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Trichloroacetyl chloride

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Identification
Molecular formula
CCl3COCl
CAS number
76-02-8
IUPAC name
2,2,2-trichloroacetyl chloride
State
State

At room temperature, trichloroacetyl chloride is in a liquid state. It is known for its high reactivity, particularly in the presence of moisture, which causes it to hydrolyze.

Melting point (Celsius)
-80.00
Melting point (Kelvin)
193.15
Boiling point (Celsius)
118.00
Boiling point (Kelvin)
391.15
General information
Molecular weight
181.38g/mol
Molar mass
181.3770g/mol
Density
1.5724g/cm3
Appearence

Trichloroacetyl chloride is a colorless to pale yellow liquid. It is a volatile compound with a pungent, irritating odor. Due to its reactive nature, it may fume in moist air and is often handled with care to avoid exposure to its vapors.

Comment on solubility

Solubility of 2,2,2-Trichloroacetyl Chloride

2,2,2-trichloroacetyl chloride, with the chemical formula C2Cl3COCl, exhibits unique solubility characteristics that are important for its applications in various chemical reactions.

Generally, the solubility of 2,2,2-trichloroacetyl chloride can be summarized as follows:

  • Highly Soluble in Non-Polar Solvents: This compound dissolves well in organic solvents, especially non-polar solvents such as benzene and chloroform.
  • Limited Solubility in Water: Due to its chlorinated structure, 2,2,2-trichloroacetyl chloride displays poor solubility in water, making it unsuitable for aqueous environments.
  • Reactivity in Solutions: When in solution, it can undergo hydrolysis in the presence of water, leading to the formation of trichloroacetic acid and hydrochloric acid.
  • Applications in Chemical Synthesis: The solubility properties allow it to act effectively as a reagent in organic synthesis, particularly in reactions involving nucleophiles.

In conclusion, the solubility behavior of 2,2,2-trichloroacetyl chloride is critical for its effective utilization in chemical processes. Understanding its solubility aids chemists in selecting appropriate solvents and conditions for reactions.

Interesting facts

Interesting Facts about 2,2,2-Trichloroacetyl Chloride

2,2,2-Trichloroacetyl chloride is a fascinating compound best known for its role in organic synthesis and chemical research. Here are some key points to consider:

  • Reactivity: This compound is highly reactive due to the presence of three chlorine atoms. It participates in various chemical reactions, particularly acylation reactions that are crucial in the synthesis of various organic compounds.
  • Importance in Synthesis: 2,2,2-Trichloroacetyl chloride is often used as a reagent in the preparation of trichloroacetyl derivatives, which can then be transformed into other functional groups. These derivatives have diverse applications in medicinal chemistry.
  • Use in Pharmaceuticals: Its derivatives are significant in the pharmaceutical industry, where they serve as intermediates in the synthesis of bioactive compounds.
  • Handling and Safety: Due to its corrosive nature and potential to release toxic gases upon hydrolysis, it is crucial to handle this compound within a fume hood, using appropriate personal protective equipment.
  • Environmental Impact: As a chlorinated compound, it is essential to consider the environmental impact of its use, as chlorinated organic compounds can be persistent and detrimental to ecosystems.

In summary, 2,2,2-trichloroacetyl chloride is not just a valuable tool in organic synthesis but also poses challenges that scientists must carefully navigate. Its unique structural characteristics and reactivity make it a compound of interest in various chemical applications.

Synonyms
TRICHLOROACETYL CHLORIDE
76-02-8
2,2,2-trichloroacetyl chloride
Superpalite
Acetyl chloride, trichloro-
Trichloroacetochloride
Trichloroacetic acid chloride
CCl3COCl
CCRIS 6764
NSC 190466
HSDB 6321
EINECS 200-926-7
Acetyl chloride, 2,2,2-trichloro-
UN2442
UNII-9SN86T76Y6
BRN 0774120
DTXSID9034070
9SN86T76Y6
NSC-190466
DTXCID7014070
EC 200-926-7
4-02-00-00519 (Beilstein Handbook Reference)
MFCD00000792
TRICHLOROACETYL CHLORIDE [HSDB]
UN 2442
trichloroacetylchloride
Trichloro-acetylchloride
Trichloracetyl chloride
trichioroacetyl chloride
tnchloro-acetyl chloride
trichloro acetyl chloride
Trichloro-acetyl chloride
trichloro- acetyl chloride
Acetyl chloride, trichloro
SCHEMBL20973
Trichloroacetyl chloride, 99%
CHEMBL3186657
STR00116
Tox21_201070
NSC190466
STL280344
AKOS009029008
2,2,2-tris(chloranyl)ethanoyl chloride
CAS-76-02-8
NCGC00090943-01
NCGC00090943-02
NCGC00258623-01
DB-075056
NS00009636
T0373
EN300-19249
Trichloroacetyl chloride [UN2442] [Corrosive]
A838591
Q908780
Trichloroacetyl chloride, for GC derivatization, >=98.5%
2,2,2-Trichloroacetyl Chloride; NSC 190466; Trichloroacetic Acid Chloride; Trichloroacetochloride;
200-926-7