Vanillin vanilla

So far, 70 upper secondary chemistry students from six different learning groups have visited, with their teachers, the non-formal laboratory environment on vanilla/vanillin in the university laboratory in Bremen. Prior to the visit, almost all students indieated that they look forward with great interest to the outreach laboratory experience. Almost 90% of students agree totally, mainly or at least partially with the statement that it would be important to do something different to the format given at school. This is a typical ratio like most other data on expectations fit those data gathered in the other modules. 

The determination of the isotopic composition of the carbon in organic compounds has become a useful tool in differentiating between natural and synthetic products. Both the determination of the stable isotopic ratio of and and the determination of the 0 have been sucessfully applied to a variety of products to determine sophistication (10, 11). Since the application of GC isolation and stable isotope ratio analysis was successful in the detection of vanilla/vanillin sophistication (4), it was decided to apply the same methodology to cinnamon/cinnamic aldehyde. As can be seen from Table 1, this procedure could not differentiate between natural and synthetic cinnamic aldehyde the natural compound apparently is biosynthesized via the Calvin cycle, and synthetic... 

CaH803. Fine white needles, m.p. 82°C, b.p. 285°C, strong vanilla odour, characteristic taste. It occurs extensively in nature, and is the odoriferous principle of the vanilla pod it can be obtained from the glucoside coniferin. Vanillin is made commercially from the ligno-sulphonic acid obtained as a by-product in the manufacture of wood pulp. It is one of the most important flavouring and perfuming... 

VANILLIN In vanilla beans of course. But never more than 2%. This stuff is bought as a synthetic and is cheap and legal. 

When making vanillin from guaiacol the chemist can smell success because the product will have an intense vanilla odor. One can even flavor cookies with the stuff (true ). This Riemer-Tiemann method is also an excellent way to get salicylal-dehyde from phenol in yields of up to 50%. The chemist does everything the same except uses NaOH instead of KOH. 

Cha.ra.cter Impa.ct Items. The character impact item is a chemical or blend of chemicals that provide the principal portion of a flavor s sensory identity, ie, when tasted and/or smelled, the item is reminiscent of the named character, eg, vanillin is the character impact item for vanilla flavors (Table 6). A character item for one flavor can contribute to another flavor in a different way, for example, ethyl oenanthate is a character item for the grape flavor of the Vinus vinifera type and is a contributor to the flavor of the concord grape, ie, the labmska-type grape. 

Vanilla flavoring in bakery goods, confectionery, and many fro2en desserts need not be natural vanilla. The artificial and synthetic vanilla flavors that are used include vanillin [121-33-5] from lignin (wood pulp), ethyl vanillin [121 -32-4] and vanitrope [94-86-0], the latter two are synthetics. Over 90% of the U.S. market for vanilla flavor contains vanillin. These synthetics continue to dominate the market because of availabiUty, quahty, and relatively low and stable prices. 

Taste and Flavor. The taste effect is generally sweet, but depends strongly on the base of preparation. Eor tasting purposes, vanillin is often evaluated in ice-cold milk with about 12% sugar. A concentration of 50 ppm in this medium is clearly perceptible. Vanilla is undoubtedly one of the most popular flavors its consumption in the form of either vanilla extracts or vanillin is almost universal. 

The food flavor industry is the largest user of vanillin, an indispensable ingredient in chocolate, candy, bakery products, and ice cream. Commercial vanilla extracts are made by macerating one part of vanilla beans with ten parts of 40—50% alcohol. Although vanillin is the primary active ingredient of vanilla beans, the full flavor of vanilla extract is the result of the presence of not only vanillin but also other ingredients, especially Httle-known resinous materials which contribute greatly to the quaUty of the flavor. 

In flavor formulations, vanillin is used widely either as a sweetener or as a flavor enhancer, not only in imitation vanilla flavor, but also in butter, chocolate, and aU. types of fmit flavors, root beer, cream soda, etc. It is widely acceptable at different concentrations 50—1000 ppm is quite normal in these types of finished products. Concentrations up to 20,000 ppm, ie, one part in fifty parts of finished goods, are also used for direct consumption such as toppings and icings. Ice cream and chocolate are among the largest outlets for vanillin in the food and confectionery industries, and their consumption is many times greater than that of the perfume and fragrance industry. 

The work of several flavors always corresponds to an optimized work of assembling these four notes into a given direction, starting with a basis or a body note. Vanillin and etbylvanillin belong to the category of body notes. Vanilla extracts, owing to more than 200 minor components in addition to vanillin, are considered a queue note. 

Perfumes and Cosmetics. Vanillin, a crystal, is the main constituent of the vanilla bean. Its importance can be illustrated by the fact that human preferences in fragrances and in flavors, as determined by various studies, comprise three main smells or tastes rose, vanilla, and strawberry. 

