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1,1-dibromoethylene

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Identification
Molecular formula
C2H2Br2
CAS number
593-92-0
IUPAC name
1,1-dibromoethylene
State
State
At room temperature, 1,1-dibromoethylene is typically found in a liquid state.
Melting point (Celsius)
-63.00
Melting point (Kelvin)
210.00
Boiling point (Celsius)
111.00
Boiling point (Kelvin)
384.00
General information
Molecular weight
185.84g/mol
Molar mass
185.8440g/mol
Density
2.0670g/cm3
Appearence
1,1-Dibromoethylene is a colorless liquid having a slightly pleasant odor. It is not naturally occurring and is synthetically produced for industrial applications.
Comment on solubility

Solubility of 1,1-Dibromoethylene

1,1-Dibromoethylene, with the chemical formula C2H2Br2, is a halogenated hydrocarbon that exhibits notable solubility characteristics. Here are some key points regarding its solubility:

  • Solubility in Water: 1,1-Dibromoethylene is relatively insoluble in water due to its non-polar nature and the presence of bromine atoms, which greatly hinder hydrogen bonding with water molecules.
  • Solubility in Organic Solvents: Conversely, this compound is highly soluble in non-polar organic solvents such as hexane, toluene, and diethyl ether. This solubility behavior is attributed to similar intermolecular forces between the hydrocarbon and the solvent.
  • Temperature Influence: Generally, as temperature increases, the solubility of 1,1-dibromoethylene in organic solvents may also increase, making it easier to dissolve in these mediums.

In summary, while 1,1-dibromoethylene struggles with water solubility, its compatibility with organic solvents makes it a versatile compound in chemical processes. This characteristic should be kept in mind when considering its applications and behaviors in various environments.

Interesting facts

Interesting Facts about 1,1-Dibromoethylene

1,1-Dibromoethylene, also known as vinylidene bromide, is a fascinating compound with a variety of applications and properties that intrigue chemists and industry professionals alike. Below are some noteworthy points that highlight the significance of this compound:

  • Structural Characteristics: This compound is categorized as a haloalkene and is characterized by its two bromine atoms attached to the first carbon of a vinyl group. This unique structure contributes to its reactivity and utility in organic synthesis.
  • Industrial Applications: Primarily, 1,1-dibromoethylene is used in the production of various chemical intermediates and is a precursor for synthesizing brominated polymers. It plays an essential role in the manufacture of certain types of plastics.
  • Environmental Considerations: The environmental impact of 1,1-dibromoethylene should not be overlooked. Like many halogenated compounds, it can pose risks, including potential effects on ozone depletion. Regulations vary by region, but awareness of such impacts is crucial for sustainable chemistry practices.
  • Reactivity: Due to the presence of double bonds and electrophilic bromine atoms, 1,1-dibromoethylene exhibits significant reactivity. It can undergo reactions such as hydrolysis, elimination, and addition, making it a valuable intermediate in organic synthesis.
  • Health Precautions: As with many chemical compounds, safety is paramount. Exposure to 1,1-dibromoethylene can have health implications, including potential neurotoxic effects, necessitating proper handling and usage protocols in laboratory and industrial environments.

In summary, 1,1-dibromoethylene is more than just a chemical compound; it represents a blend of industrial utility and environmental responsibility, reminding us of the intricate balance we must maintain in the field of chemistry.

Synonyms
1,1-Dibromoethylene
Vinylidene bromide
1,1-DIBROMOETHENE
593-92-0
gem-Dibromoethylene
EINECS 209-818-4
BRN 1697555
DTXSID4073126
DTXCID1042605
Ethylene, 1,1-dibromo-(6CI,7CI,8CI)
209-818-4
4-01-00-00720 (beilstein handbook reference)
Ethene, 1,1-dibromo-
Ethylene, 1,1-dibromo-
SCHEMBL228689
IWHJPYXAFGKABF-UHFFFAOYSA-N
AKOS006273205
DB-008010
NS00034152
EN300-6737814
Q26840731