Eugenol vanilla

Benzoin tincture contains 10% benzoin in alcohol, while the compound formulation also contains 2% aloes, 8% storax, and 4% tolu balsam in alcohol. Occasionally, allergic contact dermatitis occurs to these preparations or derivatives in Ar-ning s tincture (besides benzoin, tumenol ammonium, anthrarobin, and ether), adhesives, water repellent barrier creasms, lozenges, and cosmetics (Spott and Shelley 1970). Cross-reactions occur to balsam of Peru, storax, eugenol, vanilla, a-pinene, benzyl alcohol, and benzyl cinnamate (Hjorth 1961). 

Safrole is used for the preparation of heliotropine, which is mainly used in vanilla flavours. Safrole has to be converted into isosafrole by alkali treatment or ruthenium or rhodium catalysis analogous to the eugenol to isoeugenol conversion before it can be oxidised to heliotropine using chromic acid as a catalyst [13] (Scheme 13.12). 

For example, vanillin can be obtained via at least five different ways (i) by isolation from the orchid (Vanilla planifolia), which is a very expensive method (ii) by tissue culture followed by extraction (iii) by microbial transformation of eugenol, the main compound of clove (iv) from lignine by synthesis, and (v) from guaiacol, a natural aroma compound, with comparable molecular structure. Only the vanillin obtained via the first three methods is natural. The other routes afford a nature-identical vanillin. 

The flavoring vanillin occurs naturally as glucovanillin (a glucoside) in the vanilla bean (Section 20-5). It is made commercially in several ways. One is from eugenol, itself a constituent of several essential oils ... 

Chardonnay wines in contact with Hungarian and Russian oak wood with low oak lactone contents scored well for oak wood sensory attributes. GC-sniffing analysis of these woods concluded that such other components as eugenol and the cis and trans isomers of isoeugenol, together with guaiacol and its derivatives, also contributed to the spicy , clove , cinnamon , and woody/oaky aromas. Oak lactones, on the other hand, elicited the odour descriptors sweet , vanilla , and oaky (Dfaz-Maroto et al. 2008). 

The conversion of eugenole into iso-eugenole and of safrole into iso-safrole is accomplished by boiling with alcoholic potassium hydroxide. The oxidation products of these ethers are other important essential oil constituents. Eugenole yields the corresponing aldehyde which is known as vanillin, the chief constituent of vanilla beans from which vanilla extract is made. Safrole by oxidation yields a compound known as piperonal also as heliotropine. It has the odor of heliotrope flowers and is used as artificial heliotrope essence. These latter compounds and also constituents of other essential oils will be considered in detail later in their proper chemical relationship (p. 66i, etc.). 

Vanillin Eugenol Serratia species, Klebsiella species, Enterobacter species Vanilla... 

Vanillin Ferulic acid,eugenol, isoeugenol Corynebacterium glutamicum, Pycnoporus cinnabar-inus, Serratia species,Kleb-sella species, Enterobacter species. Pseudomonas species, Aspergillus niger Vanilla... 

Vanillin has been known as a flavouring substance since about 1816, and by 1858 the pure chemical had been obtained from ethanolic extracts of vanilla beans. It was not until 1872 that Carles established its correct formulation and in 1874, Tiemann and Haarmann reported it as 3-methoxy-4-hydroxy-benzaldehyde (Fig. 3.60). Finally, Reimer synthesized vanillin from guaiacol and thus proved its chemical structure. For many years, the most important source of vanillin was eugenol, from which it was obtained by oxidation. Today, the major portion of commercial vanillin is obtained by processing waste sulfite liquors, the rest through fully synthetic processes starting from guaiacol [21 ]. 

Vanillin has a vanilla-like odour with a threshold of 0.02 ppm in water at 20°C [21 [, Ethyl vanillin (Fig. 3.60), which is 2 to 4 times stronger than vanillin, has not yet been found in nature. It is synthesized from eugenol, isoeugenol, or safrole. Both vanillin... 

C11H14O2, Mr 178.23, exists in cis (mp 35-36 °C) and in trans (mp 86°C) forms. The trans isomer has a sweet vanilla-like odor. Propenylguethol can be prepared from isosafrole by reaction with methylmagnesium chloride or by ethylation of iso-eugenol followed by selective demethylation with alkali [169]. 

Phenolic compounds are commonplace natural products. Vanillin gives the vanilla bean its flavor, eugenol is present in the oil of cloves, and thymol in thyme. 

At that time, the price of synthetic vanillin was approximately in the same range, between 180 and 800 dollars per kilogram, as the natural product from vanilla pods. Up to the end of the 1920s, eugenol from dove oil served as the starting material for vanillin production. 

Spicy OTW Allspice, nutmeg, peppery, eugenol. See also 1003 Vanilla. Eugenol, 120 Ag/1... 

In cosmetics, food and drinks industry, the demand of additives that cause the smell and taste of vanilla is far larger than natural methods of vanilla production can accommodate. This is why synthetically manufactured vanillin is often used as a cheap and readily available alternative. The current worldwide production of synthetic vanillin is roughly 10000 tons per year, with most of the processes starting either from lignin, eugenol or guaiacol." "" ... 

Eugenol (Eugenia), methyleugenol (Cassia) (D 22.2.1) Vanillin (Vanilla, orchids) (D 22.2.5)... 

With that said, the remainder of this chapter will present a discussion of the sensory characters of numerous aroma compounds. In some cases, the sensory descriptors are fairly constant across the population. This is generally the case for character impact compounds that singly define commonly known foods or food ingredients. For example, most people know eugenol as dove-like or vanillin as vanilla-like. The disagreanent comes when the aroma chemical is not clearly defined... 

Eugenol (in oil of cloves) Anethole (in oil of anise) Cinnamaldehyde (in oil of cinnamon) Vanillin (in oil of vanilla)... 

Phenols are found in several of the essential oils of plants, which produce the odor or flavor of the plant. Eugenol is found in cloves, vanillin in vanilla bean, isoeugenol in nutmeg, and thymol in thyme... 

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