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Malonic acid, mono chloro-

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Identification
Molecular formula
C3H3ClO4
CAS number
97-70-9
IUPAC name
2-chloropropanedioic acid
State
State

At room temperature, it is a solid substance.

Melting point (Celsius)
132.00
Melting point (Kelvin)
405.15
Boiling point (Celsius)
280.00
Boiling point (Kelvin)
553.15
General information
Molecular weight
123.50g/mol
Molar mass
123.4990g/mol
Density
1.5800g/cm3
Appearence

The compound appears as a white crystalline solid.

Comment on solubility

Solubility of 2-Chloropropanedioic Acid

2-Chloropropanedioic acid, also known as 2-chloromalonic acid, exhibits interesting solubility characteristics that can be attributed to its chemical structure. Being a dicarboxylic acid, it has the ability to participate in hydrogen bonding, which enhances its solubility in various solvents.

The solubility of 2-chloropropanedioic acid can be summarized as follows:

  • In Water: 2-chloropropanedioic acid is quite soluble in water due to its polar carboxylic acid groups. This makes it an excellent candidate for aqueous solutions.
  • In Organic Solvents: It is moderately soluble in organic solvents such as ethanol and methanol, although its solubility may vary based on the solvent polarity.
  • Temperature Dependence: The solubility tends to increase with temperature, making it easier to dissolve at higher temperatures.

The general rule of thumb to remember is: *“Like dissolves like,”* indicating that polar solutes are typically soluble in polar solvents. Thus, 2-chloropropanedioic acid, with its polar nature, aligns well with such solvents.

Key points: The effective solubility of this compound in varying mediums supports a range of applications in chemical research and synthesis. Its ability to readily dissolve enhances its utility in both laboratory and industrial settings.

Interesting facts

Interesting Facts about 2-Chloropropanedioic Acid

2-Chloropropanedioic acid, also known as 2-chloromalonic acid, is a fascinating compound with various applications in organic synthesis and biochemistry. Here are some compelling points about this compound:

  • Unique Structure: This compound features two carboxylic acid groups in its structure, which significantly increases its acidity compared to typical carboxylic acids. The presence of the chlorine atom at the second position contributes to its reactivity and steric properties.
  • Synthesis Route: 2-Chloropropanedioic acid can be synthesized through several methods, including the chlorination of malonic acid. This process illustrates the versatility of starting materials in organic chemistry and the various transformation techniques that can be employed to obtain desired derivatives.
  • Reactivity: The chlorinated derivative is notable for its ability to participate in various chemical reactions such as nucleophilic substitutions, providing pathways to synthesize more complex organic molecules. This reactivity makes it a valuable intermediate in drug development and synthetic chemistry.
  • Biological Relevance: Chlorinated compounds can mimic natural physiological agents, showing potential for biological applications. Research into their biochemical pathways offers insights into how structurally similar compounds can influence metabolic processes.
  • Environmental Impact: The study of halogenated acids like 2-chloropropanedioic acid is important in environmental chemistry, as the impact of chlorinated compounds on ecosystems and human health warrants investigation.

In summary, 2-chloropropanedioic acid is much more than just a chemical formula; it embodies unique structural, reactivity, and application characteristics that make it a subject of interest for chemists and biochemists alike. As a compound, it highlights the intricate balance between chemistry and biology, paving the way for advancements in both fields.

Synonyms
Chloromalonic acid
600-33-9
Propanedioic acid, chloro-
DTXSID60208702
DTXCID70131193
2-Chloromalonic acid
2-chloropropanedioic acid
chlormalonsaure
SCHEMBL584638
CHEMBL3558710
AKOS006295757
DB-355960