Potassium bitartrate

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Potassium bitartrate
Potassium-bitartrate-2D-skeletal.svg
Potassium-3D.png
Bitartrate-ion-3D-balls.png
Names
Preferred IUPAC name
  • Potassium (2R,3R)-2,3,4-trihydroxy-4-oxobutanoate
Other names
  • Potassium hydrogen tartrate
  • Cream of tartar
  • Potassium acid tartrate
  • Monopotassium tartrate
  • Beeswing
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.609 OOjs UI icon edit-ltr-progressive.svg
E number E336 (antioxidants, ...)
PubChem CID
UNII
  • InChI=1S/C4H6O6.K/c5-1(3(7)8)2(6)4(9)10;/h1-2,5-6H,(H,7,8)(H,9,10);/q;+1/p-1/t1-,2-;/m1./s1 X mark.svgN
    Key: KYKNRZGSIGMXFH-ZVGUSBNCSA-M X mark.svgN
  • InChI=1/C4H6O6.K/c5-1(3(7)8)2(6)4(9)10;/h1-2,5-6H,(H,7,8)(H,9,10);/q;+1/p-1/t1-,2-;/m1./s1
    Key: KYKNRZGSIGMXFH-APGVQJISBP
  • [C@@H]([C@H](C(=O)[O-])O)(C(=O)O)O.[K+]
Properties
KC4H5O6
Molar mass 188.177
AppearanceWhite crystalline powder
Density 1.05 g/cm3 (solid)
  • 0.57 g/100ml (20 °C)
  • 6.1 g/100ml (100 °C)
Solubility Soluble in acid, alkali
Insoluble in acetic acid, alcohol
1.511
Pharmacology
A12BA03 ( WHO )
Hazards
Lethal dose or concentration (LD, LC):
22 g/kg (oral, rat)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Potassium bitartrate, also known as potassium hydrogen tartrate , with formula K C4 H5 O6, is a chemical compound with a number of uses.

Some of the uses of potassium bitartrate (cream of tartar) include as a mordant in textile dyeing, in the galvanic tinning of metals, as reducer of chromium trioxide in mordants for wool, in dusting powders for gloves, to make hard candies, in baking powders and baking mixes, as a metal processing agent (prevents oxidation), as an intermediate for other potassium tartrates, to remove sulfur dioxide from waste gases (in solution), as a medical cathartic, as a diuretic, and as a historic veterinary laxative and diuretic. [1]

It is a byproduct of winemaking. In cooking, it is known as cream of tartar. It is processed from the potassium acid salt of tartaric acid (a carboxylic acid). The resulting powder can be used in baking or as a cleaning solution (when mixed with an acidic solution such as lemon juice or white vinegar).

History

Potassium bitartrate was first characterized by Swedish chemist Carl Wilhelm Scheele (1742-1786). [2] This was a result of Scheele's work studying fluorite and hydrofluoric acid. [3]

Scheele may have been the first scientist to publish work on potassium bitartrate, but use of potassium bitartrate has been reported to date back 7000 years to an ancient village in northern Iran. [4] Modern applications of cream of tartar started in 1768 after it gained popularity when the French started using it regularly in their cuisine. [4]

In 2021, a connection between potassium bitartrate and canine and feline toxicity of grapes was first proposed. [5] Since then, it has been deemed likely as the source of grape and raisin toxicity to pets. [6]

Occurrence

Potassium bitartrate in an empty white wine bottle Bitartrato de potasio 01.JPG
Potassium bitartrate in an empty white wine bottle

Potassium bitartrate is naturally formed in grapes from the acid dissociation of tartaric acid into bitartrate and tartrate ions. [7]

Potassium bitartrate has a low solubility in water. It crystallizes in wine casks during the fermentation of grape juice, and can precipitate out of wine in bottles. The rate of potassium bitartrate precipitation depends on the rates of nuclei formation and crystal growth, which varies based on a wine's alcohol, sugar, and extract content. [8] The crystals (wine diamonds) will often form on the underside of a cork in wine-filled bottles that have been stored at temperatures below 10 °C (50 °F), and will seldom, if ever, dissolve naturally into the wine. Over time, crystal formation is less likely to occur due to the decreasing supersaturation of potassium bitartrate, with the greatest amount of precipitation occurring in the initial few days of cooling. [8]

Historically, it was known as beeswing for its resemblance to the sheen of bees' wings. It was collected and purified to produce the white, odorless, acidic powder used for many culinary and other household purposes.

