Lilial

Lilial
Names

IUPAC name 3-(4-tert-Butylphenyl)-2-methylpropanal
Other names 4-tert-Butyl-α-methyl-benzenepropanal 4-tert-Butyl-α-methyl-hydrocinnamaldehyde Butylphenyl methylpropional
Identifiers
CAS Number	80-54-6 (Racemic) 75166-31-3 (2R) 75166-30-2 (2S)
3D model (JSmol)	Interactive image
ChemSpider	1266494 (2R) 1363748 (2S) 199342
ECHA InfoCard	100.001.173
EC Number	201-289-8
PubChem CID	1549660 (2R) 1715213 (2S) 228987
RTECS number	MW4895000
UN number	3082
InChI InChI=1S/C14H20O/c1-11(10-15)9-12-5-7-13(8-6-12)14(2,3)4/h5-8,10-11H,9H2,1-4H3 Key: SDQFDHOLCGWZPU-UHFFFAOYSA-N
SMILES CC(CC1=CC=C(C=C1)C(C)(C)C)C=O
Properties
Chemical formula	C₁₄H₂₀O
Molar mass	204.31 g·mol⁻¹
Appearance	clear viscous liquid
Density	0.94 g/ml
Melting point	−20 °C (−4 °F; 253 K)
Boiling point	275 °C (527 °F; 548 K)
Solubility in water	0.045 g/l at 20 °C
log P	4.36
Pharmacology
Routes of administration	Topical
Related compounds
Related aldehydes	Bourgeonal Isobutyraldehyde Hexyl cinnamaldehyde 2-Methylundecanal
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Isobutyraldehyde
Hexyl cinnamaldehyde
2-Methylundecanal

Lilial (a trade name for lily aldehyde, also known as lysmeral) is a chemical compound commonly used as a perfume in cosmetic preparations and laundry powders, often under the name butylphenyl methylpropional. It is a synthetic aromatic aldehyde.

Lilial may be prepared via a number of routes but is typically produced via a crossed-aldol condensation between para-tert-butylbenzaldehyde and propanal, followed by hydrogenation of the intermediate alkene. This produces a racemic product.

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.

It can sometimes act as an allergen and may cause contact dermatitis in susceptible individuals.

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Wikipedia