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bis(2-isocyanatoethyl) carbonate

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Identification
Molecular formula
C7H8N2O4
CAS number
1694-31-1
IUPAC name
bis(2-isocyanatoethyl) carbonate
State
State

At room temperature, bis(2-isocyanatoethyl) carbonate is in a liquid state. It has low volatility, but as an isocyanate, it is reactive with nucleophiles, especially those containing active hydrogen such as water or amines.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
168.00
Boiling point (Kelvin)
441.15
General information
Molecular weight
188.17g/mol
Molar mass
188.1660g/mol
Density
1.1432g/cm3
Appearence

bis(2-isocyanatoethyl) carbonate is a clear to pale yellow liquid. It typically appears colorless when pure but can have a slight yellow tint due to impurities or storage conditions. The liquid is transparent and flows easily due to its low viscosity.

Comment on solubility

Solubility of bis(2-isocyanatoethyl) carbonate

Bis(2-isocyanatoethyl) carbonate, often referred to as a unique compound in the realm of isocyanates, exhibits intriguing solubility characteristics. Its solubility can be influenced by various factors including the polarity of the solvent, temperature, and molecular interactions.

Characteristics of Solubility

  • Polar Solvents: Given the presence of isocyanate groups, bis(2-isocyanatoethyl) carbonate shows preferential solubility in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and N,N-dimethylformamide (DMF).
  • Nonpolar Solvents: Its solubility in nonpolar solvents is quite limited due to the lack of strong intermolecular interactions.
  • Temperature Dependence: As with many organic compounds, an increase in temperature generally enhances solubility, allowing for a better dispersion in selected solvents.

Researchers exploring solvent systems for bis(2-isocyanatoethyl) carbonate often emphasize the importance of choosing the right medium to maximize solubility. To quote, "The compatibility of isocyanates with various solvents can significantly influence their reactivity and application in polymer chemistry." Therefore, a thorough understanding of its solubility can lead to optimized usage in industrial applications and synthesis processes.

In conclusion, while bis(2-isocyanatoethyl) carbonate showcases interesting solubility patterns, its optimal use relies heavily on suitable solvent selections and environmental conditions to harness its full potential.

Interesting facts

Facts About Bis(2-Isocyanatoethyl) Carbonate

Bis(2-isocyanatoethyl) carbonate, commonly referred to as diisocyanate, is a compound that holds significant importance in the field of polymer chemistry and materials science. Its unique structure allows it to participate in the synthesis of various polymers, which are integral to modern materials used in countless applications.

Key Applications

  • Polymer Production: This compound is primarily used to produce urethane and polycarbonate polymers, which exhibit excellent thermal stability and mechanical properties.
  • Coatings and Adhesives: Its reactivity with polyols makes it valuable in formulating high-performance coatings and adhesives, vital for various industrial applications.
  • Biomedical Applications: The compound can be modified for use in biomedical devices, highlighting its versatility and adaptability in specialized fields.

Chemical Properties

What makes bis(2-isocyanatoethyl) carbonate particularly fascinating is its ability to form strong cross-links between polymer chains. This cross-linking capability enhances the mechanical strength and durability of the resulting materials. It's often noted in literature that:

"The reactivity of isocyanates with alcohols results in a wide range of potential applications in building advanced synthetic materials."

Safety Considerations

Despite its beneficial properties, handling this compound requires strict safety precautions. It is essential to wear appropriate personal protective equipment (PPE) when working with it, as isocyanates can be hazardous:

  • They may cause respiratory irritation or sensitivity.
  • Proper ventilation is necessary to avoid inhalation of fumes.

In summary, bis(2-isocyanatoethyl) carbonate stands out not only for its role in the synthesis of various materials but also for the challenges it presents in safe handling practices. Understanding its chemistry opens up a world of possibilities in designing innovative materials.

Synonyms
bis(2-isocyanatoethyl) carbonate
Bis(2-isocyanatoethyl)carbonate
631-329-3
13025-29-1
Ethanol, 2-isocyanato-, carbonate (2:1) (ester)
2-Isocyanatoethanol carbonate (2:1) (ester)
BRN 2263947
CARBONIC ACID, BIS(2-ISOCYANATOETHYL) ESTER
SCHEMBL111548
DTXSID1073999
bis(2-isocyanato-ethyl)carbonate
DZYFUUQMKQBVBY-UHFFFAOYSA-N