Keller's reagent

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Keller's reagent can refer to either of two different mixtures of acids.

In metallurgy, Keller's reagent is a mixture of nitric acid, hydrochloric acid, and hydrofluoric acid, used to etch aluminum alloys to reveal their grain boundaries and orientations. [1] It is also sometimes called Dix–Keller reagent, after E. H. Dix, Jr., and Fred Keller of the Aluminum Corporation of America, who pioneered the use of this technique in the late 1920s and early 1930s. [2] [3]

In organic chemistry, Keller's reagent is a mixture of anhydrous (glacial) acetic acid, concentrated sulfuric acid, and small amounts of ferric chloride, used to detect alkaloids. Keller's reagent can also be used to detect other kinds of alkaloids via reactions in which it produces products with a wide range of colors. [4] [5] [6] Cohn describes its use to detect the principal components of digitalis. [7] The reaction with this reagent is also known as the Keller–Kiliani reaction, after C. C. Keller and H. Kiliani, who both used it to study digitalis in the late 19th century. [8] [9]

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Benedict's reagent is a chemical reagent and complex mixture of sodium carbonate, sodium citrate, and copper(II) sulfate pentahydrate. It is often used in place of Fehling's solution to detect the presence of reducing sugars. The presence of other reducing substances also gives a positive result. Such tests that use this reagent are called the Benedict's tests. A positive test with Benedict's reagent is shown by a color change from clear blue to brick-red with a precipitate.

<span class="mw-page-title-main">Potassium ferricyanide</span> Chemical compound

Potassium ferricyanide is the chemical compound with the formula K3[Fe(CN)6]. This bright red salt contains the octahedrally coordinated [Fe(CN)6]3− ion. It is soluble in water and its solution shows some green-yellow fluorescence. It was discovered in 1822 by Leopold Gmelin.

Marquis reagent is used as a simple spot-test to presumptively identify alkaloids as well as other compounds. It is composed of a mixture of formaldehyde and concentrated sulfuric acid, which is dripped onto the substance being tested. The United States Department of Justice method for producing the reagent is the addition of 100 mL of concentrated (95–98%) sulfuric acid to 5 mL of 40% formaldehyde. Different compounds produce different color reactions. Methanol may be added to slow down the reaction process to allow better observation of the colour change.

<span class="mw-page-title-main">Manganese dioxide</span> Chemical compound

Manganese dioxide is the inorganic compound with the formula MnO
2
. This blackish or brown solid occurs naturally as the mineral pyrolusite, which is the main ore of manganese and a component of manganese nodules. The principal use for MnO
2
is for dry-cell batteries, such as the alkaline battery and the zinc–carbon battery. MnO
2
is also used as a pigment and as a precursor to other manganese compounds, such as KMnO
4
. It is used as a reagent in organic synthesis, for example, for the oxidation of allylic alcohols. MnO
2
has an α-polymorph that can incorporate a variety of atoms in the "tunnels" or "channels" between the manganese oxide octahedra. There is considerable interest in α-MnO
2
as a possible cathode for lithium-ion batteries.

<span class="mw-page-title-main">Quinoline</span> Chemical compound

Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline itself has few applications, but many of its derivatives are useful in diverse applications. A prominent example is quinine, an alkaloid found in plants. Over 200 biologically active quinoline and quinazoline alkaloids are identified. 4-Hydroxy-2-alkylquinolines (HAQs) are involved in antibiotic resistance.

<span class="mw-page-title-main">Lithium aluminium hydride</span> Chemical compound

Lithium aluminium hydride, commonly abbreviated to LAH, is an inorganic compound with the chemical formula Li[AlH4] or LiAlH4. It is a white solid, discovered by Finholt, Bond and Schlesinger in 1947. This compound is used as a reducing agent in organic synthesis, especially for the reduction of esters, carboxylic acids, and amides. The solid is dangerously reactive toward water, releasing gaseous hydrogen (H2). Some related derivatives have been discussed for hydrogen storage.

