Monosodium citrate

Last updated
Monosodium citrate
Monosodium citrate.png
Monosodium citrate.jpg
Names
Other names
sodium dihydrogen 2-hydroxypropane-1,2,3-tricarboxylate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.038.834 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 242-734-6
E number E331i (antioxidants, ...)
PubChem CID
RTECS number
  • GE9750000
UNII
  • InChI=1S/C6H8O7.Na/c7-3(8)1-6(13,5(11)12)2-4(9)10;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);/q;+1/p-1 X mark.svgN
    Key: HWPKGOGLCKPRLZ-UHFFFAOYSA-M X mark.svgN
  • InChI=1/C6H8O7.3Na/c7-3(8)1-6(13,5(11)12)2-4(9)10;;;/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);;;/q;3*+1/p-3
    Key: HRXKRNGNAMMEHJ-DFZHHIFOAL
  • C(C(=O)O)C(CC(=O)O)(C(=O)[O-])O.[Na+]
Properties
C6H7NaO7
Molar mass 214.105 g·mol−1
Appearancewhite powder
hygroscopic
Odor odorless
Melting point 212 °C (414 °F; 485 K)
Boiling point 309.6 °C (589.3 °F; 582.8 K)
soluble
Solubility negligible in ethanol
Acidity (pKa)3.50–3.80
Structure [1]
Monoclinic
P21/a (No. 4)
4
Hazards
Lethal dose or concentration (LD, LC):
5400 mg/kg (mouse, oral) >2000 mg/kg (rat, dermal)
Safety data sheet (SDS) Carl Roth
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Monosodium citrate, more correctly, sodium dihydrogen citrate (Latin: natrium citricum acidulatum), is an acid salt of citric acid. Disodium citrate and trisodium citrate are also known. It can be prepared by partial neutralisation of citric acid [2] with an aqueous solution of sodium bicarbonate or carbonate. It has a slightly acidic taste. [2]

NaHCO3 + C6H8O7 → NaC6H7O7 + CO2 + H2O
Na2CO3 + 2C6H8O7 → 2NaC6H7O7 + CO2 + H2O

It is highly soluble in water and practically insoluble in ethanol. [2] Monosodium citrate is used as an anticoagulant in donated blood. [3] It is used as an alkalinizing agent to prevent kidney stone disease. [4] The crystals form as nearly perfect cubes. [5]

Related Research Articles

In chemistry, a salt is a chemical compound consisting of an ionic assembly of positively charged cations and negatively charged anions, which results in a compound with no net electric charge. A common example is table salt, with positively charged sodium ions and negatively charged chloride ions.

<span class="mw-page-title-main">Citric acid</span> Weak organic acid

Citric acid is an organic compound with the chemical formula HOC(CO2H)(CH2CO2H)2. It is a colorless weak organic acid. It occurs naturally in citrus fruits. In biochemistry, it is an intermediate in the citric acid cycle, which occurs in the metabolism of all aerobic organisms.

<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">Sodium carbonate</span> Chemical compound

Sodium carbonate is the inorganic compound with the formula Na2CO3 and its various hydrates. All forms are white, odourless, water-soluble salts that yield alkaline solutions in water. Historically, it was extracted from the ashes of plants grown in sodium-rich soils. Because the ashes of these sodium-rich plants were noticeably different from ashes of wood, sodium carbonate became known as "soda ash". It is produced in large quantities from sodium chloride and limestone by the Solvay process, as well as by carbonating sodium hydroxide which is made using the Chlor-alkali process.

<span class="mw-page-title-main">Calcium hydroxide</span> Inorganic compound of formula Ca(OH)2

Calcium hydroxide (traditionally called slaked lime) is an inorganic compound with the chemical formula Ca(OH)2. It is a colorless crystal or white powder and is produced when quicklime (calcium oxide) is mixed with water. It has many names including hydrated lime, caustic lime, builders' lime, slaked lime, cal, and pickling lime. Calcium hydroxide is used in many applications, including food preparation, where it has been identified as E number E526. Limewater, also called milk of lime, is the common name for a saturated solution of calcium hydroxide.

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

Trisodium citrate has the chemical formula of Na3C6H5O7. It is sometimes referred to simply as "sodium citrate", though sodium citrate can refer to any of the three sodium salts of citric acid. It possesses a saline, mildly tart flavor, and is a mild alkali.

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

Calcium citrate is the calcium salt of citric acid. It is commonly used as a food additive (E333), usually as a preservative, but sometimes for flavor. In this sense, it is similar to sodium citrate. Calcium citrate is also found in some dietary calcium supplements. Calcium makes up 24.1% of calcium citrate (anhydrous) and 21.1% of calcium citrate (tetrahydrate) by mass. The tetrahydrate occurs in nature as the mineral Earlandite.

<span class="mw-page-title-main">Bath bomb</span> Effervescent bathing product

A bath bomb or bath fizzie is a consumer product used during bathing. It was invented and patented in 1989 by Mo Constantine, co-founder of Lush Cosmetics. It is a compacted mixture of wet and dry ingredients molded into any of several shapes and then dried. Bath water effervesces at the surface of a bath bomb immersed within it, with attendant dispersion of such ingredients as essential oil, moisturizer, scent, or colorant.

