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2-Nitrobenzonitrile

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Identification
Molecular formula
C7H4N2O2
CAS number
612-23-7
IUPAC name
2-nitrobenzonitrile
State
State

2-Nitrobenzonitrile is typically in a solid state at room temperature.

Melting point (Celsius)
60.00
Melting point (Kelvin)
333.15
Boiling point (Celsius)
316.00
Boiling point (Kelvin)
589.15
General information
Molecular weight
148.12g/mol
Molar mass
148.1240g/mol
Density
1.2800g/cm3
Appearence

2-Nitrobenzonitrile appears as a pale yellow or light tan solid. It is typically found in a crystalline form.

Comment on solubility

Solubility of 2-nitrobenzonitrile

2-nitrobenzonitrile, with the chemical formula C7H4N2O2, exhibits interesting solubility characteristics that are influenced by its chemical structure. This compound is known to be moderately soluble in organic solvents but shows limited solubility in water.

Factors Affecting Solubility:

  • Polarity: The presence of the nitro group (-NO2) contributes to a polar character, while the benzonitrile portion introduces a degree of hydrophobicity.
  • Hydrogen Bonding: The compound can engage in hydrogen bonding with polar solvents, such as alcohols and some ethers, leading to improved solubility in those media.
  • Temperature: As with many organic compounds, increased temperature typically enhances solubility, so 2-nitrobenzonitrile may dissolve better in heated conditions.

In summary, while 2-nitrobenzonitrile may not readily dissolve in aqueous environments, it is more compatible with non-polar and some polar organic solvents. This duality in solubility can be useful for applications in synthetic chemistry where solvent choice is crucial for reactivity and product formation.

Interesting facts

Interesting Facts About 2-Nitrobenzonitrile

2-Nitrobenzonitrile is a fascinating organic compound that plays a significant role in various chemical applications. Here are some interesting aspects of this compound:

  • Structure & Functionality: 2-Nitrobenzonitrile is part of the nitroarene family, incorporating a nitro group and a cyano group onto a benzene ring. This unique structure provides it with versatile reactivity and uses in synthesis.
  • Synthesis: It can be synthesized through the nitration of benzonitrile, showcasing how functional groups can be selectively introduced to modify chemical properties.
  • Applications: The compound is utilized in various fields, including:
    • The production of agrochemicals
    • As an intermediate in the synthesis of pharmaceuticals
    • In the manufacture of dyes and pigments
  • Reactivity: Its reactivity is influenced by the presence of the nitro and cyano groups, making it a valuable substrate for nucleophilic substitutions and other reactions in organic synthesis.
  • Toxicity Considerations: Like many nitro compounds, 2-nitrobenzonitrile can pose health risks, emphasizing the need for careful handling and proper safety protocols in the lab.
  • Research Interests: Scientists are continuously exploring its potential in the development of new materials and chemical processes, reflecting the ongoing evolution of organic chemistry.

In summary, 2-nitrobenzonitrile serves not only as a valuable compound in industrial applications but also as a subject of interest in research, showcasing the intricate interplay of structure and reactivity in organic compounds.

Synonyms
2-Nitrobenzonitrile
612-24-8
o-Nitrobenzonitrile
Benzonitrile, 2-nitro-
o-Cyanonitrobenzene
BENZONITRILE, o-NITRO-
2-Cyanonitrobenzene
CCRIS 2326
2-cyano-1-nitrobenzene
DRC6U29FCI
NSC 1994
EINECS 210-301-0
AI3-16688
NSC-1994
NITROBENZONITRILE, 2-
DTXSID80210100
Benzonitrile, 2-nitro-(9CI)
DTXCID40132591
210-301-0
MFCD00007044
Nitrobenzonitrile
2-nitro-benzonitrile
2-nitrobenzenecarbonitrile
UNII-DRC6U29FCI
NSC1994
2-nitrobenzenenitrile
2-Nitrobenzoic acid nitrile
SCHEMBL56638
CK1052
AKOS005141851
AC-7382
CS-W016340
FN05831
PS-5303
2-Nitrobenzonitrile, >=99.0% (GC)
SY005983
DB-053814
2-Cyanonitrobenzene; 1-Nitro-2-cyanobenzene
N0171
NS00034610
EN300-51194
A833110
Q27276562
Z57899730
F0001-1611
InChI=1/C7H4N2O2/c8-5-6-3-1-2-4-7(6)9(10)11/h1-4