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Dimethyl 2,5-dichlorohexanedioate

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Identification
Molecular formula
C8H12Cl2O4
CAS number
4090-37-9
IUPAC name
dimethyl 2,5-dichlorohexanedioate
State
State

At room temperature, dimethyl 2,5-dichlorohexanedioate typically exists as a liquid. It does not become solid unless cooled below its melting point.

Melting point (Celsius)
25.00
Melting point (Kelvin)
298.15
Boiling point (Celsius)
285.00
Boiling point (Kelvin)
558.15
General information
Molecular weight
243.07g/mol
Molar mass
243.0650g/mol
Density
1.3005g/cm3
Appearence

Dimethyl 2,5-dichlorohexanedioate is a colorless to pale yellow liquid. It can have a slightly sweet odor characteristic of ester compounds. The appearance might vary slightly if impurities or additional compounds are present.

Comment on solubility

Solubility of Dimethyl 2,5-Dichlorohexanedioate

Dimethyl 2,5-dichlorohexanedioate, with the chemical formula C8H12Cl2O4, showcases a unique solubility profile that is influenced by its structural features. Understanding its solubility is crucial for various applications, especially in organic synthesis and formulations. Here are some key points regarding its solubility:

  • Solvent Interaction: This compound is expected to have moderate solubility in polar solvents such as water and alcohols due to the presence of ester functional groups that can interact through hydrogen bonding.
  • Hydrophobic Character: The presence of the chlorine atoms and the long carbon chain contributes to a certain degree of hydrophobic nature, potentially limiting solubility in highly polar solvents.
  • Temperature Effects: As is often the case with organic compounds, an increase in temperature may enhance the solubility of dimethyl 2,5-dichlorohexanedioate in solvents due to greater molecular movement.
  • Practical Applications: Its solubility behavior is vital for considerations in environments such as coatings, adhesives, and plasticizers, where the right solvent compatibility can determine product performance.

In summary, while dimethyl 2,5-dichlorohexanedioate displays interesting solubility characteristics, it is the balance between its polar functional groups and hydrophobic carbon chain that ultimately dictates its behavior in various solvents. As such, careful consideration of solvent choice is necessary in formulations involving this compound.

Interesting facts

Interesting Facts about Dimethyl 2,5-Dichlorohexanedioate

Dimethyl 2,5-dichlorohexanedioate is a fascinating organic compound that belongs to the category of diesters. Here are some intriguing insights that highlight its significance:

  • Structural Features: This compound is characterized by a hexanedioate backbone, wherein two methyl esters are connected through a six-carbon chain. The presence of chlorine atoms at the 2 and 5 positions introduces unique reactivity patterns and enhances its chemical properties.
  • Versatility in Synthesis: Dimethyl 2,5-dichlorohexanedioate can be synthesized through various methods, including the reaction of hexanedioic acid with chloromethyl methyl ether. This versatility in synthesis opens avenues for its application in the production of other complex molecules.
  • Applications: This diester compound finds application in multiple fields, including:
    • As a reagent in organic synthesis, helping to develop intermediates or final products.
    • In the formulation of agrochemicals, where its chlorinated structure may enhance biological activity.
    • In the development of pharmaceuticals, as it may provide specific pharmacological properties due to its unique functional groups.
  • Environmental Considerations: As with many chlorinated compounds, it is important to study the environmental impact and potential toxicity. Researchers are exploring its degradation pathways to ensure sustainable use.
  • Research Interest: Due to its distinctive features, dimethyl 2,5-dichlorohexanedioate is of great interest in chemical research. Scientists are actively investigating its properties, potential applications, and methods for further functionalization.

In summary, dimethyl 2,5-dichlorohexanedioate is not merely an isolated compound; it represents a gateway to innovative chemical processes and applications. Its molecular structure combined with diverse applications makes it a subject of intrigue for both chemists and industry professionals alike.

Synonyms
19856-35-0
alpha,alpha'-Dichloroadipic acid dimethyl ester
dimethyl 2,5-dichlorohexanedioate
TL 122
BRN 1727128
ADIPIC ACID, alpha,alpha'-DICHLORO-, DIMETHYL ESTER
4-02-00-01982 (Beilstein Handbook Reference)
SCHEMBL2862400
DTXSID70941693