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2-Methyl-4-nitrobenzoic acid
[CAS# 1975-51-5]

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Complete supplier list of 2-Methyl-4-nitrobenzoic acid
Identification
Classification Organic raw materials >> Hydrocarbon compounds and their derivatives >> Hydrocarbon nitrite
Name 2-Methyl-4-nitrobenzoic acid
Synonyms 4-Nitro-o-toluic acid
Molecular Structure CAS # 1975-51-5, 2-Methyl-4-nitrobenzoic acid, 4-Nitro-o-toluic acid
Molecular Formula C8H7NO4
Molecular Weight 181.15
CAS Registry Number 1975-51-5
EC Number 217-828-5
SMILES CC1=C(C=CC(=C1)[N+](=O)[O-])C(=O)O
Properties
Density 1.4±0.1 g/cm3, Calc.*
Melting point 150-154 ºC (Expl.)
Index of Refraction 1.601, Calc.*
Boiling Point 369.3±30.0 ºC (760 mmHg), Calc.*
Flash Point 167.6±13.0 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H302-H315-H317-H319-H335    Details
Precautionary Statements P261-P264-P264+P265-P270-P271-P272-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Skin sensitizationSkin Sens.1H317
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2H319
Eye irritationEye Irrit.2AH319
SDS Available
up Discovory and Applicatios
2-Methyl-4-nitrobenzoic acid is an organic compound belonging to the class of nitrobenzoic acids, characterized by the presence of both a methyl group and a nitro group attached to a benzoic acid backbone. This aromatic compound has the molecular formula C7H7NO4 and is recognized for its distinct chemical structure, in which the methyl group is positioned at the 2-position and the nitro group at the 4-position on the benzene ring. The compound is a pale yellow solid at room temperature, and it is slightly soluble in water but highly soluble in organic solvents such as ethanol and acetone.

The discovery of 2-methyl-4-nitrobenzoic acid is part of the broader exploration of substituted benzoic acids, which are a class of compounds known for their wide variety of applications in chemical synthesis, pharmaceuticals, and materials science. Nitrobenzoic acids, in particular, have been extensively studied due to their role as intermediates in the synthesis of numerous compounds, including dyes, pharmaceuticals, and agricultural chemicals. The ability to introduce functional groups, such as the methyl and nitro groups, into the aromatic ring allows for the tailoring of the compound’s reactivity and properties, which are crucial for various industrial applications.

One of the primary applications of 2-methyl-4-nitrobenzoic acid is in the field of organic synthesis. The presence of both the nitro and methyl groups on the benzene ring makes it an important intermediate for the production of other compounds. For example, it can be used in the synthesis of azo dyes, which are widely employed in the textile and food industries for coloring purposes. The nitro group in the 4-position is a key functional group that facilitates nucleophilic aromatic substitution reactions, enabling the incorporation of other functional groups into the aromatic system. This makes 2-methyl-4-nitrobenzoic acid a valuable building block for the preparation of a variety of substituted benzoic acids and their derivatives.

In addition to its use in dye synthesis, 2-methyl-4-nitrobenzoic acid is also important in the pharmaceutical industry. The compound serves as a precursor for the synthesis of bioactive molecules, including drugs that exhibit anti-inflammatory, antimicrobial, and anticancer activities. For example, the nitro group can be reduced to an amino group, which can then participate in further reactions to yield compounds with specific biological activities. Moreover, the methyl group in the 2-position can affect the compound’s pharmacokinetics and bioavailability, making it a useful component in the design of novel therapeutic agents.

The compound’s ability to participate in various chemical reactions, including electrophilic substitution and nucleophilic substitution, also makes it an important intermediate in the production of agrochemicals. In particular, 2-methyl-4-nitrobenzoic acid and its derivatives can be used in the synthesis of herbicides and pesticides, contributing to the development of more effective and environmentally friendly crop protection products. The combination of functional groups in the molecule allows for selective reactivity, which is essential for creating compounds with specific biological activity against pests and weeds.

Another application of 2-methyl-4-nitrobenzoic acid is in the field of materials science. The compound can be used as a precursor in the synthesis of polymeric materials, including plastics and coatings. By modifying the structure of the molecule and incorporating it into polymer chains, it is possible to enhance the thermal stability, chemical resistance, and mechanical properties of the resulting polymers. Additionally, 2-methyl-4-nitrobenzoic acid can be used to prepare monomers for the production of polyesters and other high-performance materials, which are utilized in a variety of industrial applications, such as packaging, automotive, and electronics.

The compound’s chemical reactivity and its role as a key intermediate make it a versatile molecule with a range of potential applications. Its use in organic synthesis, pharmaceuticals, agrochemicals, and materials science highlights the importance of 2-methyl-4-nitrobenzoic acid in both industrial and research settings. As further research continues into the functionalization and modification of this compound, its applications are likely to expand, providing new opportunities for its use in the development of novel chemicals and materials.

In conclusion, 2-methyl-4-nitrobenzoic acid is an important organic compound with a wide range of applications in various industries. Its role as a building block in organic synthesis, its use in the production of pharmaceuticals and agrochemicals, and its applications in materials science demonstrate the versatility of this compound. The ongoing study of its chemical properties and reactions will likely continue to uncover new applications, making it an essential compound for further research and industrial development.
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