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1,4-Dibromobut-2-ene

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Identification
Molecular formula
C4H6Br2
CAS number
821-06-7
IUPAC name
1,4-dibromobut-2-ene
State
State

At room temperature, 1,4-Dibromobut-2-ene is typically in a liquid state. It is used in organic synthesis and may decompose over time if exposed to strong light or heat.

Melting point (Celsius)
-38.00
Melting point (Kelvin)
235.15
Boiling point (Celsius)
218.00
Boiling point (Kelvin)
491.15
General information
Molecular weight
215.89g/mol
Molar mass
215.8910g/mol
Density
2.0140g/cm3
Appearence

1,4-Dibromobut-2-ene is a colorless to pale yellow liquid. It usually possesses a strong odor typical of organobromine compounds.

Comment on solubility

Solubility of 1,4-dibromobut-2-ene

1,4-dibromobut-2-ene (C4H6Br2), a brominated alkene, demonstrates distinct solubility characteristics that are noteworthy. Its solubility profile is influenced by various factors:

  • Polarity: The presence of bromine atoms introduces significant polarity to the molecule. The C-Br bonds result in a molecule that is less polar than many alcohols or carboxylic acids, yet still more polar than nonpolar hydrocarbons.
  • Solvent Compatibility: 1,4-dibromobut-2-ene is more soluble in organic solvents such as ethanol, acetone, and chloroform, but it has limited solubility in water due to the hydrophobic alkene component. Common solvents enhance solubility through similar polarity interactions.
  • Temperature Dependence: As with many organic compounds, solubility might increase with temperature. Heating the solvent can aid in dissolving larger amounts of 1,4-dibromobut-2-ene.

In summary, while 1,4-dibromobut-2-ene is moderately soluble in polar organic solvents, its solubility in water is negligible. This behavior is a result of its chemical structure and the interactions between solute and solvent molecules. Remember, a useful rule of thumb in solubility is "like dissolves like," which applies beautifully to the solubility of this compound in polar versus nonpolar solvents.

Interesting facts

Interesting Facts about 1,4-Dibromobut-2-ene

1,4-Dibromobut-2-ene is a fascinating organic compound that belongs to the family of alkenes. It features a unique structure that has intrigued chemists due to its potential applications and reactions. Here are some noteworthy facts about this compound:

  • Isomerism: The compound exhibits cis-trans isomerism, a form of stereoisomerism that arises due to the presence of a double bond. This means that two geometrical forms exist—where the bromine atoms can either be on the same side (cis) or opposite sides (trans) of the double bond.
  • Reactivity: 1,4-Dibromobut-2-ene is reactive due to the presence of the double bond and the halogen substituents. It can undergo a variety of reactions including addition reactions, which makes it a useful intermediate in organic synthesis.
  • Synthetic Utility: This compound can serve as an important building block in the synthesis of complex molecules in pharmaceuticals and agrochemicals. The bromine atoms can be replaced in nucleophilic substitution reactions, allowing for the introduction of various functional groups.
  • Biological Significance: While primarily used in laboratory settings, derivatives of dibromobut-2-ene have potential implications in biological systems, particularly as antimicrobial and antifungal agents.
  • Environmental Considerations: Like many halogenated compounds, 1,4-dibromobut-2-ene must be handled with care due to its potential environmental and health impacts. Awareness of proper disposal procedures is crucial in laboratory settings.

As we explore the diverse chemical landscape, compounds like 1,4-dibromobut-2-ene highlight the innovative pathways we can pursue in organic chemistry. With its intriguing structural properties and potential applications, it remains a subject of ongoing research.

Synonyms
1,4-Dibromobut-2-ene
30794-77-5
1.4-dibromobut-2-ene
1,2-dibromomethylethylene
1,4-dibromo-but-2-ene
DTXSID90859544
RMXLHIUHKIVPAB-UHFFFAOYSA-N
MFCD09054645
AKOS025243577
SY294426
NS00077544