In organic chemistry, an acyl chloride is an organic compound with the functional group −C(=O)Cl. Their formula is usually written R−COCl, where R is a side chain. They are reactive derivatives of carboxylic acids. A specific example of an acyl chloride is acetyl chloride, CH3COCl. Acyl chlorides are the most important subset of acyl halides.

Electropolishing, also known as electrochemical polishing, anodic polishing, or electrolytic polishing, is an electrochemical process that removes material from a metallic workpiece, reducing the surface roughness by levelling micro-peaks and valleys, improving the surface finish. Electropolishing is often compared to, but distinctly different from, electrochemical machining. It is used to polish, passivate, and deburr metal parts. It is often described as the reverse of electroplating. It may be used in lieu of abrasive fine polishing in microstructural preparation.

<span class="mw-page-title-main">Tollens' reagent</span> Chemical reagent used to distinguish between aldehydes and ketones

Tollens' reagent is a chemical reagent used to distinguish between aldehydes and ketones along with some alpha-hydroxy ketones which can tautomerize into aldehydes. The reagent consists of a solution of silver nitrate, ammonium hydroxide and some sodium hydroxide. It was named after its discoverer, the German chemist Bernhard Tollens. A positive test with Tollens' reagent is indicated by the precipitation of elemental silver, often producing a characteristic "silver mirror" on the inner surface of the reaction vessel.

<span class="mw-page-title-main">Iodine–starch test</span> Method to detect presence of polysaccharides

The iodine–starch test is a chemical reaction that is used to test for the presence of starch or for iodine. The combination of starch and iodine is intensely blue-black. The interaction between starch and the triiodide anion is the basis for iodometry.

In organic chemistry, ozonolysis is an organic reaction where the unsaturated bonds are cleaved with ozone. Multiple carbon–carbon bond are replaced by carbonyl groups, such as aldehydes, ketones, and carboxylic acids. The reaction is predominantly applied to alkenes, but alkynes and azo compounds are also susceptible to cleavage. The outcome of the reaction depends on the type of multiple bond being oxidized and the work-up conditions.

<span class="mw-page-title-main">Stibine</span> Chemical compound

Stibine (IUPAC name: stibane) is a chemical compound with the formula SbH3. A pnictogen hydride, this colourless, highly toxic gas is the principal covalent hydride of antimony, and a heavy analogue of ammonia. The molecule is pyramidal with H–Sb–H angles of 91.7° and Sb–H distances of 170.7 pm (1.707 Å). This gas has an offensive smell like hydrogen sulfide (rotten eggs).

<span class="mw-page-title-main">Hydrogen iodide</span> Chemical compound

Hydrogen iodide is a diatomic molecule and hydrogen halide. Aqueous solutions of HI are known as hydroiodic acid or hydriodic acid, a strong acid. Hydrogen iodide and hydroiodic acid are, however, different in that the former is a gas under standard conditions, whereas the other is an aqueous solution of the gas. They are interconvertible. HI is used in organic and inorganic synthesis as one of the primary sources of iodine and as a reducing agent.

<span class="mw-page-title-main">Wilhelm Rudolph Fittig</span> German chemist (1835–1910)

Wilhelm Rudolph Fittig was a German chemist. He discovered the pinacol coupling reaction, mesitylene, diacetyl and biphenyl. Fittig studied the action of sodium on ketones and hydrocarbons. He discovered the Fittig reaction or Wurtz–Fittig reaction for the synthesis of alkylbenzenes, he proposed a diketone structure for benzoquinone and isolated phenanthrene from coal tar. He discovered and synthesized the first lactones and investigated structures of piperine, naphthalene, and fluorene.

<span class="mw-page-title-main">Chemical clock</span>

A chemical clock is a complex mixture of reacting chemical compounds in which the onset of an observable property occurs after a predictable induction time due to the presence of clock species at a detectable amount. In cases where one of the reagents has a visible color, crossing a concentration threshold can lead to an abrupt color change after a reproducible time lapse.

