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bis(2-chloroethyl)cyanamide

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Identification
Molecular formula
C5H8Cl2N2
CAS number
101-11-1
IUPAC name
bis(2-chloroethyl)cyanamide
State
State

At room temperature, bis(2-chloroethyl)cyanamide is usually found in a liquid state. It is noted for being relatively stable under standard conditions but can react under certain circumstances to release toxic gases.

Melting point (Celsius)
-39.00
Melting point (Kelvin)
234.15
Boiling point (Celsius)
122.00
Boiling point (Kelvin)
395.15
General information
Molecular weight
157.03g/mol
Molar mass
157.0340g/mol
Density
1.2150g/cm3
Appearence

Bis(2-chloroethyl)cyanamide is typically a colorless to pale yellow liquid. It may appear slightly viscous. Due to its chlorinated chemical structure, it can also have a distinct, pungent chemical odor.

Comment on solubility

Solubility of bis(2-chloroethyl)cyanamide

bis(2-chloroethyl)cyanamide, commonly known as HCC-2/Cyano, presents intriguing solubility characteristics that are noteworthy for both theoretical and practical applications. Here are some key points regarding its solubility:

  • Polar Nature: The molecule contains polar functional groups, which typically increases the potential for solubility in polar solvents.
  • Solvent Preferences: It is generally soluble in organic solvents such as:
    • Dimethyl sulfoxide (DMSO)
    • Acetone
    • Ethyl acetate
  • Insolubility in Water: Despite its polar characteristics, bis(2-chloroethyl)cyanamide shows limited solubility in water, often exhibiting a tendency to precipitate.
  • Concentration Effects: At higher concentrations, the solubility can decrease due to intermolecular interactions that dominate over the solvation effects.

In summary, while bis(2-chloroethyl)cyanamide demonstrates favorable solubility in certain organic solvents, it is relatively insoluble in water. Understanding such properties is crucial for optimizing its usage in various chemical processes and formulations.

Interesting facts

Interesting Facts about Bis(2-chloroethyl)cyanamide

Bis(2-chloroethyl)cyanamide is a fascinating chemical compound that has caught the attention of scientists across various fields due to its unique properties and applications. Below are some notable aspects of this compound:

Key Characteristics

  • Versatile Intermediate: This compound serves as a crucial intermediate in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals.
  • Reactivity: Its structure allows it to participate in a variety of chemical reactions including nucleophilic substitution and condensation, making it valuable in synthetic organic chemistry.
  • Biological Significance: Studies have indicated that derivatives of bis(2-chloroethyl)cyanamide may have potential as anticancer agents, highlighting its importance in medicinal chemistry.

Safety and Handling

Working with bis(2-chloroethyl)cyanamide requires careful procedures:

  • Personal Protective Equipment (PPE): Always wear appropriate PPE including gloves, goggles, and lab coats to minimize exposure.
  • Proper Ventilation: Use fume hoods while handling the compound due to its potentially harmful vapors.

Historical Context

Originally developed for its chemical utility, bis(2-chloroethyl)cyanamide has played an integral role in advancing both agricultural practices and pharmaceutical research. Its discovery contributed to:

  • The development of novel drug formulations.
  • Innovative pesticide solutions that can help in sustainable agriculture.

Conclusion

In summary, bis(2-chloroethyl)cyanamide is not just a compound of interest in the laboratory for its chemical behavior, but also holds promise for practical applications in medicine and agriculture. As chemists continue to explore its functionalities, we can expect to see continued innovations stemming from this intriguing compound.

Synonyms
Bis(2-chloroethyl)cyanamide
CYANAMIDE, BIS(2-CHLOROETHYL)-
5504-55-2
TL 334
Bis-(2-chlorethyl)kyanamide [Czech]
BRN 1756452
Bis-(2-chlorethyl)kyanamide
DTXSID30203587
AKOS006386135