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Names | |
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Preferred IUPAC name 4-(4-Hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde | |
Other names Lyral, Kovanol, Mugonal, Landolal | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.046.225 |
EC Number |
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PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C13H22O2 | |
Molar mass | 210.317 g·mol−1 |
Density | 0.995 g/mL at 20 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Hydroxymethylpentylcyclohexenecarboxaldehyde (HMPCC) is a synthetic fragrance known by the trade names Lyral, Kovanol, Mugonal, Landolal. It is found in some soaps, eau de toilettes, aftershaves and deodorants.
Typical synthesis starts from myrcene [2] and involves a Diels–Alder reaction with acrolein to produce the cyclohexenecarbaldehyde group, this species is marketed as a fragrance in its own right, most commonly under the name 'myrac aldehyde'. Acid-catalyzed hydration of this completes the synthesis by forming the tertiary alcohol.
Lyral is known to act as a skin allergen and is listed as such in EU Directive 76/768/EEC. [3] It is commonly tested for in patients undergoing patch testing. [4]