Lavandulyl acetate

Two major components have been detected from adult male western flower thrips, Frankliniella occidentalis Pergande (Thysanoptera Thripidae) that are not present in females. They were identified as (i )-lavandulyl acetate and neryl (5)-2-methylbutanoate. The catch of males and females on traps was significant by the butanoate alone or by a 1 1 blend of the acetate and the butanoate, but the acetate was not active alone. 

One synthetic route to lavandulyl acetate starts with prenyl acetate, which dimerizes in the presence of a Friedel-Crafts catalyst, such as boron trifluoride-diacetic acid [74]. 

True French lavender grows in the Flaute Provence at an altitude of 600 1500 m. The plants are grown from seeds of the wild lavender ( population lavender). Lavender oil is produced in a yield of 10 25kg/ha. It has the following typical composition (%) m-ocimene (4 10), trans-odimene (1.5-6), 1,8-cineole (<1), camphor (<0.5), linalool (25-38), linalyl acetate (25-45), 1-terpinen-4-ol (2-6), and lavandulyl acetate (>2) [574-583a]. 

For hundreds of years the essential oil of lavender has been well appreciated for perfumery purposes [72]. Lavender oil is obtained by steam distillation from the fresh-flowering tops of Lavandula angustifolia Miller (Lavandula officinalis Chaix) [73]. It is a colourless or pale yellow, clear liquid, with a fresh, sweet, floral, herbaceous odour on a woody balsamic base [73, 74]. According to the European Pharmacopoeia, characteristic components of lavender oils are limonene, cineol, 3-octanone, camphor, linalool, linalyl acetate, terpinen-4-ol, lavandulyl acetate, lavandulol and a-terpineol. Adulterations commonly include blends of lavender oils with lavandin oil or spike oil, and the addition of synthetic linalool and linalyl acetate. In contrast, genuine lavender oils contain as main constituents (i )-linalyl acetate and (i )-linalool of high enantiomeric purity (Fig. 17.14). 

Geranyl acetate Lavandulyl acetate Methyl anthranilate... 

The true lavender (Lavandula officinalis) shown in the chromatogram is high in linalyl acetate, conforming to the ISO standard composition range of 25-45% and linalool ISO standard of 25-38%. True lavenders also may have between 5% and 30% lavandulyl acetate the GC for this sample shows quite a low value of 3.55%. Also characteristic of true lavender, the amounts of camphor and the oxide 1,8-cineole are low, but are increased in the other species. High ester and alcohol content makes this a desirable aromatherapy choice as it is gentle with no known contraindications. 

Lavender Lavandula officinalis (fi)-Linalool, (fl)-linalyl acetate, (fi)-lavandulyl acetate (38) 95,96... 

LAVANDIN ABSOLUTE see LCAOOO LAVANDIN BENZOL ABSOLUTE see LCAOOO LAVANDIN OIL see LCAOOO LAVANDULYL ACETATE see LCAIOO LAVATAR see CMY800 LAVENDEL OEL (GERMAN) see LCDOOO LAVENDER OIL see LCDOOO LAVENDER OIL, SPIKE see SLB500 LAVOFLAGIN see ABY900... 

A novel synthesis of the lavandulyl skeleton depends on the hydrolysis of the spiro-compound (71), obtainable by a carbene addition on the allene (72). The resulting alcohol is converted into the bromide (73) from which isolavandulyl acetate (74) can be obtained. Allyl rearrangement of the bromide (73) during acetolysis and subsequent formation of the hydrocarbon (75), also mentioned in this paper, has been previously observed (c/ ref. 114). Photochemical sensitized oxygenation of lavandulyl acetate (76) is described it yields the expected products (77) and (78). ... 

Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, acetate. See Lavandulyl acetate... 

Lavandula officinalis oil. See Lavender oil Lavandula oil Lavandula spica Lavandula spica oil. See Spike lavender oil Lavandulyl acetate... 

Methyl-5-(1-methylethenyl) cyclohexyl acetate. See DihydrocarvyI acetate 5-Methyl-2-(1 -methylethenyl)-4-hexen-1 -ol acetate. See Lavandulyl acetate 1-Methyl-4-(1-methylethyl) benzene. Seep-Cymene... 

Disodium lauramido MEA-sulfosuccinate Emcol 5310 Geropon SBL-203 Incrosul LMS Mackanate LM-40 Rewopol SBL 203 Rewopol SBL 203 G Rewopol SBL 203 P Varsulf SBL-203 247-327-7 Lavandulyl acetate 247-345-5... 

Fenchyl acetate Geranyl acetate Isobornyl acetate Isopulegyl acetate Lavandulyl acetate Linalyl acetate Myrcenyl acetate Neryl acetate Neryl butyrate Terpineol acetate Terpinyl acetate Ci2H2o03Si Phenyltriethoxysilane C12H20O4 Dibutyl fumarate Dibutyl maleate Diisobutyl maleate Ci2H2o04Sn Dibutyltin maleate C12H20O6... 

Lavandin Lavandula angustifolia X L. latifolia 1,000 Linalool (24—35%), lavandulyl acetate (28-38%)... 

Racemic lavandulol was prepared by hydrolysis of lavandulyl acetate (TCI America, Portland, OR) in 1 M NaOH in 95% ethanol. Racemic lavandulyl senecioate was synthesized by esterification of lavandulol as described above. 

M -CHiOH), 111 (24%, M -C3H7), 93 (17%, Nf.H2O-C3H7), 69 (90%, CsH9, and 41 (100%, 3115 ), indicative of a monoterpene alcohol. The con )ound was tentatively identified as the monoterpene alcohol lavandulol (1) by conq)arison with database spectra. The identification was verified with retention time matches on 3 GC capillary columns (DB-5, DB-17, and DB-WAX), and the mass spectrum matched t t of an authentic standard prepared by hydrolysis of commercial lavandulyl acetate (TCI America). 

Lavender oil has been reported to contain more than 100 components, including linalool, linalyl acetate, lavandulyl acetate, terpinen-l-ol-4, 1,8-cineole, camphor, 3-phellandrene, terpinolene, a-thujene, n-hexanal, n-heptanal, methyl amyl ketone, ethyl amyl ketone, perillaldehyde, perillyl alcohol, r/-bomeol, a-terpineol, a-pinene, limonene, lactones (4-butanolide, dihydrocoumarin, 4-methyl-4-vinyl-4-butanolide, 5-pentyl-5-pentanolide, 4,4-dimethyl-2-buten-4-olide, etc.), sesquiterpenes (caryophyllene, cadinene, etc.), fatty acids (propionic acid, isobutyric acid, caproic acid, p-coumaric acid, etc.), and others (list and horhammer). " ... 

FIGURE 3.3 Comparison of CI-MS data of lavandulyl acetate using methane (top), isobutane (middle), and ammonia (bottom) as reagent gases. (From McLafferty, F. W., and F. Turecek, Interpretation of Mass Spectra, 4th ed., University Science Books, Mill Valley, CA, 1993. Reprinted with permission.)... 

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