Fuchsin-aldehyde reagent

A highly sensitive test for aldehydes is the Sc/iiff test. An aldehyde reads with the fuchsin-aldehyde reagent to form a characteristic magenta color. 

E) Schiflf s Fuchsin-AIdehyde Test. Place in a small beaker 15 ml of water and 5 ml of fuchsin-aldehyde reagent. Mix, and distribute solution equally into four clean test tubes. To the first tube add 2 drops of formaldehyde (40 per cent solution) to the second tube, add one drop of acetaldehyde and to the third one drop of acetone. The last tube serves for control. Observe the rate at which the color develops. 

Sduff s fuchsin aldehyde reagent. Dissolve 1 g of fuchsin (p-rosaniline hydrochloride) in 200 ml of water, with gentle warming. Cool and saturate with sulfur dioxide. Allow to stand for several hours. Add 1 g of decolorizing carbon, shake, filter, and dilute with water to 1 liter. 

Tollen s test, described previously, can be used to distinguish between the aldehyde and -the ether. Also, oxime formation with hydroxylamine, and Schiff test with the fuchsin-aldehyde reagent to fom a characteristic magenta color can be used. 

The Fuchsin Aldehyde. Te.sL —Ald( hyd( s restort color to Fuchsin Aldehyde Reagent wIktcms lo tones do not. riu reagent is a dilute solution of rosaniline or fuchsin hydrochloride ( inag( tit,a) that has been decolorized by sulfur dioxide. ... 

To 2 cc. of fuchsin-aldehyde reagent add 2 drops of acetaldehyde solution. Repeat the experiment, using in place of acetaldehyde 2 drops of (a) acetone, (6) benzaldehyde, (c) formaldehj de solution, and (d) acetophenone. 

This test is based on bromide s redox characteristic and the ability of bromine to give a color reaction with a solution of decolorized fuchsin. This reagent is also known as malachite green and by many authors as Schiff s reagent, owing to its use in a determination of aldehydes discovered by H. Schiff. 

For the reaction between a simple aldehyde and Schiff s reagent it has been postulated77 that a complex is formed between two molecules of the aldehyde and the fuchsin-sulfurous acid reagent and there is evidence to support this idea.78,79... 

Another way to distinguish aldehydes from ketones is to use Schiff s reagent. This is a solution of the red dye Basic Fuchsin, which is rendered colorless on treatment with sulfur dioxide. In the presence of an aldehyde the colorless solution turns magenta. 

Aldehydes and similar reducing substances are tested for by the permanganate test. A solution of 1 g. potassium permanganate in a litre of water is made up and 1 c.c. of this is added to 100 c.c. of acetone. The colour should persist for at least thirty minutes at 15 5 in the dark. In Germany, a silver nitrate test is included to detect aldehydes these can also be detected by SchifTs reagent (fuchsine-bisulphite). Light oils also reduce ammoniacal silver nitrate. They may be tested for as follows. 

Determine the aldehyde in the distillate prepared as directed under 65. Dilute 5—10 cc. of the distillate to 50 cc. with aldehyde-free alcohol, 50% by volume add 25 cc. of the sulfite-fuchsin soln. and allow to stand for 15 min. at 150. The solns. and reagents should be at 150 when they are mixed. Prepare standards of known strength and blanks in the same way. The comparison standards found most convenient for use contain o. 1, 0.2, 0.3, 0.4, 0.5, and 0.6 mg. of acetaldehyde. 

Fuchsin — sulfurous acid (Schiff s reagent for aldehydes). 

Sch iff reagent A reagent used for testing for aldehydes and ketones it consists of a solution of fuchsin dye that has been decolorized by sulphur dioxide. Aliphatic aldehydes restore the pink immediately, whereas aromatic ketones have no effect on the reagent. Aromatic aldehydes and aUphatic ketones restore the colour slowly. 

Different colorimetric methods have been developed for the determination of aldehyde and diketone contents in alcoholic beverages. Fuchsin, piperidine, 3-methylbenzothiazole-2-one hydrazone, 2-naphtol, and creatine have generally been used as reagents to produce colored compounds, the absorbances of which are measured at a wavelength between 630 and 660 nm or 500 and 550 nm. 

Schiff s reagent is an aqueous solution formed by combining p-rosaniline hydrochloride (basic fuchsin), sodium bisulfite, and concentrated hydrochloric acid (Eq. 25.10). The reagent reacts with aldehydes to produce an imine, also called a Schiff base, that is magenta or purple in color (Eq. 25.11). The mechanism for forming the addition product presumably involves nucleophilic attack of sulfur on the aldehydic carbonyl group. 

Soon after the formulation of glucose as a polyhydroxy aldehyde and of fructose as a polyhydroxy ketone, it became evident that the open-chain formulas would not account for all of the reactions of these sugars. Thus, the sugars give a negative test with the Schiff reagent (fuchsin and sulfu-rous acid) under the usual conditions of test although, under milder conditions, positive results are obtained 16). 

In the same period, Schiff also concocted the so called Schiff s reagent as a test to identify aldehydes this reagent is used today to determine the sequence of DNA fragments. It is a mixture of a fuchsine dye (which contains some aromatic amines) with sulfurous acid or bisulfite sulfonation by the latter dismpts the dye s conjugated chain and renders it colorless. In the presence of an aldehyde, a complex series of reactions with various products takes place initially the fuchsine s aromatic amines react with the aldehyde to produce aldimines, which further react with bisulfite to produce resonance-stabilized products, restoring the red fuchsine color. 

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