lilyall

General Material Information

Preferred name	lilyall
Trivial Name	Lilial
Short Description	lilial
Formula	C14 H20 O
CAS Number	80-54-6
Deleted CAS Number	39390-70-0
ECHA Number	201-289-8
FDA UNII	T7540GJV69
Nikkaji Number	J560.043J
Beilstein Number	0880140
MDL	MFCD00047655
xLogP3-AA	3.60 (est)
Bio Activity Summary	External link
NMR Predictor	External link
Synonyms	aldehyde MBDC aldehyde MBDC pure 2-(4-tert- butyl benzyl) propionaldehyde butyl phenyl methyl propional p-tert- butyl-a-methyldihydrocinnamic aldehyde p-tert- butyl-a-methylhydrocinnamaldehyde p-tert- butyl-a-methylhydrocinnamic aldehyde p-tert- butyl-alpha-methyl dihydrocinnamaldehyde para-tert- butyl-alpha-methyl dihydrocinnamaldehyde meta-tert- butyl-alpha-methyl dihydrocinnamic aldehyde p-tert- butyl-alpha-methyl dihydrocinnamic aldehyde para-tert- butyl-alpha-methyl dihydrocinnamic aldehyde p-tert- butyl-alpha-methyl hydrocinnamaldehyde para-tert- butyl-alpha-methyl hydrocinnamaldehyde p-tert- butyl-alpha-methyl hydrocinnamic aldehyde para-tert- butyl-alpha-methyl hydrocinnamic aldehyde m-tert- butyl-alpha-methyldihydrocinnamic aldehyde 2-(4-tert- butylbenzyl)propionaldehyde 3-(4-tert- butylphenyl)butanal butylphenylmethylpropional 4-(1,1-dimethyl ethyl)-alpha-methyl benzene propanal 4-(1,1-dimethylethyl)-alpha-methylbenzenepropanal hydrocinnamaldehyde, p-tert-butyl-a-methyl- lilestralis lilestralis pure lilial lilialdehyde liligul N 743 CLP lysmeral lysmeral extra mefloral 3-[4-(2-methyl-2-propanyl)phenyl]butanal alpha- methyl-beta-(p-tert-butylphenyl)propionaldehyde alpha- methyl-beta-(para-tert-butyl phenyl) propionaldehyde a- methyl-p-(tert-butyl)hydrocinnamaldehyde alpha- methyl-p-(tert-butyl)hydrocinnamaldehyde alpha- methyl-para-(tert-butyl) hydrocinnamaldehyde 3-(4-tert-butylphenyl)butanal Benzenepropanal, 4-(1,1-dimethylethyl)-α-methyl- Hydrocinnamaldehyde, p-tert-butyl-α-methyl- 4-(1,1-Dimethylethyl)-α-methylbenzenepropanal p-tert-Butyl-α-methylhydrocinnamaldehyde α-Methyl-p-tert-butylhydrocinnamaldehyde 3-(4-tert-Butylphenyl)-2-methylpropanal 3-(p-tert-Butylphenyl)isobutylaldehyde 3-(p-tert-Butylphenyl)-2-methylpropionaldehyde p-tert-Butyl-α-methylhydrocinnamic aldehyde 4-tert-Butyl-α-methylhydrocinnamic aldehyde (±)-2-Methyl-3-(4-tert-butylphenyl)propanal PT-Bucinal NSC 22275 2-Methyl-3-(4-tert-butylphenyl)propanal 2-[(4-tert-Butylphenyl)methyl]propanal β-Lilial lilestral p-tert-Butyl-α-methyldihydrocinnamaldehyde 2-Methyl-3-(p-tert-butylphenyl)propanal 2-(4-tert-Butylbenzyl)propanal 2-(4-tert-Butylbenzyl)propionaldehyde P-T-Bucinal Butylphenyl methylpropional

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

Leffingwell:	Chirality or Article
	3-(4-tert-butylphenyl)butanal
NIST Chemistry WebBook:	Search Inchi
Canada Domestic Sub. List:	80-54-6
Pubchem (cid):	6652
Pubchem (sid):	134972321

