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Diethoxyphosphoryl acetate

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Identification
Molecular formula
C6H13O5P
CAS number
16051-58-4
IUPAC name
diethoxyphosphoryl acetate
State
State
Liquid at room temperature.
Melting point (Celsius)
-43.00
Melting point (Kelvin)
230.15
Boiling point (Celsius)
146.00
Boiling point (Kelvin)
419.15
General information
Molecular weight
180.14g/mol
Molar mass
180.1410g/mol
Density
1.1989g/cm3
Appearence

Diethoxyphosphoryl acetate is a colorless liquid. It is typically clear, though not as commonly encountered in everyday chemical processes, it can still be utilized in various specialized chemical syntheses.

Comment on solubility

Solubility of Diethoxyphosphoryl Acetate

Diethoxyphosphoryl acetate, characterized by the formula (C4H11O5P), presents interesting solubility properties that can be summarized as follows:

  • Polar Nature: Due to the presence of multiple ether and ester functional groups, diethoxyphosphoryl acetate exhibits a degree of polarity, which influences its solubility in solvents.
  • Solubility in Organic Solvents: The compound is generally soluble in common organic solvents such as:
    • Alcohols (e.g., ethanol, methanol)
    • Acetone
    • Chloroform
  • Water Solubility: While diethoxyphosphoryl acetate may not be highly soluble in water, its solubility can increase with temperature. It is more likely to dissolve in water at elevated temperatures compared to lower ones.
  • Influence of pH: The solubility profile can be affected by the acidity or basicity of the solution, possibly altering its ionization state and enhancing interactions with polar solvents.

In summary, diethoxyphosphoryl acetate demonstrates a moderate to high solubility in polar organic solvents, while its solubility in water is conditional, generally requiring specific conditions such as heat or altered pH levels to achieve significant dissolution.

Interesting facts

Interesting Facts about Diethoxyphosphoryl Acetate

Diethoxyphosphoryl acetate is a fascinating compound that belongs to the family of organophosphorus compounds. With its unique structure and versatile applications, it has garnered attention in both industrial and research settings.

Key Properties and Applications

This compound possesses a variety of interesting characteristics:

  • Pharmaceutical Potential: Diethoxyphosphoryl acetate has been studied for its potential use in pharmaceutical applications, particularly as a precursor for the synthesis of various biologically active compounds.
  • Agrochemical Usage: Its role in the production of agrochemicals highlights its importance in the agricultural sector, where it can be utilized in plant protection chemicals and fertilizers.
  • Study of Organophosphorus Chemistry: Being part of the organophosphorus family, it serves as a model compound for researchers studying the reactivity and properties of similar compounds.

Reactivity and Mechanistic Insight

The chemical behavior of diethoxyphosphoryl acetate is particularly intriguing:

  • Nucleophilic Attack: The compound readily undergoes nucleophilic substitution reactions, making it a valuable intermediate in organic synthesis.
  • Stability Under Conditions: It maintains stability under a variety of conditions, allowing for controlled experimentation and application in different environmental settings.
  • Phosphate Group Dynamics: The presence of the phosphoryl group introduces unique dynamics in reactivity patterns compared to similar esters and ethers.

In summary, diethoxyphosphoryl acetate is not just another compound in the realm of chemistry; it is a pivotal compound with significant applications and intriguing reactivity that contribute to various fields, from pharmaceuticals to agriculture. As noted by one researcher, “the study of such compounds opens up a world of possibilities in both scientific exploration and practical applications.”

Synonyms
Methyl (diethoxyphosphinyl)acetate
acetyl diethyl phosphate
4526-20-9
diethoxyphosphoryl acetate
O,O-Diethyl-O-acetyl phosphate
BRN 1777583
ACETIC ACID, ANHYDRIDE with DIETHYL PHOSPHATE
4-02-00-00442 (Beilstein Handbook Reference)
SCHEMBL1237286
DTXSID30963356
YZXXMUJJCMUTCG-UHFFFAOYSA-N