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2-fluoromalonic acid

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Identification
Molecular formula
C3H3FO4
CAS number
456-60-2
IUPAC name
2-fluoropropanedioic acid
State
State

At room temperature, 2-fluoromalonic acid is in a solid state. Its solid crystalline form makes it stable under standard laboratory conditions.

Melting point (Celsius)
144.00
Melting point (Kelvin)
417.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
120.05g/mol
Molar mass
120.0430g/mol
Density
1.5690g/cm3
Appearence

2-Fluoromalonic acid typically presents as a white crystalline solid. The compound exhibits a clean and pronounced white coloration, which is common for many organic acids. Its crystalline structure contributes to its solid-state appearance at room temperature.

Comment on solubility

Solubility of 2-fluoropropanedioic acid

2-fluoropropanedioic acid, also known by its IUPAC name 2-fluorobutanedioic acid, displays interesting solubility characteristics that are important to consider, particularly in various chemical processes.

This compound exhibits good solubility in polar solvents, making it effective for use in a wide range of applications. Here are some key points regarding its solubility:

  • Water Solubility: 2-fluoropropanedioic acid is highly soluble in water due to the presence of carboxylic acid groups that can form hydrogen bonds with water molecules.
  • Solvents: This compound is also soluble in common organic solvents such as ethanol and acetone, which can facilitate its use in organic synthesis.
  • Temperature Influence: Solubility can increase with temperature; thus, heating the solvent can enhance the dissolution rate of this acid.

It is important to note that the presence of the fluorine atom may confer some unique interactions, potentially affecting its behavior in mixtures. As with many organic acids, the ionization in solution is a significant factor: deprotonation of the carboxyl groups can enhance solubility at higher pH levels.

In summary, understanding the solubility of 2-fluoropropanedioic acid in various solvents is crucial for its practical applications in chemical synthesis and reactions.

Interesting facts

Interesting Facts about 2-Fluoropropanedioic Acid

2-Fluoropropanedioic acid, also known as 2-fluorosuccinic acid, is a fascinating compound that falls under the category of fluorinated carboxylic acids. Here are some notable aspects of this compound:

  • Structural Insight: This compound features two carboxylic acid groups (-COOH) flanking a central -CH(-F)- group, which introduces a unique fluorine substitution that can significantly influence its chemical properties and reactivity.
  • Biological Relevance: Fluorinated compounds like 2-fluoropropanedioic acid have been of interest in medicinal chemistry due to their potential applications in drug development. They can mimic natural metabolites, enabling them to interact with biological systems in novel ways.
  • Industrial Applications: The presence of fluorine can enhance the material properties of polymers. 2-Fluoropropanedioic acid can be utilized in the synthesis of fluorinated polymers, improving aspects such as stability and chemical resistance.
  • Impact on Green Chemistry: As researchers continue to focus on sustainability, fluorinated compounds like 2-fluoropropanedioic acid are being studied for their roles in greener synthetic methodologies. They can allow for reactions that minimize byproducts and waste.
  • Reaction Pathways: The -F atom in 2-fluoropropanedioic acid can provide unique pathways for substitution reactions, making it valuable in organic synthesis. The electron-withdrawing effect of fluorine can enhance the acidity of the carboxylic groups, leading to various synthetic routes.

In summary, 2-fluoropropanedioic acid is not just a simple compound; it embodies the intersection of chemistry and practical applications. Its unique chemical structure, coupled with its potential in medical and industrial applications, makes it an intriguing subject of study.

Synonyms
2-fluoropropanedioic Acid
473-87-0
831-434-6
2-fluoromalonic acid
Propanedioic acid, fluoro-
fluoromalonic acid
MFCD19228375
fluoropropanedioic acid
PG4MX47N8Y
SCHEMBL426441
DTXSID00274608
PROPANEDIOIC ACID, 2-FLUORO-
AKOS006379391
PB42871
BS-42793
SY157510
A51197
EN300-143391