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Ethylene dibromide

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Identification
Molecular formula
C2H4Br2
CAS number
106-93-4
IUPAC name
1,1-dibromoethane;1,2-dibromoethane
State
State

At room temperature, ethylene dibromide is a liquid.

Melting point (Celsius)
9.98
Melting point (Kelvin)
283.13
Boiling point (Celsius)
131.60
Boiling point (Kelvin)
404.75
General information
Molecular weight
187.86g/mol
Molar mass
187.8610g/mol
Density
2.1720g/cm3
Appearence

Ethylene dibromide is a colorless liquid with a sweet odor that resembles chloroform to some extent. It is often used in industries and can appear as a dense fluid.

Comment on solubility

Solubility of 1,1-dibromoethane & 1,2-dibromoethane

Both 1,1-dibromoethane and 1,2-dibromoethane, containing bromine substituents, exhibit interesting solubility characteristics in various solvents. Their solubility can generally be summarized as follows:

  • Both compounds are found to be soluble in organic solvents due to their non-polar characteristics, which allows them to interact effectively with other non-polar or weakly polar solvents.
  • Water solubility is limited for both substances. This is primarily attributed to the weak hydrogen bonding capability of bromine compared to more polar functional groups.
  • The differences in structure between 1,1-dibromoethane and 1,2-dibromoethane can lead to slight variations in solubility, where 1,2-dibromoethane might exhibit marginally better solubility in some solvents due to increased dipole moments.

In general:

  1. 1,1-dibromoethane: Soluble in ethanol and acetone, less soluble in water.
  2. 1,2-dibromoethane: Soluble in diethyl ether and chloroform, significantly less soluble in aqueous solutions.

In conclusion, the solubility of 1,1-dibromoethane and 1,2-dibromoethane highlights the importance of molecular structure in determining interactions with solvents. Despite their limitations in water solubility, their properties allow for a range of applications in organic synthesis and other chemical processes.

Interesting facts

1,1-Dibromoethane and 1,2-Dibromoethane: A Dive into Halogenated Alkanes

1,1-Dibromoethane and 1,2-dibromoethane are interesting members of the halogenated alkane family, where bromine atoms are incorporated into the structure of ethane. While they share a similar base structure, their unique positioning of bromine atoms lends them distinct chemical properties and reactions.

Key Distinctions and Characteristics

  • Structural Variation: In 1,1-dibromoethane, both bromine atoms are attached to the same carbon atom, while in 1,2-dibromoethane, the bromine atoms are bonded to adjacent carbon atoms.
  • Reactivity: The positioning of the bromine atoms affects the reactivity of the compounds. 1,2-Dibromoethane is often more reactive in nucleophilic substitution reactions compared to its 1,1 counterpart.
  • Isomerism: These compounds are examples of structural isomers, illustrating how the arrangement of atoms can influence the behavior and characteristics of a molecule.

Applications and Uses

Both compounds have notable applications in modern chemistry:

  • Intermediate in Organic Synthesis: They serve as intermediates in the synthesis of more complex organic molecules, especially in pharmaceuticals.
  • Polymer Chemistry: These dibromoethanes can be used in the production of certain polymer materials, enhancing properties like durability and resistance.
  • Historical Significance: They have been part of studies exploring halogenation processes, showing how halogens can modify hydrocarbon reactivity.

Moreover, a fascinating aspect of these compounds is their role in environmental discussions. As halogenated compounds, they can present challenges in terms of persistence in organic environments, leading to ongoing studies into their degradation and impact on ecosystems.

In conclusion, 1,1-dibromoethane and 1,2-dibromoethane exemplify the complexities and nuances inherent in organic chemistry, showcasing how small changes can result in significant differences in reactivity and application.

Synonyms
SCHEMBL16814664