Lyral

Lyral Basic information
Product Name:Lyral
Synonyms:HYDROXYMETHYLPENTYLCYCLOHEXENE-CARBOXYALDEHYDE;4-(4-Hydroxy-4-methylpentyl)cyclohex-3-encarbaldehyd;4-(4-HYDROXY-4-METHYLPENTYL)-3-CYCLOHEXENE-1-CARBOXALDEHYE;LYRAL;HYDROXYISOHEXYL 3-CYCLOHEXENE CARBOXALDEHYDE;New-Lilialdehyde;4(or3)-(4-hydroxy-4-methylphenyl)-3-cyclohexen-1-carboxyaldehyde;1-Formyl-4-(4'-hydroxy-4'-methylpentyl)-3-cyclohexene
CAS:31906-04-4
MF:C13H22O2
MW:210.31
EINECS:250-863-4
Product Categories:C10 to C21Organic Building Blocks;Aldehydes;Alkenes;Carbonyl Compounds;Cyclic
Mol File:31906-04-4.mol
Lyral Structure
Lyral Chemical Properties
Boiling point 289.85°C (rough estimate)
density 0.995 g/mL at 20 °C
refractive index 1.486-1.493
Fp 93 °C
storage temp. 2-8°C
solubility Benzene (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form neat
pka15.31±0.29(Predicted)
color Colourless to Pale Yellow
Odorat 100.00 %. floral muguet cyclamen rhubarb woody
Odor Typefloral
InChIKeyORMHZBNNECIKOH-UHFFFAOYSA-N
LogP2.080
CAS DataBase Reference31906-04-4(CAS DataBase Reference)
EPA Substance Registry System3-Cyclohexene-1-carboxaldehyde, 4-(4-hydroxy-4-methylpentyl)- (31906-04-4)
Safety Information
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 2
RTECS GW2850000
10-23
MSDS Information
ProviderLanguage
SigmaAldrich English
Lyral Usage And Synthesis
Chemical PropertiesColorless liquid
Chemical PropertiesLyral is a colorless, viscous liquid with a sweet odor reminiscent of lily of the valley. The aldehyde can be prepared by a Diels–Alder reaction of myrcenol and acrolein in the presence of a Lewis catalyst (e.g., zinc chloride).
Reaction ofmyrcenol with acrolein at elevated temperatures, without a catalyst, yields a 70 : 30 mixture of the 4- and 3-substituted cyclohexene carboxaldehydes .This mixture is a commercial product. The title compound has excellent fixative properties and is used especially in soap and cosmetics perfumery:
Useshydroxyisohexyl 3-cyclohexene carboxaldehyde is fragrance with a light floral scent. It may cause skin irritation.
UsesLyral (mixture of isomers) is a suspected fragrance allergen.
Trade nameLydocal (Hangzhou), Lyral® (IFF)
Contact allergensLyral ? is a synthetic blend of two isomers, and one of the most frequently encountered allergen in perfumes. It has to be listed by name in the ingredients of cosmet- ics in the EU, according to the seventh amendment of the cosmetic directive 76/768/EEC.
Lyral Preparation Products And Raw materials
Raw materials(E)-N,N-Diethyl-3,7-dimethyl-2,6-octadiene-1-amine-->7-OCTEN-2-OL, 2-METHYL-6-METHYLENE-->Acrolein
2,6-DIMETHYL-6-HEPTEN-2-OL Dihydromyrcenol Lily aldehyde Cyclopentanecarbaldehyde Cyclohexene SCHIFF'S BASE-LYRAL AND METHYL ANTHRANILATE,Lyral,methylanthranilateSchiff’sbas DIHYDROXY BENZALDEHYDE Salicylaldehyde 4-Hydroxybenzaldehyde METHYL ANTHRANILATE/LYRAL 3-Cyclohexene-1-carboxaldehyde Vanillin TERT-AMYL METHYL ETHER TRANS-5-DECEN-1-OL CHLOROPHOSPHONAZO III Lyral Cyclohexene oxide

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