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2,4-Dinitrobenzoic acid

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Identification
Molecular formula
C7H4N2O6
CAS number
610-29-3
IUPAC name
2,4-dinitrobenzoic acid
State
State

At room temperature, 2,4-dinitrobenzoic acid is a solid.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
362.30
Boiling point (Kelvin)
635.45
General information
Molecular weight
212.12g/mol
Molar mass
212.1160g/mol
Density
1.6835g/cm3
Appearence

2,4-Dinitrobenzoic acid appears as a yellow crystalline solid. Its crystalline nature is quite pronounced, giving it a distinct and vibrant yellow color due to the presence of nitro groups on the aromatic ring.

Comment on solubility

Solubility of 2,4-Dinitrobenzoic Acid

2,4-Dinitrobenzoic acid, with the chemical formula C7H4N2O4, exhibits intriguing solubility characteristics that are largely influenced by its molecular structure and the presence of nitro and carboxylic acid functional groups.

Solubility Characteristics:

  • Solvent Type: This compound is generally considered to be sparingly soluble in water due to the strong intermolecular hydrogen bonds that can form between water molecules and the carboxylic acid group, yet limited interactions due to the bulky nitro substituents.
  • Organic Solvents: 2,4-Dinitrobenzoic acid is more soluble in organic solvents such as ethanol, acetone, and chloroform. This solubility in nonpolar solvents is attributed to its hydrophobic aromatic ring, which has a greater affinity for nonpolar environments.
  • Temperature Effect: Increased temperature can enhance solubility, making it more soluble in water at elevated temperatures.

As a general rule in chemistry, the “like dissolves like” principle applies, where polar solutes tend to dissolve well in polar solvents, and nonpolar solutes favor nonpolar solvents. Therefore, understanding the solubility of 2,4-dinitrobenzoic acid can guide its usage in various chemical applications, especially in organic synthesis and analytical chemistry.

In summary, while 2,4-dinitrobenzoic acid shows limited solubility in water, it finds good solvency in many polar organic solvents, demonstrating the complex interplay of its chemical structure with solvent interactions.

Interesting facts

Interesting Facts about 2,4-Dinitrobenzoic Acid

2,4-Dinitrobenzoic acid, often abbreviated as DNBA, is a noteworthy compound that captures the attention of both researchers and students due to its unique properties and applications. Here are some intriguing insights about this chemical:

  • Structural Characteristics: DNBA is characterized by its nitro groups (-NO2) positioned at the 2 and 4 positions on the benzoic acid ring structure. This substitution pattern significantly influences its chemical reactivity and solubility.
  • Role in Organic Syntheses: As a versatile intermediate, DNBA serves as a valuable reagent in organic synthesis. It is commonly utilized in the preparation of dyes, pharmaceuticals, and agrochemicals, showcasing its utility in various fields.
  • pH Indicator: DNBA is known for its ability to act as a pH indicator. Its distinctive color change at different pH levels allows for easy visualization of acid-base reactions, making it an excellent tool for titrations and experiments in laboratory settings.
  • Toxicity Considerations: While DNBA has beneficial uses, it's crucial to acknowledge its potential toxicity. The nitro groups can lead to the formation of reactive species, requiring proper handling and safety precautions during experiments.
  • Research Applications: Scientists have studied 2,4-dinitrobenzoic acid for its potential in analytical chemistry. It is often employed in techniques like chromatography and spectroscopy due to its ability to form stable complexes.

In summary, 2,4-dinitrobenzoic acid showcases a fascinating interplay of structure and function. As we delve deeper into its applications and properties, it prompts us to appreciate the complexities and wonders within the realm of chemical compounds.

Synonyms
2,4-DINITROBENZOIC ACID
610-30-0
Benzoic acid, 2,4-dinitro-
CCRIS 1766
EINECS 210-219-5
NSC 243713
BRN 0658650
2,4-dinitrobenzoate
DTXSID3060584
4-09-00-01239 (Beilstein Handbook Reference)
DTXCID7042930
210-219-5
630-196-9
inchi=1/c7h4n2o6/c10-7(11)5-2-1-4(8(12)13)3-6(5)9(14)15/h1-3h,(h,10,11
ziigsrypzwdgbt-uhfffaoysa-n
2.4-dinitrobenzoic acid
2,4-Dinitropbenzoic acid
L3FBD88RA8
NSC-243713
MFCD00017006
NSC243713
UNII-L3FBD88RA8
SCHEMBL503450
1-Carboxy-2,4-dinitrobenzene
2,4-DinitrobenzoesA currencyure
2,4-Dinitrobenzoic acid, 96%
BBL025860
STK317799
AKOS000113543
FD35036
AC-26044
AS-57935
UPCMLD0ENAT0512-2265:001
DB-020005
CS-0236370
NS00006712
EN300-17055
F87367
AK-968/40879354
Z56869295