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2,3,3-Trichloropropionyl chloride

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Identification
Molecular formula
C3HCl4O
CAS number
4252-78-2
IUPAC name
2,3,3-trichloroprop-2-enoyl chloride
State
State

At room temperature, 2,3,3-Trichloropropionyl chloride is a liquid. It should be handled with care as it is a reactive acid chloride.

Melting point (Celsius)
-30.00
Melting point (Kelvin)
243.15
Boiling point (Celsius)
156.00
Boiling point (Kelvin)
429.15
General information
Molecular weight
179.39g/mol
Molar mass
179.3930g/mol
Density
1.4971g/cm3
Appearence

2,3,3-Trichloropropionyl chloride is typically a colorless to pale yellow liquid. It may emit a pungent and acrid odor characteristic of acid chlorides.

Comment on solubility

Solubility of 2,3,3-Trichloroprop-2-enoyl Chloride

2,3,3-Trichloroprop-2-enoyl chloride is a highly reactive chemical compound with unique solubility characteristics. This compound predominantly exhibits solubility in organic solvents rather than in water. Here are some key points regarding its solubility:

  • Polar Organic Solvents: It shows good solubility in polar organic solvents such as acetone and dichloromethane.
  • Non-Polar Organic Solvents: The compound is also soluble in non-polar solvents like hexane, though to a lesser extent.
  • Water Solubility: 2,3,3-Trichloroprop-2-enoyl chloride is considered insoluble in water due to its hydrophobicity.

This solubility profile is essential to consider, especially in applications involving chemical synthesis and formulation. The ability to dissolve in specific solvents enhances its utility in chemical processes. As such, when working with this compound, it is crucial to choose the right solvent for optimal results and safety considerations.

Interesting facts

Interesting Facts about 2,3,3-Trichloroprop-2-enoyl Chloride

2,3,3-Trichloroprop-2-enoyl chloride, often short-handed as TCP, is a fascinating chemical compound renowned for its unique structure and reactive properties. Here are some key points to consider about this compound:

  • Versatile Intermediate: TCP serves as a critical intermediate in the synthesis of various pharmaceutical compounds and agrochemicals. Its chlorinated structure makes it a valuable building block in organic synthesis.
  • Reactivity: The compound is highly reactive, particularly due to the presence of the acyl chloride functional group. This allows it to easily participate in nucleophilic substitution reactions, making it highly useful in chemical transformations.
  • Environmental Impact: Being a chlorinated compound, TCP can have significant environmental implications. Its stability and persistence can lead to concerns regarding its degradation products and bioaccumulation in ecosystems.
  • Historical Use: TCP has a historical significance as a compound that has been investigated for its potential in the development of herbicides and insecticides, showcasing its importance in the field of agricultural chemistry.
  • Safety Precautions: This compound can be hazardous, necessitating careful handling and storage protocols in laboratories. It's essential to understand its toxicological profile to prevent any adverse health effects.

As a compound rich in potential applications and reactivities, 2,3,3-trichloroprop-2-enoyl chloride continues to be a topic of interest in organic chemistry. Its ability to contribute to complex syntheses makes it a chemical of choice for many researchers and industrial chemists alike.

Synonyms
2,3,3-Trichloroacryloyl chloride
815-58-7
Trichloroacryloyl chloride
Trichloracrylyl chloride
Trichloroacrylyl chloride
2-Propenoyl chloride, 2,3,3-trichloro-
ACRYLOYL CHLORIDE, TRICHLORO-
2,3,4-Trichloro-2-propenoyl chloride
Chlorid kyseliny trichlorakrylove
2-Propenoyl chloride, 2,3,4-trichloro-
EINECS 212-421-9
Q6E4V3JJ8M
BRN 1754789
Chlorid kyseliny trichlorakrylove [Czech]
DTXSID6061155
Acryloyl chloride, trichloro
DTXCID9048223
2,3,3Trichloroacryloyl chloride
2Propenoyl chloride, 2,3,3trichloro
2-Propenoyl chloride, 2,3,4-trichloro-(9CI)
212-421-9
TCAT
TRICHLOROPROP-2-ENOYL CHLORIDE
2,3,3-trichloroprop-2-enoyl chloride
MFCD00043968
trichloroacryloylchloride
trichloro acryloyl chloride
UNII-Q6E4V3JJ8M
trichloroacrylic acid chloride
SCHEMBL3980295
2,3,3-trichloro-acryloyl chloride
STR03746
AKOS006273776
NS00038137
EN300-2723031