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o-Nitrotoluene

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Identification
Molecular formula
C7H7NO2
CAS number
88-72-2
IUPAC name
1-methyl-2-nitro-benzene
State
State

At room temperature, o-Nitrotoluene is a liquid. It remains fluid and mobile under normal conditions of temperature and pressure.

Melting point (Celsius)
-9.00
Melting point (Kelvin)
264.15
Boiling point (Celsius)
222.00
Boiling point (Kelvin)
495.15
General information
Molecular weight
137.14g/mol
Molar mass
137.1380g/mol
Density
1.1620g/cm3
Appearence

o-Nitrotoluene is a pale yellow liquid with a distinct aromatic odor. It is relatively stable and can be easily distilled. The compound may appear as a faintly colored liquid at room temperature.

Comment on solubility

Solubility of 1-methyl-2-nitro-benzene

1-methyl-2-nitro-benzene, also known as o-nitrotoluene, exhibits interesting solubility characteristics that are influenced by its molecular structure. This compound is a colorless to pale yellow liquid, and its solubility can be broken down into several key aspects:

  • Polar and Non-polar Behavior: Due to the presence of both the nitro group (-NO2) and the methyl group (-CH3), 1-methyl-2-nitro-benzene is somewhat polar. However, its overall hydrophobic character means it is more soluble in organic solvents than in water.
  • Solvent Compatibility: It shows good solubility in common organic solvents such as:
    • Hexane
    • Benzene
    • Ethyl acetate
  • Water Solubility: 1-methyl-2-nitro-benzene has low solubility in water, approximately 0.17 g/L at 25 °C. This limited solubility is typical for nitro-substituted hydrocarbons, primarily due to the molecule’s hydrophobic properties.
  • Temperature Effects: Like many organic compounds, increasing the temperature tends to enhance solubility in organic solvents, though the effect on water solubility remains minimal.

In summary, while 1-methyl-2-nitro-benzene is relatively insoluble in water, its solubility profile in organic solvents provides numerous opportunities for applications in chemical processes. The interplay between its polar and non-polar features underscores the diversity of solubility behaviors among aromatic compounds.

Interesting facts

Interesting Facts About 1-Methyl-2-Nitrobenzene

1-Methyl-2-nitrobenzene, commonly known as o-nitrotoluene, is a fascinating compound that finds its significance in various scientific and industrial applications. Here are some captivating aspects of this aromatic nitro compound:

  • Structure and Stability: The presence of both a methyl group and a nitro group on the benzene ring creates interesting electronic effects, leading to the compound's distinct chemical reactivity and stability.
  • Industrial Use: o-Nitrotoluene is primarily used in the production of dyes, which are pivotal in various industries, including textiles and plastics. It serves as a precursor for many synthetic processes.
  • Environmental Considerations: Due to its nitro group, this compound is considered a potential environmental contaminant. Research has been conducted to understand its behavior in the environment and its impact on ecosystems.
  • Laboratory Applications: In the laboratory, 1-methyl-2-nitrobenzene can be utilized as a reagent in organic synthesis. It's often involved in reactions like nucleophilic substitution, making it valuable for generating more complex molecules.
  • Safety and Regulation: Like many nitro compounds, o-nitrotoluene is subject to various safety regulations. It is recommended to handle it with care, as it can pose health risks upon exposure.

As a compound that bridges the gap between organic chemistry and real-world applications, 1-methyl-2-nitrobenzene showcases the intricacies of chemical structures and their far-reaching impacts. Its role in synthetic chemistry and environmental studies makes it an intriguing subject of investigation for both chemists and environmental scientists alike.

Synonyms
2-Nitrotoluene
1-Methyl-2-nitrobenzene
88-72-2
O-NITROTOLUENE
NITROTOLUENE
o-Nitrotoluol
o-Methylnitrobenzene
Toluene, o-nitro-
2-Methyl-1-nitrobenzene
2-Methylnitrobenzene
2-Nitrotoluol
ortho-Nitrotoluol
Benzene, 1-methyl-2-nitro-
1321-12-6
1-methyl-2-nitro-benzene
NSC 9577
ONT
6Q9N88YIAY
MLS001055384
DTXSID4025791
CHEBI:33098
NSC-9577
o-NT
SMR000677946
ortho-nitrotoluene
Nitrotoluene, o-
2-Nitrotoluene, >=99%
DTXCID005791
CAS-88-72-2
CCRIS 1224
HSDB 2189
Nitrotoluene, o-isomer
EINECS 201-853-3
UNII-6Q9N88YIAY
AI3-16311
2-nitro toluene
2-nitro-toluene
o-mononitrotoluene
Benzene,methylnitro-
MFCD00007157
o-methyl nitrobenzene
2-methyl-nitrobenzene
o-Nitrotoluene, liquid
TOLUENE,2-NITRO
ORTHO NITROTOLUENE
NITROTOLUENE, 2-
EC 201-853-3
cid_6944
WLN: WNR B1
O-NITROTOLUENE [MI]
SCHEMBL26788
CHEMBL47047
2-NITROTOLUENE [HSDB]
2-NITROTOLUENE [IARC]
SCHEMBL8008054
BDBM91068
NSC9577
HMS3039E06
2-Nitrotoluene, analytical standard
Tox21_202393
Tox21_300032
STL283955
AKOS000120143
UN-1664
NCGC00090723-01
NCGC00090723-02
NCGC00090723-03
NCGC00254124-01
NCGC00259942-01
BS-43806
DB-365209
N0275
NS00005656
EN300-19370
o-Nitrotoluene, liquid [UN1664] [Poison]
C19597
Q2533785
F9995-1659
InChI=1/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H