These crystals also precipitate out of fresh grape juice that has been chilled or allowed to stand for some time. [9] To prevent crystals from forming in homemade grape jam or jelly, the prerequisite fresh grape juice should be chilled overnight to promote crystallization. The potassium bitartrate crystals are removed by filtering through two layers of cheesecloth. The filtered juice may then be made into jam or jelly. [10] In some cases they adhere to the side of the chilled container, making filtering unnecessary.

The presence of crystals is less prevalent in red wines than in white wines. This is because red wines have a higher amount of tannin and colouring matter present as well as a higher sugar and extract content than white wines. [8] Various methods such as promoting crystallization and filtering, removing the active species required for potassium bitartrate precipitation, and adding additives have been implemented to reduce the presence of potassium bitartrate crystals in wine. [7]

Applications

In food

Folger's Golden Gate Cream Tartar, first half of 20th century Folgers Cream Tartar etc.jpg
Folger's Golden Gate Cream Tartar, first half of 20th century

In food, potassium bitartrate is used for:

Additionally, it is used as a component of:

A similar acid salt, sodium acid pyrophosphate, can be confused with cream of tartar because of its common function as a component of baking powder.

Baking

Adding cream of tartar to egg whites gives volume to cakes, and makes them more tender. [16] As cream of tartar is added, the pH decreases to around the isoelectric point of the foaming proteins in egg whites. Foaming properties of egg whites are optimal at this pH due to increased protein-protein interactions. [17] The low pH also results in a whiter crumb in cakes due to flour pigments that respond to these pH changes. [16] However, adding too much cream of tartar (>2.4% weight of egg white) can affect the texture and taste of cakes. [16] The optimal cream of tartar concentration to increase volume and the whiteness of interior crumbs without making the cake too tender, is about 1/4 tsp per egg white. [16]

As an acid, cream of tartar with heat reduces sugar crystallization in invert syrups by helping to break down sucrose into its monomer components - fructose and glucose in equal parts. [18] Preventing the formation of sugar crystals makes the syrup have a non-grainy texture, shinier and less prone to break and dry. However, a downside of relying on cream of tartar to thin out crystalline sugar confections (like fudge) is that it can be hard to add the right amount of acid to get the desired consistency.

Cream of tartar is used as a type of acid salt that is crucial in baking powder. [18] Upon dissolving in batter or dough, the tartaric acid that is released reacts with baking soda to form carbon dioxide that is used for leavening. Since cream of tartar is fast-acting, it releases over 70 percent of carbon dioxide gas during mixing.

Household use

Potassium bitartrate can be mixed with an acidic liquid, such as lemon juice or white vinegar, to make a paste-like cleaning agent for metals, such as brass, aluminium, or copper, or with water for other cleaning applications, such as removing light stains from porcelain. [19] This mixture is sometimes mistakenly made with vinegar and sodium bicarbonate (baking soda), which actually react to neutralize each other, creating carbon dioxide and a sodium acetate solution.

Cream of tartar was often used in traditional dyeing where the complexing action of the tartrate ions was used to adjust the solubility and hydrolysis of mordant salts such as tin chloride and alum.

Cream of tartar, when mixed into a paste with hydrogen peroxide, can be used to clean rust from some hand tools, notably hand files. The paste is applied, left to set for a few hours, and then washed off with a baking soda/water solution. After another rinse with water and thorough drying, a thin application of oil will protect the file from further rusting.

Slowing the set time of plaster of Paris products (most widely used in gypsum plaster wall work and artwork casting) is typically achieved by the simple introduction of almost any acid diluted into the mixing water. A commercial retardant premix additive sold by USG to trade interior plasterers includes at least 40% potassium bitartrate. The remaining ingredients are the same plaster of Paris and quartz-silica aggregate already prominent in the main product. This means that the only active ingredient is the cream of tartar. [20]

Cosmetics

For dyeing hair, potassium bitartrate can be mixed with henna as the mild acid needed to activate the henna.

Medicinal use

Cream of tartar has been used internally as a purgative, but this is dangerous because an excess of potassium, or hyperkalemia, may occur. [21] [22]

Chemistry

Potassium bitartrate is the United States' National Institute of Standards and Technology's primary reference standard for a pH buffer. Using an excess of the salt in water, a saturated solution is created with a pH of 3.557 at 25 °C (77 °F). Upon dissolution in water, potassium bitartrate will dissociate into acid tartrate, tartrate, and potassium ions. Thus, a saturated solution creates a buffer with standard pH. Before use as a standard, it is recommended that the solution be filtered or decanted between 22 °C (72 °F) and 28 °C (82 °F). [23]

Potassium carbonate can be made by burning cream of tartar, which produces "pearl ash". This process is now obsolete but produced a higher quality (reasonable purity) than "potash" extracted from wood or other plant ashes.

