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1-bromo-2-chlorobenzene, 1-bromo-3-chlorobenzene, 1-bromo-4-chlorobenzene

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Identification
Molecular formula
C6H4BrCl
CAS number
552-16-3, 108-37-2, 106-39-8
IUPAC name
1-bromo-2-chloro-benzene;1-bromo-3-chloro-benzene;1-bromo-4-chloro-benzene
State
State

These compounds are in liquid form at room temperature.

Melting point (Celsius)
-1.00
Melting point (Kelvin)
272.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
191.45g/mol
Molar mass
191.4500g/mol
Density
1.5870g/cm3
Appearence

1-Bromo-2-chlorobenzene, 1-bromo-3-chlorobenzene, and 1-bromo-4-chlorobenzene are aromatic compounds with a halogen substituent. They appear as colorless to pale yellow liquids.

Comment on solubility

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

The solubility of aromatic halides, such as 1-bromo-2-chloro-benzene, 1-bromo-3-chloro-benzene, and 1-bromo-4-chloro-benzene, can vary significantly based on structural features and the positions of substituents. Generally, these compounds exhibit the following solubility characteristics:

  • Nonpolar Nature: Being primarily hydrocarbon in structure, these compounds are largely nonpolar, which affects their interactions with polar solvents such as water.
  • Solvent Preference: They are more soluble in nonpolar organic solvents (e.g., benzene, toluene) due to similar nonpolar characteristics, whereas their solubility in water is extremely low.
  • Charge Distribution: The presence of electronegative halogen atoms (bromine and chlorine) can create dipole moments, impacting solubility but not enough to promote significant aqueous solubility.
  • Position Effects: The position of bromine and chlorine substituents affects the overall polarity of the molecule, slightly influencing the extent of solubility in organic solvents.
  • Temperature Influence: Solubility can also increase with temperature in nonpolar solvents, highlighting the significance of kinetic factors.

In summary, while 1-bromo-2-chloro-benzene, 1-bromo-3-chloro-benzene, and 1-bromo-4-chloro-benzene dissolve readily in organic solvents, their solubility in water remains minimal. As a result, they are often regarded as practical solutes in organic chemistry rather than in aqueous solutions.

Interesting facts

1-Bromo-2-chloro-benzene

1-Bromo-2-chloro-benzene is a fascinating compound that belongs to the class of haloarenes. It consists of both bromine and chlorine atoms attached to a benzene ring, and it is a relevant compound in organic synthesis. Here are some interesting facts about this compound:

  • Reactivity: The presence of both halogens on the aromatic ring significantly influences its reactivity. These halogen atoms can participate in various substitution reactions, making it an important intermediate in organic chemistry.
  • Use in Synthesis: This compound serves as a precursor to synthesize pharmaceuticals, agrochemicals, and polymers, showcasing its utility in various fields.
  • Environmental Considerations: The presence of halogens raises environmental concerns; hence, its disposal and handling require careful consideration.

Overall, 1-bromo-2-chloro-benzene exemplifies the intricate balance of utility and caution in chemical usage.

1-Bromo-3-chloro-benzene

1-Bromo-3-chloro-benzene, like its positional isomer, offers a unique structure that impacts its chemical properties. Here are some intriguing aspects of this compound:

  • Isomerism: The distinct positions of the bromine and chlorine atoms create different reactivity profiles compared to its ortho and para isomers, emphasizing the importance of molecular structure in chemistry.
  • Applications: This compound finds applications in the synthesis of organic compounds, particularly in medicinal chemistry where subtle changes can lead to vastly different biological activities.
  • Research Interest: Scientists are intrigued by its behavior in reactions such as nucleophilic substitution, which can be affected by the spatial arrangement of substituents on the benzene ring.

Consequently, 1-bromo-3-chloro-benzene highlights the significance of structural nuances in the study and application of chemical compounds.

1-Bromo-4-chloro-benzene

1-Bromo-4-chloro-benzene is another important haloaromatic compound that showcases the effects of substituents in chemistry:

  • Para-Positioning: The para positioning of the halogens allows for a more stable electron distribution compared to its ortho counterpart, affecting its reactivity and interactions in chemical reactions.
  • Utility in Advanced Chemistry: This compound is utilized in developing various organic synthesis pathways, often serving as a foundation for more complex molecules.
  • Relevance in Material Science: 1-Bromo-4-chloro-benzene is also studied for its potential applications in material sciences, notably in the fabrication of certain polymers.

As a component of diverse organic reactions, 1-bromo-4-chloro-benzene reflects the rich landscape of chemical research and its potential for innovation.