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Potassium hydrogen phthalate
[CAS# 877-24-7]

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Identification
ClassificationOrganic raw materials >> Organometallic compound >> Organic potassium
NamePotassium hydrogen phthalate
SynonymsPhthalic acid monopotassium salt; Potassium biphthalate; Potassium acid phthalate
Molecular StructureCAS # 877-24-7, Potassium hydrogen phthalate
Molecular FormulaC8H5KO4
Molecular Weight204.22
CAS Registry Number877-24-7
EC Number212-889-4
SMILESC1=CC=C(C(=C1)C(=O)O)C(=O)[O-].[K+]
Properties
Density1.636 g/mL (20 °C)
Melting point295-300 °C
Water solubility80 g/L (20 °C)
Safety Data
Hazard Symbolssymbol   GHS05 Danger  Details
Risk StatementsH318  Details
Safety StatementsP264+P265-P280-P305+P354+P338-P317  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Serious eye damageEye Dam.1H318
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H335
Germ cell mutagenicityMuta.2H341
Reproductive toxicityRepr.2H361
SDSAvailable
up Discovery and Applications
Potassium hydrogen phthalate (KHP) is a notable chemical compound primarily used as a primary standard in acid-base titrations. Its chemical formula is KHC₈H₄O₄, and it is the potassium salt of phthalic acid, which is a type of aromatic dicarboxylic acid. KHP is known for its high purity and stability, making it an essential reagent in analytical chemistry.

The discovery of potassium hydrogen phthalate can be traced back to the mid-19th century when organic chemistry began to gain traction as a distinct scientific discipline. Phthalic acid was first synthesized in 1821 by the German chemist Johann Wolfgang Döbereiner, who identified its potential for various applications, including dye manufacturing and as a precursor to plasticizers. The introduction of KHP as a specific salt derivative expanded its applicability, particularly in laboratory settings.

KHP is primarily utilized in standardizing solutions of strong bases such as sodium hydroxide. Its acidic nature allows it to react quantitatively with strong bases, thus serving as a reliable standard for titration. When KHP is dissolved in water, it dissociates into potassium ions (K⁺) and hydrogen phthalate ions (HC₈H₄O₄⁻), which participate in acid-base reactions. The endpoint of a titration involving KHP can be accurately detected using pH indicators, such as phenolphthalein, which change color at specific pH levels. This property has made KHP a vital component in quality control and assurance in various industries, including pharmaceuticals and food production.

Another significant application of potassium hydrogen phthalate is in the calibration of pH meters. Accurate pH measurement is crucial in many fields, from environmental monitoring to biomedical research. KHP serves as a buffer solution, maintaining a stable pH when small amounts of acids or bases are added. Its well-defined pH value, typically around 4.0, allows for the precise calibration of pH measuring instruments, ensuring reliable and reproducible results.

KHP is also employed in the preparation of buffer solutions, which are essential for maintaining the pH of biological and chemical systems. In biochemical research, the stability of pH is critical for enzyme activity and metabolic processes, making KHP an indispensable reagent.

In summary, potassium hydrogen phthalate is a key chemical substance with a rich history in analytical chemistry. Its discovery marked a significant advancement in the use of standardized reagents for titrations, contributing to improved accuracy and reliability in laboratory practices. With its diverse applications in acid-base titrations, pH meter calibration, and buffer preparation, KHP continues to play a vital role in various scientific fields.

References

2013. Meta-analysis of environmental contamination by phthalates. Environmental science and pollution research international, 20(11).
DOI: 10.1007/s11356-013-1982-5

2012. Tropicibacter phthalicus sp. nov., A Phthalate-Degrading Bacterium from Seawater. Current Microbiology, 64(3).
DOI: 10.1007/s00284-012-0085-8

2009. Phthalate removal throughout wastewater treatment plant: case study of Marne Aval station (France). The Science of the total environment, 407(4).
DOI: 10.1016/j.scitotenv.2008.10.027
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