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1-Chloro-2-vinylbenzene, 1-Chloro-3-vinylbenzene, 1-Chloro-4-vinylbenzene

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Identification
Molecular formula
C8H7Cl
CAS number
611-21-2; 636-99-7; 1073-67-2
IUPAC name
1-chloro-2-vinyl-benzene;1-chloro-3-vinyl-benzene;1-chloro-4-vinyl-benzene
State
State

At room temperature, they are in a liquid state. These compounds are volatile and have distinct aromatic odors.

Melting point (Celsius)
-23.00
Melting point (Kelvin)
250.15
Boiling point (Celsius)
215.00
Boiling point (Kelvin)
488.15
General information
Molecular weight
140.61g/mol
Molar mass
140.6060g/mol
Density
1.0220g/cm3
Appearence

These organic compounds typically appear as colorless to pale yellow liquids.

Comment on solubility

Solubility of 1-chloro-2-vinyl-benzene, 1-chloro-3-vinyl-benzene, and 1-chloro-4-vinyl-benzene

The solubility of the chlorinated vinyl benzenes—1-chloro-2-vinyl-benzene, 1-chloro-3-vinyl-benzene, and 1-chloro-4-vinyl-benzene—exhibits intriguing characteristics influenced by their molecular structure. Generally, these compounds find themselves more soluble in organic solvents than in water due to their hydrophobic aromatic rings and the presence of chlorine substituents.

Factors Influencing Solubility

  • Molecular Structure: The position of the chlorine atom relative to the vinyl group can slightly alter the polarity of the molecule, affecting how well it dissolves in various solvents.
  • Solvent Polarity: These compounds are likely to dissolve better in non-polar or slightly polar solvents, such as hexane or toluene, compared to polar solvents like water.
  • Temperature: Increased temperature often enhances the solubility of organic compounds, facilitating interactions with solvents.

It’s essential to note that while these compounds are not highly soluble in water—often considered insoluble or exhibiting limited solubility—their solubility can vary:

  1. 1-chloro-2-vinyl-benzene: Demonstrates moderate solubility in organic solvents.
  2. 1-chloro-3-vinyl-benzene: The position of the chlorine may lead to slightly different solubility compared to its isomeric counterparts.
  3. 1-chloro-4-vinyl-benzene: Similar solubility trends can be observed due to its symmetrical structure.

In conclusion, the solubility of these compounds emphasizes the complex interplay between chemical structure and solvation dynamics, highlighting their utility in various applications where solubility is a critical factor.

Interesting facts

Interesting Facts about 1-chloro-2-vinyl-benzene, 1-chloro-3-vinyl-benzene, and 1-chloro-4-vinyl-benzene

The compounds 1-chloro-2-vinyl-benzene, 1-chloro-3-vinyl-benzene, and 1-chloro-4-vinyl-benzene are collectively known as chlorovinylbenzenes. These compounds feature a chlorine atom attached to a benzene ring that also contains a vinyl group. Their significance in the field of chemistry is highlighted by several interesting points:

  • Applications in Polymer Chemistry: Chlorovinylbenzenes serve as important intermediate compounds in the synthesis of various polymers, particularly in producing polystyrene and its derivatives. They are instrumental in enhancing the properties of plastics.
  • Substituent Effects: The positioning of the chlorine atom relative to the vinyl group can significantly influence the reactivity and properties of the compound. The ortho, meta, and para substitutions not only affect stability but also impact the compound's interaction with other molecules.
  • Industrial Importance: These compounds are utilized in the manufacture of specialty chemicals, including surfactants and emulsifiers, showcasing their versatility in industrial applications.
  • Chemical Reactivity: Due to the presence of both a vinyl group and a chlorine atom, these compounds can undergo various chemical reactions, making them valuable in organic synthesis. They can participate in reactions such as nucleophilic substitution and polymerization.
  • Environmental Considerations: As with many halogenated compounds, the environmental impact and potential toxicological effects of chlorovinylbenzenes warrant careful handling and regulation in industrial processes.

In conclusion, the 1-chloro-2-vinyl-benzene, 1-chloro-3-vinyl-benzene, and 1-chloro-4-vinyl-benzene compounds are not only fascinating from a structural perspective but also play critical roles in various chemical industries. As you explore these compounds further, remember that their unique characteristics stem from their functional groups and the specific arrangements of atoms within the benzene ring.