Publications by US Patents
4,778,934 - Process for the manufacture of p-tert-butyl-.alpha.-methylhydrocinnamaldehyde
4,568,772 - Process for the preparation of p-t-butyl-.alpha.-methyldihydrocinnamaldehyde
4,568,772 - Process for the preparation of p-t-butyl-.alpha.-methyldihydrocinnamaldehyde
Publications by PubMed
Genotoxicity assessment of some cosmetic and food additives.
Vocational interests of intellectually gifted and highly achieving young adults.
Two fragrance chemicals may act as toxicants via TRPA1 stimulation rather than via direct mitochondrial action.
Occurrences and potential risks of 16 fragrances in five German sewage treatment plants and their receiving waters.
Fragrance chemicals lyral and lilial decrease viability of HaCat cells' by increasing free radical production and lowering intracellular ATP level: protection by antioxidants.
Phosphoinositide 3-kinase-dependent antagonism in mammalian olfactory receptor neurons.
Olfactory sensitivity for sperm-attractant aromatic aldehydes: a comparative study in human subjects and spider monkeys.
Sorbent trapping solid-phase microextraction of fragrance allergens in indoor air.
Determination of suspected allergens in cosmetic products by headspace-programmed temperature vaporization-fast gas chromatography-quadrupole mass spectrometry.
Bioreduction of alpha-methylcinnamaldehyde derivatives: chemo-enzymatic asymmetric synthesis of Lilial and Helional.
Quantitative determination of some volatile suspected allergens in cosmetic creams spread on skin by direct contact sorptive tape extraction-gas chromatography-mass spectrometry.
Large-scale production and study of a synthetic G protein-coupled receptor: human olfactory receptor 17-4.
Oestrogenic activity of benzyl salicylate, benzyl benzoate and butylphenylmethylpropional (Lilial) in MCF7 human breast cancer cells in vitro.
Polyvalent type IV sensitizations to multiple fragrances and a skin protection cream in a metal worker.
HMOX1 and NQO1 genes are upregulated in response to contact sensitizers in dendritic cells and THP-1 cell line: role of the Keap1/Nrf2 pathway.
Odorant design based on the carbon/silicon switch strategy.
Sensitization to 26 fragrances to be labelled according to current European regulation. Results of the IVDK and review of the literature.
Fragrance ingredient labelling in products on sale in the U.K.
High-performance liquid chromatographic method for the simultaneous determination of 24 fragrance allergens to study scented products.
Prediction of perception: probing the hOR17-4 olfactory receptor model with silicon analogues of bourgeonal and lilial.
Cross-adaptation between olfactory responses induced by two subgroups of odorant molecules.
A psychophysical study of the relationship between temporal processing in odor mixtures and transduction pathways.
Identification of Lilial as a fragrance sensitizer in a perfume by bioassay-guided chemical fractionation and structure-activity relationships.
Blocking adenylyl cyclase inhibits olfactory generator currents induced by "IP(3)-odors".
Regulation of cutaneous allergic reaction by odorant inhalation.
Responses to putative second messengers and odorants in water nose olfactory neurons of Xenopus laevis.
Subtypes of odorant-binding proteins--heterologous expression and ligand binding.
Odorants selectively activate distinct G protein subtypes in olfactory cilia.
Ca2+ and Cl(-)-dependence of the turtle olfactory response to odorants and forskolin.
Chemosensitivity of the osphradium of the pond snail Lymnaea stagnalis
Odor-induced phosphorylation of olfactory cilia proteins.
Allergic contact dermatitis to the fragrance material lilial.

Other Information

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
HMDB (The Human Metabolome Database):	Search
Export Tariff Code:	2912.49.2600
ChemSpider:	View
Wikipedia:	View

Suppliers

Augustus Oils	BASF
Berjé	BOC Sciences
Creatingperfume.com	ECSA Chemicals
Emerald Kalama Chemical	Ernesto Ventós
Global Essence	Indenta Group
Indukern F&F	Inoue Perfumery
K.L. Koh Enterprise	Lluch Essence
Moellhausen	Pell Wall Perfumes
Penta International	PerfumersWorld
Perfumery Laboratory	Phoenix Aromas & Essential Oils
Prinova	Prodasynth
Santa Cruz Biotechnology	Sigma-Aldrich
SRS Aromatics	Taytonn ASCC
TCI AMERICA	The Good Scents Company
The John D. Walsh Company	The Lermond Company
The Perfumers Apprentice	Vigon International
Augustus Oils Ltd	Berje Inc.
Global Essence Inc.	Indukern, S.A. F&F Ingredients Division
Lluch Essence S.L.	Moellhausen S.P.A.
Penta International Corporation	PerfumersWorld Ltd.
SRS Aromatics Ltd	Taytonn ASCC Pte Ltd
The John D. Walsh Company, Inc	Ernesto Ventós S.A.

PhysChem Properties

Material listed in food chemical codex	No
Molecular weight	204.31260681152
Specific gravity	@ 25 °C
Pounds per Gallon	7.838 to 7.88
Refractive Index	1.503 to 1.506 @ 20 °C
Boiling Point	250 to 251°C @ 750 mm Hg
Boiling Point	126 to 127°C @ 6 mm Hg
Acid Value	2 max KOH/g
Vapor Pressure	0.005 mmHg @ 25 °C
Flash Point TCC Value	98.89 °C TCC
logP (o/w)	4.216 est
Shelf life	24 months (or longer if stored properly.)
Storage notes	Store in cool, dry place in tightly sealed containers, protected from heat and light. store under nitrogen.
Solubility
alcohol	Yes
paraffin oil	Yes
water, 38 mg/L @ 20 °C (exp)	Yes
water	No
Stability
detergent	Unspecified
soap	Unspecified

