Tripotassium phosphate
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 Unit cell of tripotassium phosphate.
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| Names | |
|---|---|
| IUPAC name
Potassium phosphate
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| Systematic IUPAC name
Potassium tetraoxidophosphate(3−) | |
| Other names
Potassium phosphate, tribasic
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.029.006 |
| EC Number |
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| E number | E340(iii) (antioxidants, ...) |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| K3PO4 | |
| Molar mass | 212.27 g/mol |
| Appearance | White deliquescent powder |
| Density | 2.564 g/cm3 (17 °C) |
| Melting point | 1,380 °C (2,520 °F; 1,650 K) |
| 90 g/100 mL (20 °C) | |
| Solubility in ethanol | Insoluble |
| Basicity (pKb) | 1.6 |
| Structure[1] | |
| Primitive orthorhombic | |
| Pnma, No. 62 | |
a = 1.123772 nm, b = 0.810461 nm, c = 0.592271 nm[1]
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| Hazards[2] | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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Irritant |
| GHS labelling: | |
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| Warning | |
| H319 | |
| P264, P280, P305+P351+P338, P337+P313 | |
| NFPA 704 (fire diamond) | |
| Flash point | Non-flammable |
| Safety data sheet (SDS) | MSDS |
| Related compounds | |
Other cations
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Trisodium phosphate Triammonium phosphate Tricalcium phosphate |
Related compounds
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Monopotassium phosphate Dipotassium phosphate |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tripotassium phosphate, also called tribasic potassium phosphate[3] is a water-soluble salt with the chemical formula K3PO4.(H2O)x (x = 0, 3, 7, 9).[4] Tripotassium phosphate is basic.
Production
[edit]Tripotassium phosphate is produced by the neutralization of phosphoric acid with potassium hydroxide:[4]
- H3PO4 + 3KOH → K3PO4 + 3H2O
Use in organic chemistry
[edit]
Tripotassium phosphate has few industrial applications, however it is commonly used as a base in laboratory-scale organic chemistry. Being insoluble in organic solvents, it is an easily removed proton acceptor in organic synthesis. The anhydrous salt is especially basic.[5] Some of the reactions are listed below:
- The hydrate (K3PO4·H2O) has been used to catalyze the deprotection of BOC amines. Microwave radiation is used to aid the reaction.[6]
- As a catalyst for the synthesis of unsymmetrical diaryl ethers using [Bmim] as the solvent. Aryl methane-sulfonates are deprotected and then followed by a nucleophilic aromatic substitution (SNAr) with activated aryl halides.[7]
- As a base in the cross-coupling reaction of aryl halides with terminal alkynes. It also plays a role in the deacetonation of 4-aryl-2-methylbut-3-yn-2-ol intermediates.[8]
- As the base in the cross-coupling reaction between aryl halides and phenols or aliphatic alcohols.[9]
Use in foods
[edit]Tripotassium phosphate can be used in foods as a buffering agent, emulsifying agent, and for nutrient fortification. It can serve as a sodium-free substitute for trisodium phosphate. The ingredient is most common in dry cereals but is also found in meat, sauces, and cheeses.[10]
Hazards
[edit]It is somewhat basic: a 1% aqueous solution has a pH of 11.8.[4]
References
[edit]- ^ a b Voronin, V. I.; Ponosov, Yu. S.; Berger, I. F.; Proskurnina, N. V.; Zubkov, V. G.; Tyutyunnik, A. P.; Bushmeleva, S. N.; Balagurov, A. M.; Sheptyakov, D. V.; Burmakin, E. I.; Shekhtman, G. Sh.; Vovkotrub, E. G. (2006). "Crystal structure of the low-temperature form of K3PO4". Inorganic Materials. 42 (8): 908–913. doi:10.1134/S0020168506080206. S2CID 92351896.
- ^ "Potassium phosphate". pubchem.ncbi.nlm.nih.gov.
- ^ "Potassium phosphate tribasic P5629". Sigma-Aldrich. Retrieved 2018-04-27.
- ^ a b c Klaus Schrödter; Gerhard Bettermann; Thomas Staffel; Friedrich Wahl; Thomas Klein; Thomas Hofmann (2012). "Phosphoric Acid and Phosphates". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_465.pub3. ISBN 978-3527306732.
- ^ Chiong, Hendrich A. (2010). "Potassium Phosphate". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn01172. ISBN 978-0-471-93623-7.
- ^ Dandepally, Srinivasa Reddy; Williams, Alfred L. (2009-03-04). "Microwave-assisted N-Boc deprotection under mild basic conditions using K3PO4·H2O in MeOH". Tetrahedron Letters. 50 (9): 1071–1074. doi:10.1016/j.tetlet.2008.12.074. ISSN 0040-4039.
- ^ Xu, Hui; Chen, Yang (2007-04-30). "C(aryl)-O Bond Formation from Aryl Methanesulfonates via Consecutive Deprotection and SNAr Reactions with Aryl Halides in an Ionic Liquid". Molecules. 12 (4): 861–867. doi:10.3390/12040861. PMC 6149384. PMID 17851438.
- ^ Shirakawa, Eiji; Kitabata, Takaaki; Otsuka, Hidehito; Tsuchimoto, Teruhisa (2005-10-10). "A simple catalyst system for the palladium-catalyzed coupling of aryl halides with terminal alkynes". Tetrahedron. 61 (41): 9878–9885. doi:10.1016/j.tet.2005.07.099. ISSN 0040-4020.
- ^ Niu, Jiajia; Zhou, Hua; Li, Zhigang; Xu, Jingwei; Hu, Shaojing (2008-10-03). "An Efficient Ullmann-Type C−O Bond Formation Catalyzed by an Air-Stable Copper(I)−Bipyridyl Complex". The Journal of Organic Chemistry. 73 (19): 7814–7817. doi:10.1021/jo801002c. ISSN 0022-3263. PMID 18771324.
- ^ Han, James (2020-08-03). "What is Tripotassium Phosphate E340(iii) in Food and Functions in Cereals?". foodadditives.net. Retrieved 2022-12-22.