Boron trichloride is the inorganic compound with the formula BCl3. This colorless gas is a reagent in organic synthesis. It is highly reactive toward water.

Oppenauer oxidation, named after Rupert Viktor Oppenauer, is a gentle method for selectively oxidizing secondary alcohols to ketones.

<span class="mw-page-title-main">Amalgam (chemistry)</span> Alloy of mercury with another metal

An amalgam is an alloy of mercury with another metal. It may be a liquid, a soft paste or a solid, depending upon the proportion of mercury. These alloys are formed through metallic bonding, with the electrostatic attractive force of the conduction electrons working to bind all the positively charged metal ions together into a crystal lattice structure. Almost all metals can form amalgams with mercury, the notable exceptions being iron, platinum, tungsten, and tantalum. Silver-mercury amalgams are important in dentistry, and gold-mercury amalgam is used in the extraction of gold from ore. Dentistry has used alloys of mercury with metals such as silver, copper, indium, tin and zinc.

The Mandelin reagent is used as a simple spot-test to presumptively identify alkaloids as well as other compounds. It is composed of a mixture of ammonium metavanadate and concentrated sulfuric acid. Its primary use is for the detection of ketamine and PMA Unlike the most common reagent test chemicals, it has a deep red colour that changes to yellow if there is no alkaloid, which occurs within about 48 hours of mixing.

<span class="mw-page-title-main">Dragendorff's reagent</span>

Dragendorff's reagent is a color reagent to detect alkaloids in a test sample or as a stain for chromatography plates. Alkaloids, if present in the solution of sample, will react with Dragendorff's reagent and produce an orange or orange-red precipitate. This reagent was invented by the German pharmacologist, Johann Georg Dragendorff (1836–1898) at the University of Dorpat.

References

  1. Vander Voort, George F. (1999), Metallography, Principles and Practice, ASM International, p. 197, ISBN   978-0-87170-672-0 .
  2. Mondolfo, Lucio F. (2007), Metallography of Aluminum Alloys, Read Books, p. 169, ISBN   978-1-4067-3672-4 .
  3. Dix, E.H. Jr.; Keller, Fred (1929), "Keller's reagent", Mining and Metallurgy, 9: 327, ISSN   0096-7289 .
  4. Ondetti, Miguel A.; Deulofeu, Venancio (1961), "Alkaloids from Aspidosperma australe Müll. Argov.: The structure of olivacine and u-alkaloid C (Guatambuine)", Tetrahedron, 15 (1–4): 160–166, doi:10.1016/0040-4020(61)80020-3 . An extract of heartwood reacts with the reagent to produce a yellow-brown color.
  5. Svoboda, Gordon H.; Gorman, Marvin; Neuss, Norbert; Barnes, Albert J. Jr. (1961), "Alkaloids of Vinca rosea Linn. (Catharanthus roseus G. Don.) VIII. Preparation and characterization of new minor alkaloids", Journal of Pharmaceutical Sciences, 50 (5): 409–413, doi:10.1002/jps.2600500508 . Certain compounds "can be detected by means of a bright blue color formed with Keller's reagent".
  6. Renner, Ulrich (1963), Hunteria Alkaloid J and the Extraction Thereof from Hunteria Eburnia, U.S. Patent 3,108,095. "With Keller's reagent there is first a pale red, later a blue violet color."
  7. Cohn, Alfred Isaac (1909), Tests and reagents chemical and microscopical known by their authors' names, together with an index of subjects, J. Wiley & Sons, p. 154.
  8. Keller, C. C. (1895), "Keller's reagent", Berichte der Deutschen Pharmazeutischen Gesellschaft, 5: 277.
  9. Kiliani, H. (1896), "Ueber den Nachweis der Digitalis-Glycoside und ihrer Spaltungsprodukte durch eisenhaltige Schwefelsäure", Archiv der Pharmazie (in German), 234 (3–4): 273–277, doi:10.1002/ardp.18962340310, S2CID   84449886 .