Ionone, methyl

Ionones and Methyl Ionones Manufacture. The discovery of ionones and methyhonones was an early example of the need to develop synthetic fragrance materials because of the high cost of natural materials. The aroma of violet flowers was important to perfumery and led to the development of ionones and methyhonones at the end of the nineteenth century. 

In detergent perfumes, the stabiUty of vanillin is not always certain. It depends on the association made with other raw materials, eg, with patchouli, frankincense, cloves, most of the animal notes, and such chemicals as amyl saUcylate, methyl ionones, heflotropin, gamma undecalactone, linalool, methyl anthrarulate, benzyl acetate, phenyl ethyl alcohol, cedar wood derivatives, oak mosses, coumarin, benzoin. Pern balsam, and cistus derivatives. In some cases, these mixtures can cause discoloration effects. 

The use of high concentrations of vanillin in soap perfumery can cause discoloring effects over time, dark or black spots appear on the soap and foaming power is reduced. In some cases, however, the use of Rhodiarome ethylvanillin is possible, because ethylvanillin [121 -32-4] does not cause the same discoloration problems and, being at least three times more powerful than vanillin, can be used alone. Some surprising cases show that with oak or tree mosses and large amounts of methyl ionones, the soap perfume may look fine and have a low discoloration, and yet over time vanillin crystals can appear on the soap itself. 

Primary+secondary removal benzyl acetate=86.4-99.9 methyl salicylate=92.0-99.9 methyl dihydrojasmonate=81.9-99.9 terpineol=95.4-99.9 benzyl salicylate=90.3-99.9 isobornyl acetate=84.5-99.9 g-methyl ionone=83.1-99.8 p-f-bucinal=84.8-99.3 hexylcinnamaldehyde=95.3-99.9 hexyl salicylate=96.4-99.9 OTNE=51.4-99.4 acetyl cedrene=71.3-99.9... 

Methylidine chloride, 6 249 Methylidyne complex, 26 949 Methyliminodiacetic acid (MIDA), 19 265 Methyl iodide, 14 376 Methyl ionone, 3 232 a-iso-Methylionone, 24 562, 566 a-n-Methylionone, 24 565 p-iso-Methylionone, 24 566 P-n-Methylionone, 24 565 Methyl isoamyl ketone (MIAK),... 

Irone (6-methyl-ionone, -trans-(a)-4/-[2,5,6,6-tetramethyl-cyclohex-2-yl]but-3z-en-2-one) [79-69-6] M 206.3, b 85-86°/0.05mm, 109"/0.7mm, dj 0.9340, n, 1.4998. If large amounts are available then fractionate through a Podbielniak column or an efficient spinning band column, but small amounts are distilled using a Kiigelrohr apparatus. The 4-phenyl-semicarbazone has m 174-175° (165-165.5°). [IR Seidel and Ruzocka HCA 35 1826 1952-, Naves HCA 31 1280 1948. Lecomte and Naves J Chimique Physique 53 462 1956]. 

Currant Cyclohexyl butyrate Guaiol acetate (black currant) Linalyl acetate, isobutyrate, propionate (black currant) Methyl ionone Methyl propionate (black currant). 

Raspberry Benzyl salicylate alpha-tonone Isobutyl cinnamate Methyl ionone Neryl acetate Santa lol. 

Initially, at the beginning of the present century, the traditional structure of the earlier perfumes was for the most part retained. "Fresh" natural materials such as bergamot and lemon, in combination with other essential oils, formed a large proportion of the composition, supported by animal and balsamic fixatives. To these were added the newly discovered synthetic and derived materials such as vanillin, coumarin, hydroxycitronellal, vetiveryl acetate, and methyl ionone, to-... 

A typical example of such a perfume is Tresor, in which 80% of the formula is made up of four ingredients methyl ionone, Iso E super, Hedione, and Galaxolide, all materials that seem to lend themselves particularly well to this type of formulation. Frequently in such perfumes the traditional fresh top note is entirely missing, being replaced... 

In his articles entitled "A Method of Creation in Perfumery" Carles (1961) recommended the systematic study of important materials such as oakmoss, patchouli, and methyl ionone by making combinations of them with a great variety of products, both defined synthetic materials and naturals as well as bases and specialities, beginning with two or three materials and then going on to five or six. Much of the work was purely empirical, done by combining the materials in a number of mathematical proportions, for example, 1 1 1,3 1 1, or 3 3 1, before allowing the inspiration and originality of the student to select and... 

The division into top, middle, and base is of course somewhat arbitrary depending on where we draw the line between the three types of product. There is also considerable difference of opinion between perfumers as to the interpretation of evaporation tests carried out on smelling strips. Helmut Fuhrer (1970), for example, places benzyl salicylate and methyl ionone among the top notes, while Carles (rightly in our opinion) includes them among the base notes. The curious placing of benzyl salicylate by Fuhrer may perhaps be explained by its apparent weakness of odor particularly after any trace impurities have evaporated. Methyl ionone we would place near the top of the base... 

Another technique much used in the past, though less popular today, was to take well-known products such as methyl ionone, vetiveryl acetate, or hydroxycitronellal—materials that themselves could often form 10-20% of a finished perfume—and decorate them with a number of other synthetic and natural materials to form a base with much of the complexity and "roundness of a finished perfume. Many such bases, for example, Althenol and Selvone (used in Ma Griffe), were created by Carles to be used not only by himself but also by client perfumers who lacked perhaps the same level of technical proficiency. 

The base note also contains the important accord between methyl ionone (10%), vetiveryl acetate, sandalwood, musk ketone, and originally musk ambrette. These materials together with the carnation make up the immediately recognizable central character of the perfume. 

An important innovation has been the use of Iso E Super (6%) as the main woody material, forming an accord with the musk complex and methyl ionone (10%). Methyl ionone is one of the most versatile materials used in perfumery. Although it occurs in a number of different isomeric forms (see Appendix D), the qualities most widely... 

Whereas in L Air du Temps it is the woody-iris character of the methyl ionone that develops in combination with the vetiveryl acetate, in Paris it forms the basis of a violet accord, with Iso E Super as the woody note. Iso E Super, one of the most important of the newer synthetics, is another chameleon-type product combining woody and amber aspects with some of the character of methyl ionone. Used in Paris as part of the L Air du Temps structure, it forms a natural link between the other materials and the violet accord. 

Despite the 70 odd years that separate the two perfumes Oscar de la Renta shows a remarkable similarity in its overall conception to that of L Origan. Whether or not it was originally formulated, as was L Origan, around the use of bases, we may conveniently describe its composition along the same lines. At the heart of the perfume is a similar combination of methyl ionone, an ambreine note, carnation, and or-... 

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