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Triphosgene

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Identification
Molecular formula
C3Cl6O3
CAS number
32315-10-9
IUPAC name
N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl chloride
State
State

At room temperature, triphosgene is in a solid state. It is primarily used in organic synthesis as a stable substitute for phosgene gas.

Melting point (Celsius)
80.00
Melting point (Kelvin)
353.00
Boiling point (Celsius)
206.00
Boiling point (Kelvin)
479.00
General information
Molecular weight
296.76g/mol
Molar mass
296.7560g/mol
Density
1.4560g/cm3
Appearence

Triphosgene appears as a white, crystalline powder. It is known for its potent coloration in its powder form and is quite distinct from its counterpart phosgene gas.

Comment on solubility

Solubility of N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl chloride

The solubility of N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl chloride in various solvents is a key aspect of its chemical behavior and potential applications. Although detailed solubility data may not be widely available, one can consider several factors that influence solubility for this compound:

  • Polarity: The presence of both nitrogen and chlorine atoms in the structure contributes to its polarity, which can affect its solubility in polar solvents such as water and alcohols.
  • Hydrophobic Character: With the inclusion of aromatic o-tolyl groups, the compound may exhibit hydrophobic characteristics, suggesting better solubility in organic solvents like dichloromethane or ethanol.
  • Temperature Dependence: Like many compounds, the solubility may increase with temperature, thus making it crucial to consider the conditions under which solubility is being tested.
  • Complex Formation: The ability to form complexes with other species in solution could influence solubility by either enhancing or reducing it.

In conclusion, understanding the solubility of N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl chloride involves examining its polarity, interaction with various solvents, and the effects of temperature. As a general guide, the compound may be expected to dissolve well in some organic solvents while demonstrating limited solubility in strongly polar solvents like water.

Interesting facts

Interesting Facts about N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl Chloride

This intriguing compound, characterized by its multiple functional groups, is an excellent example of the complexity found in organic chemistry. Here are some fascinating points to consider:

  • **Versatile Synthetic Intermediate**: N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl chloride serves as a critical intermediate in the synthesis of various organic compounds. Its unique structure allows chemists to manipulate different reaction pathways.
  • **Biological Activity**: Compounds that contain both chlorides and aromatic groups often exhibit interesting biological activities. The presence of o-tolyl groups suggests potential applications in pharmaceuticals or agrochemicals, showcasing the compound's relevance to medicinal chemistry.
  • **Chloro-Group Reactivity**: The chloro-group in this molecule can participate in nucleophilic substitution reactions. This means that chemists can utilize it to create a vast array of derivatives, expanding the compound's utility in organic synthesis.
  • **Intermolecular Interactions**: The arrangement of functional groups in this compound hints at possible intriguing intermolecular interactions, which could play a significant role in determining its chemical reactivity and physical properties.
  • **Potential for Research**: With its multifaceted structure, this compound presents exciting opportunities for further research. Chemists could explore its reactivity profiles, study its mechanism of action in biological systems, or investigate its potential as a ligand in coordination chemistry.

In summary, N-[C-chloro-N-(o-tolyl)carbonimidoyl]-N-(o-tolyl)carbamoyl chloride is more than just a compound; it is a gateway to understanding complex reactions and developing new chemical entities. As highlighted by the chemist Richard P. Feynman, “The beauty of a flower is not in its color but in its structure,” emphasizing the importance of structural understanding in chemistry.

Synonyms
14290-32-5
N-(1-Chloro-N-o-tolylformimidoyl)-o-methylcarbaniloyl chloride
N-[C-chloro-N-(2-methylphenyl)carbonimidoyl]-N-(2-methylphenyl)carbamoyl chloride
N-Chloroformyl N,N'-di-o-tolylchloroformamidine
CARBANILOYL CHLORIDE, N-(1-CHLORO-N-o-TOLYLFORMIMIDOYL)-o-METHYL-