Production

See also

(K2C4H4O6)

Related Research Articles

<span class="mw-page-title-main">Tartaric acid</span> Organic acid found in many fruits

Tartaric acid is a white, crystalline organic acid that occurs naturally in many fruits, most notably in grapes but also in tamarinds, bananas, avocados, and citrus. Its salt, potassium bitartrate, commonly known as cream of tartar, develops naturally in the process of fermentation. It is commonly mixed with sodium bicarbonate and is sold as baking powder used as a leavening agent in food preparation. The acid itself is added to foods as an antioxidant E334 and to impart its distinctive sour taste. Naturally occurring tartaric acid is a useful raw material in organic chemical synthesis. Tartaric acid, an alpha-hydroxy-carboxylic acid, is diprotic and aldaric in acid characteristics and is a dihydroxyl derivative of succinic acid.

<span class="mw-page-title-main">Meringue</span> Type of dessert or candy

Meringue is a type of dessert or candy, of French origin, traditionally made from whipped egg whites and sugar, and occasionally an acidic ingredient such as lemon, vinegar, or cream of tartar. A binding agent such as salt, flour or gelatin may also be added to the eggs. The key to the formation of a good meringue is the formation of stiff peaks by denaturing the protein ovalbumin via mechanical shear.

Tartar may refer to:

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

Sodium bicarbonate (IUPAC name: sodium hydrogencarbonate), commonly known as baking soda or bicarbonate of soda, is a chemical compound with the formula NaHCO3. It is a salt composed of a sodium cation (Na+) and a bicarbonate anion (HCO3). Sodium bicarbonate is a white solid that is crystalline but often appears as a fine powder. It has a slightly salty, alkaline taste resembling that of washing soda (sodium carbonate). The natural mineral form is nahcolite. It is a component of the mineral natron and is found dissolved in many mineral springs.

<span class="mw-page-title-main">Baking powder</span> Dry chemical leavening agent

Baking powder is a dry chemical leavening agent, a mixture of a carbonate or bicarbonate and a weak acid. The base and acid are prevented from reacting prematurely by the inclusion of a buffer such as cornstarch. Baking powder is used to increase the volume and lighten the texture of baked goods. It works by releasing carbon dioxide gas into a batter or dough through an acid–base reaction, causing bubbles in the wet mixture to expand and thus leavening the mixture. The first single-acting baking powder was developed by food manufacturer Alfred Bird in England in 1843. The first double-acting baking powder, which releases some carbon dioxide when dampened and later releases more of the gas when heated by baking, was developed by Eben Norton Horsford in the U.S. in the 1860s.

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

Potassium tartrate, dipotassium tartrate or argol has formula K2C4H4O6. It is the potassium salt of tartaric acid. It is often confused with potassium bitartrate, also known as cream of tartar. As a food additive, it shares the E number E336 with potassium bitartrate.

<span class="mw-page-title-main">Angel food cake</span> Type of sponge cake

Angel food cake, or angel cake, is a type of sponge cake made with egg whites, flour, and sugar. A whipping agent, such as cream of tartar, is commonly added. It differs from other cakes because it uses no butter. Its aerated texture comes from whipped egg white. Angel food cake originated in the United States and first became popular in the late 19th century. It gained its unique reputation along with its name due to its light and fluffy texture and white color.

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

Potassium sodium tartrate tetrahydrate, also known as Rochelle salt, is a double salt of tartaric acid first prepared by an apothecary, Pierre Seignette, of La Rochelle, France. Potassium sodium tartrate and monopotassium phosphate were the first materials discovered to exhibit piezoelectricity. This property led to its extensive use in crystal phonograph cartridges, microphones and earpieces during the post-World War II consumer electronics boom of the mid-20th century. Such transducers had an exceptionally high output with typical pick-up cartridge outputs as much as 2 volts or more. Rochelle salt is deliquescent so any transducers based on the material deteriorated if stored in damp conditions.

<span class="mw-page-title-main">Winemaking</span> Production of wine

Winemaking or vinification is the production of wine, starting with the selection of the fruit, its fermentation into alcohol, and the bottling of the finished liquid. The history of wine-making stretches over millennia. There is evidence that suggests that the earliest wine production took place in Georgia and Iran around 6000 to 5000 B.C. The science of wine and winemaking is known as oenology. A winemaker may also be called a vintner. The growing of grapes is viticulture and there are many varieties of grapes.

