Muguet odor

Chemical purity and organoleptic purity are not synonymous. For example, the aldehyde (Structure 1) was discovered when a sample of the alcohol (Structure 2) was found to have the expected muguet (lily of the valley) odor (21). The alcohol was prepared from 4-f-amylcyclohexanone (Structure 3) by the scheme shown in Fig. 2. The reduction product contained mostly the desired alcohol (Structure 2) but with some of the isomeric material (Structure 4) in which the double bond had moved into the ring. Flowever, gc-sniffing revealed that neither of these was responsible for the muguet odor of the sample, but rather that it was caused entirely by a tiny trace of aldehyde (Structure 1). Unless organoleptic purity is verified by such techniques, a risk of mistaken attribution of an odor... 

Use Perfumery (fixative, muguet odor), flavoring, soap and cosmetic fragrances. 

ADAPT has been developed and used by Jurs in a wide range of S AR applications. In the field of olfaction, these include the correlation of odour intensities for 58 structurally and organoleptically diverse odorants (Edwards and Jurs, 1989), and the investigation of the relationship between molecular structure and musk odour (Jurs and Ham, 1977 Ham and Jurs, 1985 Narvaez et al., 1985). To date, no one has used pattern-recognition techniques in the study of muguet odorants. 

Properties Colorless liq. powerful fresh floral-muguet odor m.w. 204.3 flash pt. 134 C Uses Fragrance in cosmetics, perfumes. 

Lyral (68) [31906-04-4] is another important fragrance ingredient produced from myr-cene. This hydroxy aldehyde has a sweet, hght, floral (muguet) odor with excellent tenacity and radiance. More than 2000 tonnes are produced annually and sold under a variety of tradenames, such as Kovanol, HydroxyEmpetal, and LandoM in addition to the original, Lyral [82, 83],... 

Availability until recently, there was no known way to obtain, at any cost, the natural odor concentrates of muguet, lilac, gardenia and a great deal of other flowers we do not know how to raise the whale population that would be needed to satisfy our demand for ambergris odor. 

Since the blossom oil of lily of the valley is not commercially available, the perfumers have to rely on synthetic substitutes, such as hydroxy-citronellal (1), Lilial (3) and Bourgeonal (6) to create their muguet fragrances. The oldest lily of the valley odorants, hydroxycitronellal and cyclamen aldehyde (2) (Winthrop Chem. Corp., 1929), were discovered by chance. Serendipity still continues to play an important role. Anselmi et al. (1992) synthesized and organoleptically screened a series of 38 tetrahydropyranyl ethers. This class of compounds was chosen because of their ease of synthesis and purification, and because of their stability in alkaline media, conditions under which aldehydes tend to undergo aldol condensations. Two compounds (24 and 25) were described as having a white, floral odour reminiscent of hydroxycitro-... 

All four isomers of farnesol (111) are found in nature and all have odors in the muguet and linden direction. The commonest is the ( , )-isomer that occurs in, among others, cabreuva and ambrette seed, while the (Z, )-isomer has been found in jasmine and ylangylang, the ( , -isomer in cabreuva, rose, and neroli, and the (Z,Z)-isomer in rose. Nerolidol (113) is the allylic isomer of farnesol and exists in four isomeric forms two enantiomers each of two geometric isomers. 

Florhydral possesses a fresh floral and melon odor. It is reminiscent of the flavoring qualities found in convallaria majalis (commonly known as lily-of-the valley or muguet) and linden blossom. It has a threshold odor of 0.07 ngl and may be used to improve the floral character of an aroma composition by adding a watery or dewy quality. With its floral, fresh, trendy, and natural odor, it conveys together with other aroma compounds the perfume Good life woman (Davidoff, 1999), the typical fresh, marine, and ozonic touch. In citrus products it enhances the intensity with significant effects on the freshness. (-H)-Florhydral was found to be a much more powerful odorant than its (-)-enantiomer, which would encourage the further search for an improved asymmetric version of the hydroformylation [163]. 

An entirely unsolved problem concerns the iso-selective hydroformylation of tertiary olefins. Thus, it is known that 2-methyl-indanyl-2-carbaldehydes and then-corresponding alcohols can show a distinct odor impression. The subsequently illustrated branched alcohol was found as a new member of floral muguet (Uly-of-the valley)-type odorants (Scheme 6.79) [5]. The compound can be considered as a conformationally restricted analog of Majantol , a trademark of Haarmann Reimer (now Symrise) and Wacker, which is now also manufactured by Shanghai Richem. 

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