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2-Nitrophenyl acetate

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Identification
Molecular formula
C8H7NO4
CAS number
132-03-2
IUPAC name
(2-nitrophenyl) acetate
State
State

At room temperature, 2-nitrophenyl acetate is usually found as a solid.

Melting point (Celsius)
61.00
Melting point (Kelvin)
334.15
Boiling point (Celsius)
323.40
Boiling point (Kelvin)
596.55
General information
Molecular weight
181.16g/mol
Molar mass
181.1550g/mol
Density
1.3380g/cm3
Appearence

2-Nitrophenyl acetate is a solid compound that typically appears as a pale yellow crystalline powder.

Comment on solubility

Solubility of (2-nitrophenyl) acetate

(2-nitrophenyl) acetate, with a chemical formula of C9H9NO3, exhibits a distinct solubility profile that is influenced by its molecular structure and functional groups. Here are some key points regarding its solubility:

  • Polar and Non-Polar Interactions: The presence of the nitro group (-NO2) enhances the polar characteristics of the compound, allowing it to engage in hydrogen bonding, which can increase solubility in polar solvents.
  • Solvent Compatibility: (2-nitrophenyl) acetate is generally soluble in polar organic solvents such as:
    • Alcohols (e.g., ethanol)
    • Acetone
    • Dimethyl sulfoxide (DMSO)
  • Low Solubility in Water: As is common with many aromatic esters, (2-nitrophenyl) acetate tends to have limited solubility in water due to its hydrophobic phenyl group.
  • Temperature Effects: The solubility may also vary with temperature; increasing temperature often enhances solubility in organic solvents, a factor that can be important for practical applications.

In summary, while (2-nitrophenyl) acetate demonstrates good solubility in polar organic solvents due to its polar nitro and ester groups, it remains poorly soluble in water, firmly establishing it as a compound with selective solubility characteristics.

Interesting facts

Interesting Facts about (2-nitrophenyl) acetate

(2-nitrophenyl) acetate is a fascinating compound that belongs to the family of nitrophenyl esters. This compound has significant implications in both synthetic organic chemistry and various industrial applications. Here are some compelling insights:

  • Versatile Intermediate: (2-nitrophenyl) acetate is often used as an intermediate in synthesizing other complex organic molecules, showcasing its utility in creating various chemical structures.
  • Electrophilic Substitution: The presence of the nitro group (-NO2) on the aromatic ring influences the reactivity of the compound significantly. It directs electrophilic substitution reactions to the meta position, which is crucial for designing specific chemical reactions.
  • Pharmaceutical Applications: This compound can serve as a precursor for various pharmaceuticals, illustrating its importance in drug development and medicinal chemistry. Research often explores its antibacterial or antifungal properties.
  • Toxicity Considerations: Like many nitrogen-containing compounds, (2-nitrophenyl) acetate can exhibit toxicity. Proper safety protocols must be followed when handling this compound to mitigate risks associated with exposure.
  • Environmental Impact: Compounds like (2-nitrophenyl) acetate are studied for their environmental persistence. Understanding how such chemicals behave in ecological systems is vital for assessing their potential risks.

As noted by one researcher, "The ability to manipulate the properties of compounds like (2-nitrophenyl) acetate opens a world of possibilities for organic synthesis and medicinal applications." With a rich chemistry and diverse applications, (2-nitrophenyl) acetate serves as an excellent example of how small changes in a molecule can lead to significant variations in its reactivity and uses.

Synonyms
2-NITROPHENYL ACETATE
610-69-5
o-Nitrophenyl acetate
Acetic acid, 2-nitrophenyl ester
2-Nitrophenol acetate
Acetic acid, o-nitrophenyl ester
AI3-21066
NSC 5397
EINECS 210-233-1
DTXSID7060590
DTXCID2042937
210-233-1
(2-nitrophenyl) acetate
Nitrophenyl Acetate
o-NPA
M2F7VE48GB
NSC-5397
2-NITROPHENYLACETATE
MFCD00007095
ACETIC ACID 2-NITROPHENYL ESTER
UNII-M2F7VE48GB
2-ACETOXYNITROBENZENE
SCHEMBL471777
CHEMBL460363
BDBM22723
NSC5397
AKOS003418848
BS-52010
DB-053785
CS-0199181
NS00022491
D79947
Q63409746