 2; For P=1000 -> LogP = 3; For P=0.00001 -> LogP = -5.

    LogP values are calculated for each compound, mixing it usually in an octanol-water biphasic partition. Prediction of LogP is another method for obtaining this information; LogP may be estimated reasonably well using some mathematical prediction models.

    A negative value for LogP means the compound has a higher affinity for the aqueous phase (it's more hydrophilic); when LogP = 0 the compound is equally partitioned between the lipid and aqueous phases; a positive value for LogP denotes a higher concentration in the lipid phase (i.e., the compound is more lipophilic).

    The inverse of Log(x) is 10^x - So, for Lilial: P = 16443,7 - It means that if you add a certain amount of Lilial to a biphasic system of lipid-water and wait the necessary time for the system to stabilize, you'll find about 16444 molecules (parts) of Lilial in the non-polar (lipid) phase for each molecule of Lilial found in the polar (watery) phase. It shows Lilial only smells watery, but it's extremely hydrophobic

    This can be funny, but what does it have to do with perfumery? It's related to retention, adhesion and substantivity. These terms are used within the perfume industry to denote perfume longevity, usually with respect to a particular substrate or surface (skin, hair, cloth, etc.). The attraction forces between the perfume and the solid support upon which it's been deposited are called forces of adhesion, and the degree of adhesion is often designated as substantivity.

    To understand perfume behaviour on these surfaces, we must consider the range of attractive or repulsive forces between the perfume components and the surface itself. LogP is an important molecular physical property that used in conjunction with other parameters (like vapor pressure and boiling point) helps to determine the behaviour of odorant molecules, including their substantivity. Compounds with higher LogP are more lipophilic and tend to be more substantive (see attached graphic) - After all, epidermal surface contains lipids while the air surrounding us contains water.

    More Info:
    ==========

    http://www.thegoodscentscompany.com/data/rw1008612.html
    https://en.wikipedia.org/wiki/Lilial
    http://pellwall-perfumes.blogspot.co...nufacture.html
    https://shop.perfumersapprentice.com...URE%20SDS3.pdf
    http://www.leffingwell.com/chirality/lilial.htm
    https://page-one.live.cf.public.spri.../s002170050127
    https://www.acdlabs.com/download/app...king_sense.pdf
    http://www.ingentaconnect.com/conten...6?crawler=true

    Attachment 88280
    Last edited by gus.; 10th September 2018 at 12:28 PM.




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