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2-Methyl-6-nitrobenzoic acid

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Identification
Molecular formula
C8H7NO4
CAS number
1765-49-5
IUPAC name
2-methyl-6-nitro-benzoic acid
State
State

At room temperature, 2-Methyl-6-nitrobenzoic acid is a solid due to its crystalline structure.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
195.15g/mol
Molar mass
195.1660g/mol
Density
1.3860g/cm3
Appearence

2-Methyl-6-nitrobenzoic acid appears as a solid substance that is typically in the form of light yellow crystalline powder.

Comment on solubility

Solubility of 2-methyl-6-nitro-benzoic acid

2-methyl-6-nitro-benzoic acid, commonly referred to by its IUPAC name, displays interesting solubility characteristics that are primarily influenced by its molecular structure and functional groups. This compound features both a carboxylic acid group and nitro substituents, which greatly affect its interactions with solvents.

When it comes to solubility, here are a few key points to consider:

  • Solvent Dependency: 2-methyl-6-nitro-benzoic acid is known to be more soluble in polar solvents, such as water and alcohols. This is attributed to hydrogen bonding capabilities of the carboxylic acid group.
  • Hydrophobic vs Hydrophilic: The presence of the methyl and nitro groups imparts a level of hydrophobicity, making it less soluble in nonpolar solvents.
  • pH Influence: The solubility of this compound can increase at higher pH levels due to deprotonation of the carboxylic acid, transforming it into a more soluble anionic form.

As a result, this compound can be **somewhat soluble** in water, though its overall solubility may vary significantly depending on conditions such as temperature and pH. Notably, environmental factors can also impact solubility behavior, making it a subject of interest for further study in applications such as pharmaceuticals and environmental chemistry.

Interesting facts

Interesting Facts about 2-Methyl-6-nitro-benzoic Acid

2-Methyl-6-nitro-benzoic acid is a fascinating compound belonging to the family of benzoic acids. Here are some intriguing insights and facts about this compound:

  • Chemical Structure: The presence of both a methyl (-CH3) group and a nitro (-NO2) group in its structure makes this compound a noteworthy example of functional group interplay. Each group influences the compound's chemical reactivity and physical properties.
  • Substituent Effects: The positioning of the methyl and nitro groups significantly affects the acid's strength and reactivity. The electron-withdrawing nature of the nitro group enhances the acidity compared to benzoic acid, making it a useful substituent for synthetic applications.
  • Applications: This compound serves as an important starting material in organic synthesis. It is often used in the synthesis of dyes, pharmaceuticals, and agrochemicals, demonstrating its versatility in industrial applications.
  • Biological Activity: Some studies suggest that structural analogs of 2-methyl-6-nitro-benzoic acid can exhibit biological activity, including antimicrobial properties. Understanding these properties can lead to innovations in drug development and medicinal chemistry.
  • Synthesis: The synthesis of 2-methyl-6-nitro-benzoic acid typically involves the nitration of 2-methyl-benzoic acid, followed by careful purification techniques. Exploring the various synthetic routes reveals valuable insights into reaction mechanisms and organic chemistry principles.

In summary, 2-methyl-6-nitro-benzoic acid is not just another compound; it is an essential piece in the puzzle of organic chemistry. Its unique structure and properties open pathways for further research and applications, making it a subject of interest for both chemists and students alike!

Synonyms
2-METHYL-6-NITROBENZOIC ACID
13506-76-8
6-Nitro-o-toluic acid
6-Methyl-2-nitrobenzoic acid
Benzoic acid, 2-methyl-6-nitro-
o-Toluic acid, 6-nitro-
EINECS 236-833-3
JM85Y56DX1
DTXSID7025639
DTXCID205639
METHYL-6-NITROBENZOIC ACID, 2-
236-833-3
2-methyl-6-nitro-benzoic acid
MFCD00007267
2-methyl-nitrobenzoic acid
MLS002152875
SMR001224490
2-methyl-6-nitrobenzoicacid
UNII-JM85Y56DX1
Nitrotoluylsaure
o-Toluic acid, 6-nitro- (6CI,8CI); 2-Methyl-6-nitrobenzoic acid; 6-Methyl-2-nitrobenzoic acid; 6-Nitro-o-toluic acid
NCGC00091581-01
nitro-ortho-toluic acid
SCHEMBL33666
cid_16097
2-Nitro-6-methylbenzoic acid
CHEMBL1300395
BDBM74245
HMS3039A14
Tox21_200201
BBL103670
CL8056
STL557480
2-Methyl-6-nitrobenzoic acid, 97%
AKOS001309987
AC-3082
CS-W007508
FM54884
GS-4418
NCGC00091581-02
NCGC00257755-01
SY003788
CAS-13506-76-8
DB-011077
NS00024369
EN300-24070
2-Nitro-6-methylbenzoic acid;6-Nitro-o-toluic acid
Q27281578
Z168878268
InChI=1/C8H7NO4/c1-5-3-2-4-6(9(12)13)7(5)8(10)11/h2-4H,1H3,(H,10,11