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1,2,3-Trichlorobutadiene

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Identification
Molecular formula
C4H3Cl3
CAS number
13609-13-9
IUPAC name
1,2,3-trichlorobuta-1,3-diene
State
State

1,2,3-Trichlorobutadiene is typically found in a liquid state at room temperature.

Melting point (Celsius)
-18.10
Melting point (Kelvin)
255.05
Boiling point (Celsius)
168.40
Boiling point (Kelvin)
441.55
General information
Molecular weight
145.46g/mol
Molar mass
145.4590g/mol
Density
1.3560g/cm3
Appearence

1,2,3-Trichlorobutadiene is a colorless to pale yellow liquid. It is often found with a slightly pungent odor, characteristic of chlorinated hydrocarbons.

Comment on solubility

Solubility of 1,2,3-Trichlorobuta-1,3-diene

1,2,3-Trichlorobuta-1,3-diene, with the chemical formula C4H3Cl3, exhibits unique solubility characteristics due to its halogenated structure. The presence of chlorine atoms in its molecular framework significantly affects its interactions with solvents.

Key Points on Solubility:

  • Polar Solvents: 1,2,3-Trichlorobuta-1,3-diene is generally more soluble in polar solvents such as water and alcohols, however, its viscosity and boiling point may hinder complete solubility.
  • Non-Polar Solvents: In non-polar solvents like hexane or benzene, this compound exhibits improved solubility, primarily due to favorable interactions between non-polar molecules.
  • Hydrophobic Effect: The chlorine substituents impart a degree of polarity; however, the overall hydrophobic nature of the diene structure can limit solubility in highly polar environments.

To summarize, the solubility of 1,2,3-trichlorobuta-1,3-diene is influenced by a delicate balance of its polar and non-polar characteristics. It is pivotal to consider both solvent type and temperature when assessing its solubility properties.

Interesting facts

Interesting Facts about 1,2,3-Trichlorobuta-1,3-diene

1,2,3-Trichlorobuta-1,3-diene is a fascinating compound that falls under the category of chlorinated hydrocarbons. Its unique structure and properties make it an excellent subject for study in the fields of organic chemistry and environmental science. Here are some intriguing aspects of this compound:

  • Chlorination: The presence of three chlorine atoms on the butadiene backbone imparts unique reactivity that can be exploited in synthetic chemistry. This allows chemists to create various derivatives and explore diverse reactions.
  • Electrophilic reactivity: The vinyl groups in 1,2,3-trichlorobuta-1,3-diene are highly reactive towards electrophiles due to the electron-withdrawing effect of the chlorine substituents, making it a valuable precursor in organic synthesis.
  • Environmental impact: As a chlorinated compound, it raises concerns regarding its persistence in the environment and potential toxicity. Studying the environmental fate of such compounds is crucial for developing better regulations and alternative materials.
  • Historical significance: The study of compounds like 1,2,3-trichlorobuta-1,3-diene has contributed to our understanding of the chemistry of the atmosphere and has implications in understanding urban pollution and climate change.
  • Potential applications: While mostly studied from a theoretical perspective, the compound's derivatives may find applications in industries such as agrochemicals, pharmaceuticals, and material sciences.

In summary, 1,2,3-trichlorobuta-1,3-diene is not only academically interesting but also plays a significant role in broader environmental discussions and synthetic chemistry. Its study highlights the intersection of chemistry, industry, and ecological responsibility, making it a compound worth exploring for both students and experienced chemists alike.

Synonyms
1573-58-6
1,2,3-Trichloro-1,3-butadiene
1,2,3-TRICHLOROBUTA-1,3-DIENE
1,3-Butadiene, 1,2,3-trichloro-
TRICHLORO-1,3-BUTADIENE
1,3-Butadiene, 1,2,3-trichloro-, (E)-
53317-48-9
53978-04-4
1,3-Butadiene, 1,2,3-trichloro-, (Z)-
DTXSID1073947
1,2,3-trichloro-buta-1,3-diene
39083-26-6