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Phosgene

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Identification
Molecular formula
COCl2
CAS number
75-44-5
IUPAC name
trichloromethyl carbonochloridate
State
State

Phosgene is a gas at room temperature.

Melting point (Celsius)
-127.80
Melting point (Kelvin)
145.30
Boiling point (Celsius)
8.30
Boiling point (Kelvin)
281.50
General information
Molecular weight
98.92g/mol
Molar mass
98.9150g/mol
Density
1.4325g/cm3
Appearence

Phosgene is a colorless gas at room temperature. It has a suffocating odor that is similar to that of musty hay.

Comment on solubility

Solubility of Trichloromethyl Carbonochloridate

Trichloromethyl carbonochloridate, with the chemical formula C3Cl4O2, is an interesting compound with specific solubility characteristics. Understanding the solubility of this compound is essential for its practical applications and handling.

Generally, the solubility of trichloromethyl carbonochloridate can be described as:

  • Polar Solvents: It tends to be more soluble in polar solvents due to its chlorine substituents, which can interact via dipole-dipole interactions.
  • Non-Polar Solvents: It may exhibit limited solubility in non-polar solvents, reflecting its molecular structure and bonding characteristics.
  • Water Solubility: Trichloromethyl carbonochloridate is typically considered to be insoluble in water, owing to its hydrophobic carbon and chlorine content.

As a general observation, compounds containing chlorine atoms often demonstrate unique solubilization patterns due to their electronegative nature. Therefore, when working with trichloromethyl carbonochloridate, it is crucial to consider:

  1. Solvent Polarity: Polar, aprotic solvents such as acetone or DMSO (dimethyl sulfoxide) are preferable.
  2. Temperature Impact: Temperature can influence solubility, with increased temperatures typically enhancing solubility in organic solvents.
  3. Concentration Limitations: Careful attention should be paid to saturation limits when utilizing this compound in solution preparations.

In summary, while trichloromethyl carbonochloridate shows promising solubility traits in specific environments, the choice of solvent and conditions can greatly influence its efficacy and utility in chemical processes.

Interesting facts

Interesting Facts about Trichloromethyl Carbonochloridate

Trichloromethyl carbonochloridate is a fascinating compound with numerous applications in the field of organic chemistry. Here are some intriguing details about this versatile molecule:

  • Reactivity: This compound is known for its reactivity, particularly in substitution reactions. It can generate new bonds with various nucleophiles, making it a valuable intermediate in organic synthesis.
  • Use in Synthesis: Trichloromethyl carbonochloridate is often utilized in the synthesis of complex organic molecules, including pharmaceuticals and agrochemicals.
  • Safety Considerations: As with many chlorinated compounds, safety is a paramount concern. It is essential to handle this compound with care due to its potential toxicity and environmental impact.
  • Mechanism of Action: The mechanism through which trichloromethyl carbonochloridate functions can be particularly interesting for chemists, as it often involves the formation of reactive intermediates that are critical in reactions.
  • Legacy: The development of this compound has historical significance, representing the broader trends in halogenated chemistry that emerged in the mid-20th century.

This compound showcases the elegance and complexity of synthetic chemistry, illustrating how even a single molecule can pave the way for advancements in various scientific fields.

Synonyms
Trichloromethyl chloroformate
DIPHOSGENE
Diphosgen
Difosgen [Czech]
Difosgen
Perchloromethyl formate
Carbonochloridic acid, trichloromethyl ester
Methanol, trichloro-, chloroformate
HSDB 371
Carbonochloridic acid trichloromethyl ester
trichloromethylchloroformate
UNII-PO4Q4R80LV
EINECS 207-965-9
chloroformic acid trichloromethyl ester
BRN 0970225
Formic acid, chloro-, trichloromethyl ester
DIPHOSGENE [MI]
Trichlormethylester kyseliny chlormravenci [Czech]
Trichlormethylester kyseliny chlormravenci
DTXSID60862065
4-03-00-00033 (Beilstein Handbook Reference)
TRICHLOROMETHYLCARBONOCHLORIDATE
DTXCID80810886
Methanol, trichloro, chloroformate
Formic acid, trichloro-methyl ester
Formic acid, chloro, trichloromethyl ester
Trichloromethyl chloroformate Phosgene is UN1076
superpalite
503-38-8
trichloromethyl carbonochloridate
di-Phosgene
PO4Q4R80LV
MFCD00015553
Trichloromethyl chloroformate (Diphosgene)
tricloromethyl chloroformate
SCHEMBL4986
trichioromethyl chloroformate
trichloromethyl-chloroformate
trichloromethyl chlorocarbonate
BBL027815
chloroformic acid trichloromethylester
STL146453
AKOS005720866
FD03652
chlorocarbonic acid trichloromethyl ester
NS00042659
Trichloromethyl chloroformate, >=97.0% (GC)
Q419283
Carbonochloridic Acid Trichloromethyl Ester; Chloroformic Acid Trichloromethyl Ester; Trichloromethanol Chloroformate; Diphosgen; Diphosgene; Trichloromethyl Chlorocarbonate