<span class="mw-page-title-main">Inverted sugar syrup</span> Edible mixture of glucose and fructose, obtained from sucrose hydrolysis

Inverted sugar syrup, also called invert syrup, invert sugar, simple syrup, sugar syrup, sugar water, bar syrup, syrup USP, or sucrose inversion, is a syrup mixture of the monosaccharides glucose and fructose, that is made by hydrolytic saccharification of the disaccharide sucrose. This mixture's optical rotation is opposite to that of the original sugar, which is why it is called an invert sugar.

<span class="mw-page-title-main">Pomace</span> Solid remains of fruit after pressing

Pomace, or marc, is the solid remains of grapes, olives, or other fruit after pressing for juice or oil. It contains the skins, pulp, seeds, and stems of the fruit.

<span class="mw-page-title-main">White wine</span> Wine fermented without skin contact

White wine is a wine that is fermented without skin contact. The colour can be straw-yellow, yellow-green, or yellow-gold. It is produced by the alcoholic fermentation of the non-coloured pulp of grapes, which may have a skin of any colour. White wine has existed for at least 4,000 years.

<span class="mw-page-title-main">Quick bread</span> Bread leavened with agents other than yeast

Quick bread is any bread leavened with a chemical leavening agent rather than a biological one like yeast or sourdough starter. An advantage of quick breads is their ability to be prepared quickly and reliably, without requiring the time-consuming skilled labor and the climate control needed for traditional yeast breads.

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

A tartrate is a salt or ester of the organic compound tartaric acid, a dicarboxylic acid. The formula of the tartrate dianion is OOC-CH(OH)-CH(OH)-COO or C4H4O62−.

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

Disodium pyrophosphate or sodium acid pyrophosphate (SAPP) is an inorganic compound with the chemical formula Na2H2P2O7. It consists of sodium cations (Na+) and dihydrogen pyrophosphate anions (H2P2O2−7). It is a white, water-soluble solid that serves as a buffering and chelating agent, with many applications in the food industry. When crystallized from water, it forms a hexahydrate, but it dehydrates above room temperature. Pyrophosphate is a polyvalent anion with a high affinity for polyvalent cations, e.g. Ca2+.

<span class="mw-page-title-main">Acids in wine</span>

The acids in wine are an important component in both winemaking and the finished product of wine. They are present in both grapes and wine, having direct influences on the color, balance and taste of the wine as well as the growth and vitality of yeast during fermentation and protecting the wine from bacteria. The measure of the amount of acidity in wine is known as the “titratable acidity” or “total acidity”, which refers to the test that yields the total of all acids present, while strength of acidity is measured according to pH, with most wines having a pH between 2.9 and 3.9. Generally, the lower the pH, the higher the acidity in the wine. There is no direct connection between total acidity and pH. In wine tasting, the term “acidity” refers to the fresh, tart and sour attributes of the wine which are evaluated in relation to how well the acidity balances out the sweetness and bitter components of the wine such as tannins. Three primary acids are found in wine grapes: tartaric, malic, and citric acids. During the course of winemaking and in the finished wines, acetic, butyric, lactic, and succinic acids can play significant roles. Most of the acids involved with wine are fixed acids with the notable exception of acetic acid, mostly found in vinegar, which is volatile and can contribute to the wine fault known as volatile acidity. Sometimes, additional acids, such as ascorbic, sorbic and sulfurous acids, are used in winemaking.

This glossary of winemaking terms lists some of terms and definitions involved in making wine, fruit wine, and mead.

<span class="mw-page-title-main">Clarification and stabilization of wine</span> Wine clarification and stabilisation

In winemaking, clarification and stabilization are the processes by which insoluble matter suspended in the wine is removed before bottling. This matter may include dead yeast cells (lees), bacteria, tartrates, proteins, pectins, various tannins and other phenolic compounds, as well as pieces of grape skin, pulp, stems and gums. Clarification and stabilization may involve fining, filtration, centrifugation, flotation, refrigeration, pasteurization, and/or barrel maturation and racking.

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

Monosodium tartrate or sodium bitartrate is a sodium acid salt of tartaric acid. As a food additive it is used as an acidity regulator and is known by the E number E335. As an analytical reagent, it can be used in a test for ammonium cation which gives a white precipitate.

References

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