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2-(benzylideneamino)benzoic acid

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Identification
Molecular formula
C14H11NO2
CAS number
6393-41-7
IUPAC name
2-(benzylideneamino)benzoic acid
State
State

At room temperature, 2-(benzylideneamino)benzoic acid is in a solid state. It is typically stable under standard conditions, and its crystalline structure ensures it remains as a solid until it is exposed to heat or solvents.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
476.00
Boiling point (Kelvin)
749.15
General information
Molecular weight
225.25g/mol
Molar mass
225.2530g/mol
Density
1.2675g/cm3
Appearence

2-(Benzylideneamino)benzoic acid appears as an off-white to pale yellow crystalline solid. It can form fine needles or granules that reflect light, giving it a lustrous appearance.

Comment on solubility

Solubility of 2-(benzylideneamino)benzoic acid

The solubility of 2-(benzylideneamino)benzoic acid is influenced by various factors that are typical for organic compounds. This compound is generally known to be poorly soluble in water due to its hydrophobic aromatic structure. However, its solubility can be significantly affected by the following conditions:

  • Polarity of Solvent: This compound dissolves more readily in organic solvents such as ethanol and dimethyl sulfoxide (DMSO) rather than in polar solvents like water.
  • pH Levels: The solubility can increase in alkaline environments where the carboxylic acid group may become deprotonated, enhancing solubility due to the formation of anionic species.
  • Temperature: Like many organic compounds, increasing temperature can lead to improved solubility, as higher temperatures typically decrease viscosity and promote solute-solvent interactions.

In summary, while 2-(benzylideneamino)benzoic acid exhibits limited aqueous solubility, its solubility can be enhanced under specific conditions. As always, it is vital to consider the specific solvent system and environmental conditions when assessing solubility properties.

Interesting facts

Interesting Facts about 2-(benzylideneamino)benzoic acid

2-(benzylideneamino)benzoic acid is a fascinating organic compound known for its diverse applications and interesting chemical properties. Here are some engaging insights about this compound:

  • Structural Features: The compound features a benzylidene group attached to an amino functionality on a benzoic acid backbone, giving it a unique structure that contributes to its chemical reactivity.

  • Potential Applications: This compound has garnered attention in various fields, including:
    • Pharmaceuticals: It is examined for potential therapeutic uses due to its interactions with biological systems.
    • Organic Synthesis: The compound serves as a building block in synthesizing more complex molecules.

  • Intermolecular Interactions: The presence of amino and carboxylic acid groups allows for extensive hydrogen bonding, enhancing its solubility in polar solvents and influencing its reactivity in chemical reactions.

  • Chirality: 2-(benzylideneamino)benzoic acid can exhibit chirality, which is important in the design of enantiomerically pure substances for pharmaceutical applications.

In summary, 2-(benzylideneamino)benzoic acid is more than just a compound; it represents an intersection of structural elegance and functional versatility, making it a subject of continued interest in the field of chemical research. Its structural diversity and potential applications emphasize the importance of understanding organic compounds in modern chemistry.

Synonyms
N-Benzylideneanthranilic acid
5766-76-7
2-(benzylideneamino)benzoic acid
Benzylidenanthranilsaeure
ANTHRANILIC ACID, N-BENZYLIDENE-
Benzoic acid, 2-((phenylmethylene)amino)-
Benzoic acid, 2-[(phenylmethylene)amino]-
Benzylidenanthranilsaeure [German]
NSC 36220
BRN 0958022
WLN: QVR BNU1R
4-14-00-01031 (Beilstein Handbook Reference)
CHEMBL2260695
SCHEMBL11423120
SCHEMBL19924599
DTXSID301031895
2-(benzylidene-amino)-benzoic acid
NSC36220
NSC-36220