Organoleptic Properties

Odor Type: Floral
floral, muguet, watery, green, powdery, cumin
Odor strength	medium
Substantivity	236 hour(s) at 100.00 %
Luebke, William tgsc, (1986)	At 100.00 %. floral muguet watery green powdery cumin
General comment	FRESH, GREEN, FLORAL, LILAC

Potential Uses

Applications	fragrance agents
Odor purposes	Blue mist, Bouquet, Bubble gum, Cedar, Cherry blossom, Citrus, Clean linen, Coconut tropical coconut, Country meadow, Cyclamen, Fern, Floral, Gardenia, Grapefruit, Green, Herbal, Honeysuckle, Lilac, Lily, Lily of the valley, Linden flower, Lotus, Mint, Musk, New car, Pine, Potpourri, Rain, Rose, Sandalwood, Sea breeze, Spring rain, Woody
Other purposes	Alliage, Anais anais, Azzaro, Calyx, Charlie, Clean, Devin, Estee, Eternity, Halston, J' ai ose, Marbert man, Paco rabanne, Pour homme, Tide, Turbulences
Cosmetic purposes	Perfuming agents

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed. R 36/38 - Irritating to skin and eyes. R 43 - May cause sensitisation by skin contact. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37 - Wear suitable gloves.

Hazards identification

Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
Acute toxicity, Oral (Category 4), H302 Skin irritation (Category 2), H315 Skin sensitisation (Category 1), H317 Reproductive toxicity (Category 2), H361 Acute aquatic toxicity (Category 2), H401 Chronic aquatic toxicity (Category 2), H411
GHS Label elements, including precautionary statements

Pictogram

Signal word	Warning
Hazard statement(s)
H302 - Harmful if swallowed H315 - Causes skin irritation H317 - May cause an allergic skin reaction H361 - Suspected of damaging fertility or the unborn child H401 - Toxic to aquatic life H411 - Toxic to aquatic life with long lasting effects
Precautionary statement(s)
P201 - Obtain special instructions before use. P202 - Do not handle until all safety precautions have been read and understood. P261 - Avoid breathing dust/fume/gas/mist/vapours/spray. P264 - Wash skin thouroughly after handling. P270 - Do not eat, drink or smoke when using this product. P272 - Contaminated work clothing should not be allowed out of the workplace. P273 - Avoid release to the environment. P280 - Wear protective gloves/protective clothing/eye protection/face protection. P281 - Use personal protective equipment as required. P301 + P312 - IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302 + P352 - IF ON SKIN: wash with plenty of soap and water. P308 + P313 - IF exposed or concerned: Get medical advice/attention. P330 - Rinse mouth. P333 + P313 - IF SKIN irritation or rash occurs: Get medical advice/attention. P362 - Take off contaminated clothing and wash before reuse. P391 - Collect spillage. Hazardous to the aquatic environment P405 - Store locked up. P501 - Dispose of contents/container in accordance with local/regional/national/international regulations.
Human Experience:
4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 1390 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA National Technical Information Service. Vol. OTS0535449 intraperitoneal-mouse LD50 700 mg/kg National Technical Information Service. Vol. OTS0535449
Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg National Technical Information Service. Vol. OTS0535449
Inhalation Toxicity:
Not determined

Safety in use information

Category:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
IFRA Critical Effect:
Dermal sensitization and systemic toxicity
contains the following IFRA (Annex) restricted components: (non-analysis max. level reference only)
lilyall / methyl anthranilate schiff's base	Max. Found: 60.60 % and Reason: Sensitization
	View the IFRA Standard
View IFRA Standards Library for complete information.
Please review Amendment 49 IFRA documentation for complete information.
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%):
Category 1: Products applied to the lips
Prohibited %
Category 2: Products applied to the axillae
0.09 %
Category 3: Products applied to the face/body using fingertips
0.04 %
Category 4: Products related to fine fragrance
1.40 %
	Category 5: Products applied to the face and body using the hands (palms), primarily leave-on
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on
0.06 %
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on
0.05 %
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on
0.05 %
Category 5D: Baby Creams, baby Oils and baby talc
0.017 %
Category 6: Products with oral and lip exposure
Prohibited %
	Category 7: Products applied to the hair with some hand contact
Category 7A: Rinse-off products applied to the hair with some hand contact
0.04 %
Category 7B: Leave-on products applied to the hair with some hand contact
0.04 %
Category 8: Products with significant anogenital exposure
0.017 %
Category 9: Products with body and hand exposure, primarily rinse off
0.10 %
	Category 10: Household care products with mostly hand contact
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products)
0.10 %
Category 10B: Household aerosol/spray products
0.63 %
	Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
0.017 %
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
0.017 %
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin
16.00 %
	Notes:
IFRA FLAVOR REQUIREMENTS:
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards.

Recommendation for lilyall flavor usage levels up to:
	not for flavor use.