Flavors, emulsifiers, or cocoa butter are often added during conching. The flavoring materials most commonly added in the United States are vanillin, a vanillalike artificial flavor, and natural vanilla (25) (see Flavors AND SPiCEs). Cocoa butter is added to adjust viscosity for subsequent processing. 

M. T. Belay and C. E. Poole, Determination of vanillin and related flavor compounds in natural vanilla exti acts and vanilla-flavored foods by thin layer chromatography and automated multiple development , Chromatographia 37 365-373(1993). 

Vanillin, CgHgOj, is one of the most important synthetic perfumes. It is the active odorous ingredient of the vanilla pod, in which it occurs to the extent of about 2 per cent., appearing on the surface of the bean as a fine white crystalline efflorescence. It occurs naturally also in Sumatra benzoin (about 1 per cent.), Siam benzoin (15 per cent.), and the balsams of Tolu and Peru (traces). Numerous other bodies have been recorded as containing it, such as asafoetida, beetroot and asparagus, the seeds of Lupinus albus, the seeds of Sosa canina, etc. 

Vanillin forms fine white" needles melting at 81° to 82°, or when. absolutely pure at 82° to 84°, and possessing an intense vanilla odour. Some of the cheaper commercial samples are heavily adulterated with the quite odourless compound, acetanilide. The effect of this body is to lower the melting-point even if present in large quantity, but it is very easily detected, as by boiling with solution of potash, aniline is formed. 

In examining vanilla beans the determination of the vanillin is a matter of importance. Busse recommends the following process for the determination 20 grams of the pods, crushed with sand, are exhausted with ether in a Soxhlet tube, and the ethereal extract is shaken out with 20 per cent, sodium bisulphite solution. From the latter, vanillin is removed by treatment with dilute H SO, the SO2 generated removed by a current of CO, and the vanillin extracted by shaking out with ether, evaporating the solvent and weighing the residue. In East African vanilla the author found 2 16 per cent, of vanillin, in that from Ceylon 1 48 per cent., and in Tahiti vanilla from 1-55 to 2 02 per cent. Tiemann and Haarman found in the best Bourbon vanilla 1 94 to 2-90 per cent., in the best Java vanilla 2 75 per cent., and in Mexican vanilla from 1-7 to 1 9 per cent. Tahiti vanilla sometimes contains less than 1 per cent, of vanilla. 

Hanus has more recently recommended the following method for the determination of vanillin in vanilla beans and in preparations thereof. Three grams of the crushed pods are extracted for three hours in a Soxhlet tube with ether, the solvent distUled off cautiously, and the residue dissolved in a little ether, the solution filtered and the filtrate evaporated cautiously. The residue is treated with 50 c.c. of water at 60° on a water-bath 0 25 gram of weto-nitrobenzhydrazide is then added to the aqueous solution in a stoppered flask, which is kept for two to three hours... 

Essence of Vanilla.—The substance sold under this name is, properly, a spirituous extract of the vanilla bean. Many samples, however, are little more than alcoholic solutions of artificial vanillin, coloured with caramel. Some samples, which cannot be described as adulterated, contain a little coumarin or other odorous substance, added to varj- the characteristic vanillin odour and flavour somewhat. 

Tests for Caramel.—Valuable indications of the nature of an extract are obtained in the process of determination of vanillin and coumarin. Pure extracts of vanilla beans give, with lead acetate, a bulky, more or less glutinous, brown-grey precipitate, and a yellow or straw-coloured filtrate, whereas purely artificial extracts coloured with caramel give a slight dark brown precipitate and a dark brown filtrate. If both vanilla bean extract and caramel are present the precipitate is more or less bulky and dark coloured, and the filtrate is more or less brown. The soluticm remaining after extraction of the vanillin and coumarin with ether, if dark coloured, should be tested for caramel. 

Commercial essence of vanilla is usually made with about 5 per cent, of vanillas, the menstruum varying in strength from 40 to 50 per cent, alcohol in the best varieties. Sugar is sometimes added, but not always. The average vanillin content is O l to 0 2. Much higher values than these indicate the presence of synthetic vanillin. 

Aromatic aldehydes. Benzaldehyde, vanillin, and cinnamaldehyde are aldehydes with pleasant aromas that are found in almonds, vanilla beans, and cinnamon, respectively. 

Ethyl vanillin is a synthetic compound that is three and a half times stronger in flavor than real vanilla, although the flavor is not quite the same. Because it is less expensive and keeps better during storage and transport, ethyl vanillin is used as a substitute for vanilla in foods and perfumes. 

Vanilla is a complex mix of many compounds, such as vanillin and related esters. 

The long fermenting process converts several glucosides into glucose, vanillin, and other complex aromatic flavors. The vanilla beans can be further processed by extracting soluble compounds in ethanol and water mixtures, resulting in vanilla extract. 

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