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2-Nitroresorcinol

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Identification
Molecular formula
C6H5NO4
CAS number
603-47-4
IUPAC name
2-nitrobenzene-1,3-diol
State
State

At room temperature, 2-Nitroresorcinol is in a solid state, where it forms crystalline structures.

Melting point (Celsius)
115.00
Melting point (Kelvin)
388.00
Boiling point (Celsius)
200.00
Boiling point (Kelvin)
473.00
General information
Molecular weight
155.11g/mol
Molar mass
155.1080g/mol
Density
1.5830g/cm3
Appearence

2-Nitroresorcinol typically appears as a yellow or light brown crystalline solid. It may darken upon exposure to light due to its nitro group, which can be photoreactive.

Comment on solubility

Solubility of 2-nitrobenzene-1,3-diol

2-nitrobenzene-1,3-diol, also known for its interesting structural features, exhibits unique solubility characteristics that are important to consider. Its solubility is influenced by several factors:

  • Polarity: The presence of the hydroxyl groups (-OH) makes 2-nitrobenzene-1,3-diol polar, enhancing its ability to interact with polar solvents, particularly water.
  • Hydrogen Bonding: The hydroxyl groups can participate in hydrogen bonding, which not only improves solubility in polar solvents but can also affect the compound's overall stability.
  • Solvent Interaction: It is more soluble in polar solvents like ethanol and methanol compared to non-polar solvents, highlighting its dependence on solvent polarity.

When discussing its solubility, it is important to emphasize:

  1. The ability to solvate in aqueous environments, which is beneficial for various chemical reactions.
  2. The limited solubility in non-polar solvents, which may impede its application in certain fields of research.

As a result, while 2-nitrobenzene-1,3-diol showcases a good solubility profile in polar solvents, researchers should carefully select their reaction conditions to optimize solubility and reactivity.

Interesting facts

Interesting Facts about 2-Nitrobenzene-1,3-diol

2-Nitrobenzene-1,3-diol, also known as m-nitrophenol or meta-nitrophenol, is a fascinating chemical compound that belongs to the class of nitrophenols. Here are some remarkable aspects of this compound:

  • Structure and Isomerism: 2-Nitrobenzene-1,3-diol features a unique arrangement of hydroxyl and nitro groups, which are positioned at the meta locations on the benzene ring. This structural configuration plays a crucial role in its reactivity and properties when compared to its ortho and para isomers.
  • Applications in Synthesis: This compound is widely utilized as an intermediate in the synthesis of various agrochemicals and pharmaceuticals. It serves as a precursor for the production of dyes, pigments, and other organic chemicals.
  • Biological Activity: Research indicates that nitrophenols, including 2-nitrobenzene-1,3-diol, can exhibit interesting biological activities. Some studies suggest that they may have cytotoxic effects on certain cancer cells, making them a point of interest in medicinal chemistry.
  • Environmental Impact: It's essential to be aware of the environmental implications of nitrophenols. They can be considered hazardous pollutants, often arising from agricultural runoff, which can contaminate water sources and impact aquatic life.
  • Physical Properties: The presence of both hydroxyl and nitro groups in 2-nitrobenzene-1,3-diol contributes to its polarity, affecting its solubility and interactions with other molecules.

In summary, 2-nitrobenzene-1,3-diol is more than just a chemical formula; it is a compound of significant interest in various fields, from organic chemistry to environmental science. With its unique structure and diverse applications, it continues to be a subject of ongoing research and exploration.

Synonyms
2-NITRORESORCINOL
601-89-8
2-nitrobenzene-1,3-diol
1,3-Benzenediol, 2-nitro-
2-Nitro-1,3-benzenediol
Resorcinol, 2-nitro-
1,3-Dihydroxy-2-nitrobenzene
7DA96G63WU
NSC 1542
NSC-1542
EINECS 210-010-9
AI3-52603
DTXSID4060525
Resorcinol, 2nitro
1,3Benzenediol, 2nitro
1,3Dihydroxy2nitrobenzene
DTXCID9042758
210-010-9
nitroresorcinol
MFCD00007124
1,3-Benzenediol, nitro-
2,6-Dihydroxynitrobenzene
NSC1542
2-Nitroresorcinol, 98%
2,6-dihydroxy nitrobenzene
2-nitro-benzene-1,3-diol
UNII-7DA96G63WU
SCHEMBL70533
2-Nitro-1,3-benzenediol #
2-Nitro-1,3-dihydroxybenzene
AKOS005146112
CS-W010926
AS-14900
DB-000860
N0254
NS00034308
EN300-123981
AP-065/41884104
Q209452
F2147-0941
InChI=1/C6H5NO4/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3,8-9
38L