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Tetrabutylammonium 4-nitrophenolate

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Identification
Molecular formula
C22H34N2O3
CAS number
27701-14-4
IUPAC name
4-nitrophenolate;tetrabutylammonium
State
State

At room temperature, Tetrabutylammonium 4-nitrophenolate is in a solid state, typically forming yellow to pale orange crystals or a fine powder.

Melting point (Celsius)
141.00
Melting point (Kelvin)
414.15
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
378.53g/mol
Molar mass
378.5260g/mol
Density
1.0585g/cm3
Appearence

Tetrabutylammonium 4-nitrophenolate typically appears as a yellow solid. It is a crystalline compound that may form an amorphous powder. The color is characteristic due to the nitro group attached to the benzene ring, which imparts a distinct yellow color.

Comment on solubility

Solubility of 4-Nitrophenolate Tetrabutylammonium

4-Nitrophenolate tetrabutylammonium, a quaternary ammonium salt, showcases interesting solubility characteristics influenced by its unique structure. The solubility of this compound can be summarized as follows:

  • Solvent Compatibility: 4-Nitrophenolate tetrabutylammonium is generally soluble in polar organic solvents such as acetone, methanol, and dimethyl sulfoxide (DMSO). This is largely due to the presence of the tetrabutylammonium cation, which enhances solubility in polar environments.
  • Water Solubility: While it exhibits limited solubility in water, it often requires specific conditions or enhanced concentrations to achieve dissolution. Factors such as temperature and pH can significantly impact its solubility profile.
  • Impact of pH: The solubility of 4-nitrophenolate ions can change with the pH of the solution. It is noted that at higher pH levels, the compound is more readily soluble, as it remains in its ionized form.

In conclusion, while 4-nitrophenolate tetrabutylammonium exhibits variable solubility, its behavior in various solvents is of significant interest, particularly in applications demanding its use in organic synthesis or analytical chemistry. The compound's solubility characteristics are essential for optimizing reaction conditions and maximizing efficiency.

Interesting facts

Interesting Facts about 4-Nitrophenolate Tetrabutylammonium

4-Nitrophenolate tetrabutylammonium, also known for its versatile applications in organic synthesis and analytical chemistry, is a fascinating compound that brings a variety of unique properties to the table. Here are some key highlights:

  • Chiral Auxiliaries: This compound acts as an effective chiral auxiliary, making it invaluable in asymmetric synthesis. Its presence can significantly influence the stereochemical outcomes of reactions.
  • Solvolysis Rate Modifier: 4-Nitrophenolate tetrabutylammonium is known to modify the rates of solvolysis, which are reactions where a solute interacts with a solvent. This property allows scientists to study reaction mechanisms in detail.
  • Biological Activity: Research has shown that derivatives of nitrophenol can exhibit biological activity, providing potential pathways for developing pharmaceuticals. These derivatives are often explored for their antimicrobial properties.
  • Indicator in Acid-Base Chemistry: The presence of the nitro group makes this compound an excellent pH indicator. It changes color depending on the pH level, thus serving as a practical tool in acid-base titrations.

Moreover, within the realm of environmental science, the study of such compounds can be crucial for understanding pollutants and their breakdown in nature. As famed chemist Dmitri Mendeleev once stated, “There is no science that does not contain an element of beauty; and chemistry is no exception.” The study of compounds like 4-nitrophenolate tetrabutylammonium definitely underscores this sentiment, showcasing the intricate beauty and complexity of chemical reactions.

In summary, 4-nitrophenolate tetrabutylammonium is more than just a chemical compound; it is a bridge connecting various branches of chemistry, fostering exploration and innovation.

Synonyms
Tetrabutylammonium p-Nitrophenoxide
3002-48-0
TETRABUTYLAMMONIUM 4-NITROPHENOLATE
DTXSID80184094
DTXCID90106585
672-615-8
4-nitrophenolate;tetrabutylazanium
TETRABUTYLAMMONIUM P-NITROPHENOLATE
tetrabutylammoniump-nitrophenoxide
4-nitrophenolate,tetrabutylazanium
MFCD00723734
SCHEMBL16968724
JWRHOHUAHHYNBL-UHFFFAOYSA-M
AKOS015833479
tetra-n-butylammonium 4-nitrophenolate
HY-W127688
BS-23860
DB-257049
CS-0185887
T2669
D92630