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1,1-Dichloro-1,3-butadiene

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Identification
Molecular formula
C4H4Cl2
CAS number
563-58-8
IUPAC name
1,1-dichlorobuta-1,3-diene
State
State

At room temperature, 1,1-Dichloro-1,3-butadiene is in a liquid state.

Melting point (Celsius)
-61.00
Melting point (Kelvin)
212.15
Boiling point (Celsius)
110.00
Boiling point (Kelvin)
383.15
General information
Molecular weight
108.96g/mol
Molar mass
108.9650g/mol
Density
1.1350g/cm3
Appearence

1,1-Dichloro-1,3-butadiene is a colorless liquid with a slight aromatic odor.

Comment on solubility

Solubility of 1,1-Dichlorobuta-1,3-diene

1,1-Dichlorobuta-1,3-diene, with the chemical formula C4H4Cl2, exhibits interesting solubility characteristics that are important to consider for its practical applications and chemical behavior.

This compound is primarily:

  • Insoluble in water:
    • Due to its non-polar nature and the presence of two chlorine atoms, which do not favor hydrogen bonding with water molecules, 1,1-dichlorobuta-1,3-diene typically does not dissolve in aqueous solutions.
  • Sparingly soluble in organic solvents:
    • Conversely, it shows reasonable solubility in non-polar organic solvents such as hexane or dichloromethane, which can interact better with its molecular structure.

In summary, the solubility of 1,1-dichlorobuta-1,3-diene is characterized by:

  1. Very low solubility in polar solvents like water.
  2. Better solubility in non-polar organic solvents, enhancing its utility in various organic reactions and processes.

For practitioners in the field, understanding these solubility properties is crucial for determining the best solvent systems to use when working with this compound.

Interesting facts

Interesting Facts about 1,1-Dichlorobuta-1,3-diene

1,1-Dichlorobuta-1,3-diene, commonly referred to as a type of chlorinated diene, boasts a variety of intriguing characteristics that make it a subject of interest in the field of organic chemistry. Here are some noteworthy aspects:

  • Structural Significance: This compound features a conjugated diene system, which is essential in various chemical reactions, particularly those involving electrophilic additions. The presence of the double bonds facilitates reactivity, making it useful in synthetic pathways.
  • Use in Synthesis: 1,1-Dichlorobuta-1,3-diene serves as an important building block in organic synthesis, especially for the manufacture of pesticides and other chemical intermediates. Its reactivity allows for the formation of more complex molecules.
  • Environmental Impact: Compounds like 1,1-dichlorobuta-1,3-diene can pose environmental hazards due to their chlorinated nature. Understanding its behavior in various conditions is crucial for evaluating its environmental persistence and potential toxicity.
  • Investigative Studies: Given its unique structure, researchers often study this compound for insights into reaction mechanisms and the effects of substitution on reactivity. It is not uncommon to find it referenced in studies focusing on chemical kinetics.
  • Polymer Chemistry: Surprising to some, chlorinated dienes can also play a pivotal role in polymer chemistry. They can participate in polymerization reactions that lead to the formation of novel materials with desirable properties.

As a compound that combines versatility in synthesis with properties that warrant careful investigation, 1,1-dichlorobuta-1,3-diene continues to be a significant subject in chemical research. Understanding its behavior and applications contributes not only to advancing synthetic methods but also to the broader discussions on chemical safety and environmental impact.

Synonyms
Dichlorobutadiene
1,1-Dichlorobuta-1,3-diene
Dichlorobuta-1,3-diene
28577-62-0
6061-06-9
DCBD
1,3-Dichlorobutadiene
1,3-Butadiene, dichloro-
EINECS 249-091-0
1,1-DICHLORO-1,3-BUTADIENE
SCHEMBL43545
1,1-dichloro-buta-1,3-diene
DTXSID50951255
1,3-Butadiene, 1,1-dichloro-
PDKAXHLOFWCWIH-UHFFFAOYSA-N
EINECS 227-988-8
AKOS040751557
NS00045473