Nerol acetate

Nerol 70. See Nerol Nerol acetate. See Neryl acetate Nerolex FCC. See Nerol Neroli bigarade oil Neroli bigarade oil, Tunisian. See Orange (Citrus aurantium dulcis) flower oil Neroli bigarde oil. See Bitter orange (Citrus aurantium amara) oil Nerolidol Nerolidol. See Tri methy Idodecatrieneol Nerolin Nerolin bromelia Neroline. See 3-Naphthyl ethyl ether... 

Synonyms Acetic acid 3,7-dimethyl-octa-2,6-dienyl ester cis-3,7-Dimethyl-2,6-octadien-1-ol acetate cis-3,7-Dimethyl-2,6-octadien-1-yl-acetate Nerol acetate 2,6-Octadien-1-ol, 3,7-dimethyl-, acetate, (Z)-Definition Ester of nerol and acetic acid Empirical C12H20O2 Formula ... 

Acid-catalyzed esterification of nerol and geraniol with acid anhydrides produces the corresponding esters. The acetates and isobutyrates are also avaUable commercial products. U.S. production of neryl acetate [141-12-8] in 1993 was 18 t at a price of 11.56/kg and that of geranyl acetate [105-37-3] was 132 t at a price of 9.86/kg (67). 

Linalool can also be made along with nerol and geraniol via the hydrochlorination of myrcene. After conversion of the chlorides to acetates followed by saponification of the acetates, the mixture of alcohols is obtained. Fractionation of the mixture gives linalool in about 95% purity, but the presence of close boiling impurities prohibits manufacture of a perfiimery-quahty product. 

Uses ndReactions. Linalool can be estetified to linalyl acetate by reaction with acetic anhydride. Linalyl acetate [115-95-7] has a floral-fmity odor, reminiscent of bergamot and lavender. The price of the acetate in 1995 was 14.30/kg (45). Linalool is subject to dehydration and to isomerization to nerol and geraniol during the esterification. However, if the acetic acid formed during the esterification is removed in a distillation column, the isomerization can be minimized and good yields of the acetate obtained (130). 

Nernst-Einstein equatioon, 5 587 Nernst equation, 9 571 12 206 19 206 Nernst-Planck equation, 9 612-613 Nerol, 3 233 24 479, 501, 503-506 grades of, 24 505 hydrogenation of, 24 506 price of, 24 505 Nerolidol, 24 546-547 Neroliodyl acetate, 24 547 Nerve agents, 5 815, 818-821 Neryl, 24 479 Neryl esters, 24 505 Nesmeyanov reaction, 3 75 Nested fullerenes, 12 231 Nested situations, amount of coverage in experimental design texts compared, S 395t... 

In the presence of acids, linalool isomerizes readily to geraniol, nerol, and a-terpineol. It is oxidized to citral by chromic acid. Oxidation with peracetic acid yields linalool oxides, which occur in small amounts in essential oils and are also used in perfumery. Hydrogenation of linalool gives tetrahydrolinalool, a stable fragrance material. Its odor is not as strong as, but fresher than, that of linalool. Linalool can be converted into linalyl acetate by reaction with ketene or an excess of boiling acetic anhydride [34]. 

The most important and frequently used terpene esters in flavours are the acetates of nerol, geraniol, citronellol, linalool and isoborneol [12], As discussed before, all these terpene alcohols are available both from renewable resources and from petrochemical origin. Acetic acid can be obtained from renewable resources by pyrolysis of wood as wood vinegar, and also by synthesis from petrochemical origin. 

The first data about the bioconversion of farnesol date back to the sixties its degradation pathway is similar to that of geraniol and nerol. Seubert [139] showed that the degradation of farnesol by Pseudomonas citronellolis proceeds through the oxidation of C-l to give famesic acid, followed by carboxylation of the -methyl group. Subsequently, the 2,3-double bond of the dicarboxylic acid is hydrated to a 3-hydroxy acid which is then acted upon by a lyase resulting in the formation of a /Tketo acid and acetic acid. The /Tketo acid readily enters the fatty acid oxidation pathway [29]. 

Methyl heptanol Nerol n-Nonanol n-Octanol a-Terpineol Terpinen-4-ol Undecanol Terpinyl acetate Valencene... 

Potassium fluoride can also be used as a base in the Pd(0)-catalyzed reactions of 149 with allylic acetates, as shown in Scheme 33 (94MI1). Sinou and co-workers reported that the acetates of the isomeric geraniol, nerol, and linalool gave similar mixtures of final sulfides 150e (94MI1). 

Calandre was created in 1968 to reflect the metallic theme used at that time by Paco Rabanne in his fashion designs. Although it follows the same general pattern as Madame Rochas, both the rose and muguet notes show interesting developments. The use of rose oxide and diphenyl oxide in combination with geranium, nerol, and geranyl acetate as part of the rose complex provides much of the "metallic" character. 

The essential oil is a pale yellow with a light, bitter-sweet floral odour. The absolute is darker and more viscous with an odour closer to the original flower. The main chemical components of the essential oil are the alcohol lin-alool (30-37%), the ester linalyl acetate (6-17%) and monoterpenes limonene (12-18%) and [3-pinene (12-15%). Also present geraniol (2-3%), nerol (1-3%), nerolidol (3-6%), citral and jasmone. Both the plant and the essential oil have many established uses. The essential oil is considered to be one of the most effective as a sedative, carmative and antidepressant and often used to treat insomnia. It is also claimed to be relaxant for smooth muscle (internal, involuntary muscles) especially those of the gut. Suitable for all skin types, both the essential oil and hydrolat are versatile materials for the aromatherapist. Considered safe as it is nonirritant and non-sensitizing and an example of a non-phototoxic citrus essential oil. 

Isoprene reacts with dimethylallyl chloride in the presence of CuC1-A1203 to yield geranyl chloride, neryl chloride, lavandulyl chloride, and myrcene(12) 111 reaction of (39 X = C1) with antimony trichloride gives (E)- and (Z)-2,6-dimethylocta-2,5,7-trien-4-one.111 (E)- and (Z)-3,7-Dimethylocta-3,6-dien-l-ols, geraniol (8), nerol (18), and the dienol (40) are prepared from isopentenyl acetate and prenyl chloride... 

PROP Consists mainly of eugenol and chavicol (55-65%), major portion of balance consists of terpenes (a-pinene, myrcene, and dipentene), small quantities of citrol, nerol, cineol, and other terpenoids have also been found (FCTXAV 11,855,73). YeUow or brown liquid aromatic odor, pungent, spicy taste. Sol in ale and glacial acetic acid. 

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