<span class="mw-page-title-main">Pauson–Khand reaction</span> Chemical reaction

The Pauson–Khand (PK) reaction is a chemical reaction, described as a [2+2+1] cycloaddition. In it, an alkyne, an alkene and carbon monoxide combine into a α,β-cyclopentenone in the presence of a metal-carbonyl catalyst.

<span class="mw-page-title-main">Reverse Krebs cycle</span>

The reverse Krebs cycle is a sequence of chemical reactions that are used by some bacteria to produce carbon compounds from carbon dioxide and water by the use of energy-rich reducing agents as electron donors.

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

Monosodium phosphate (MSP), also known as monobasic sodium phosphate and sodium dihydrogen phosphate, is an inorganic compound of sodium with a dihydrogen phosphate (H2PO4) anion. One of many sodium phosphates, it is a common industrial chemical. The salt exists in an anhydrous form, as well as mono- and dihydrates.

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

Chloroauric acid is an inorganic compound with the chemical formula H[AuCl4]. It forms hydrates H[AuCl4nH2O. Both the trihydrate and tetrahydrate are known. Both are orange-yellow solids consisting of the planar [AuCl4] anion. Often chloroauric acid is handled as a solution, such as those obtained by dissolution of gold in aqua regia. These solutions can be converted to other gold complexes or reduced to metallic gold or gold nanoparticles.

Sodium citrate may refer to any of the sodium salts of citric acid :

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

Bromous acid is the inorganic compound with the formula of HBrO2. It is an unstable compound, although salts of its conjugate base – bromites – have been isolated. In acidic solution, bromites decompose to bromine.

<span class="mw-page-title-main">Iron(II) citrate</span> Chemical compound

Ferrous citrate, also known as iron(II) citrate or iron(2+) citrate, describes coordination complexes containing citrate anions with Fe2+ formed in aqueous solution. Although a number of complexes are possible (or even likely), only one complex has been crystallized. That complex is the coordination polymer with the formula [Fe(H2O)6]2+{[Fe(C6H5O7)(H2O)]}2.2H2O, where C6H5O73- is HOC(CH2CO2)2(CO2, i.e., the triple conjugate base of citric acid wherein the three carboxylic acid groups are ionized. Ferrous citrates are all paramagnetic, reflecting the weak crystal field of the carboxylate ligands.

<span class="mw-page-title-main">Cobalt tetracarbonyl hydride</span> Chemical compound

Cobalt tetracarbonyl hydride is an organometallic compound with the formula HCo(CO)4. It is a volatile, yellow liquid that forms a colorless vapor and has an intolerable odor. The compound readily decomposes upon melt and in absentia of high CO partial pressures forms Co2(CO)8. Despite operational challenges associated with its handling, the compound has received considerable attention for its ability to function as a catalyst in hydroformylation. In this respect, HCo(CO)4 and related derivatives have received significant academic interest for their ability to mediate a variety of carbonylation (introduction of CO into inorganic compounds) reactions.

<span class="mw-page-title-main">Carbonyl reduction</span> Organic reduction of any carbonyl group by a reducing agent

In organic chemistry, carbonyl reduction is the organic reduction of any carbonyl group by a reducing agent.

Metal carbon dioxide complexes are coordination complexes that contain carbon dioxide ligands. Aside from the fundamental interest in the coordination chemistry of simple molecules, studies in this field are motivated by the possibility that transition metals might catalyze useful transformations of CO2. This research is relevant both to organic synthesis and to the production of "solar fuels" that would avoid the use of petroleum-based fuels.

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

Copper hydride is inorganic compound with the chemical formula CuHn where n ~ 0.95. It is a red solid, rarely isolated as a pure composition, that decomposes to the elements. Copper hydride is mainly produced as a reducing agent in organic synthesis and as a precursor to various catalysts.

Sodium cyanate is the inorganic compound with the formula NaOCN. A white solid, it is the sodium salt of the cyanate anion.

References

  1. Glusker, Jenny P.; van der Helm, D.; Love, Warner E.; Dornberg, Marilyn L.; Patterson, A. L. (June 1960). "The State of Ionization of Crystalline Sodium Dihydrogen Citrate1". Journal of the American Chemical Society. 82 (11): 2964–2965. doi:10.1021/ja01496a071. ISSN   0002-7863 . Retrieved 22 July 2022.
  2. 1 2 3 "Monosodium Citrate - Jungbunzlauer". www.jungbunzlauer.com. Retrieved 17 July 2022.
  3. Clinical Hematology: Theory and Procedures, Mary Louise Turgeon
  4. PubChem. "Monosodium citrate". pubchem.ncbi.nlm.nih.gov. Retrieved 2021-08-02.
  5. Hitchcock, David I. (March 1946). "Sodium Hydrogen Citrates". Journal of the American Chemical Society. 68 (3): 524–525. doi:10.1021/ja01207a507. ISSN   0002-7863. PMID   21015754 . Retrieved 22 July 2022.