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7,7-Dibromobicyclo[2.2.1]heptane

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Identification
Molecular formula
C7H10Br2
CAS number
6541-96-0
IUPAC name
7,7-dibromonorbornane
State
State

At room temperature, 7,7-dibromobicyclo[2.2.1]heptane is a solid. It is typically stable and non-hygroscopic, making it a reliable compound for various chemical applications.

Melting point (Celsius)
77.00
Melting point (Kelvin)
350.15
Boiling point (Celsius)
204.00
Boiling point (Kelvin)
477.15
General information
Molecular weight
254.96g/mol
Molar mass
254.9630g/mol
Density
1.9700g/cm3
Appearence

7,7-Dibromobicyclo[2.2.1]heptane typically appears as a white crystalline solid. The compound is known for its distinctive structure, having two bromine atoms attached to the bridgehead carbon of a norbornane skeleton.

Comment on solubility

Solubility of 7,7-Dibromonorbornane

7,7-Dibromonorbornane is a brominated derivative of norbornane, and its solubility properties are influenced by several factors, including its molecular structure and the presence of bromine atoms. Here are some key points to consider:

  • Polarity: The addition of bromine atoms increases the molecule's polarity, which can enhance its interaction with polar solvents.
  • Solvents: 7,7-Dibromonorbornane is typically more soluble in organic solvents such as:
    • Diethyl ether
    • Chloroform
    • Toluene
  • Water Solubility: This compound is expected to have low solubility in water due to the hydrophobic nature of the hydrocarbon backbone.
  • Temperature Effects: Solubility can also be temperature-dependent, with higher temperatures often leading to increased solubility in organic solvents.

In conclusion, while the presence of the bromine substituents contributes to certain solubility characteristics, 7,7-dibromonorbornane is best regarded as soluble in non-polar and moderately polar organic solvents rather than in aqueous solutions. As always, the specific solubility can vary with conditions and purity of the compound.

Interesting facts

Interesting Facts about 7,7-Dibromonorbornane

7,7-Dibromonorbornane is a fascinating compound that belongs to the category of halogenated alicyclic hydrocarbons. This compound is notable for its unique structure and potential applications in various fields of chemistry.

Chemical Structure and Properties

The structure of 7,7-dibromonorbornane features a bicyclic system with two bromine atoms attached to the same carbon atom:

  • Bicyclic Nature: The compound possesses a bicyclic core known as the norbornane framework, which imparts interesting steric and electronic characteristics.
  • Substituent Effects: The presence of bromine atoms enhances the reactivity of the molecule, making it a useful intermediate in synthesis.

Applications

This compound has various applications including:

  • Synthetic Intermediates: Used in the preparation of other organic compounds, including pharmaceuticals and agrochemicals.
  • Research Tool: It serves as a model compound in studies examining the effects of halogen substitution on reactivity and stability in chemical reactions.

Unique Characteristics

One of the standout features of 7,7-dibromonorbornane is its potential for:

  • Reactivity: The compound can undergo various types of chemical reactions such as elimination reactions and nucleophilic substitutions.
  • Stereochemistry: The specific positioning of the bromine atoms can lead to different stereoisomers, which may exhibit unique properties and reactivities. As the chemist Linus Pauling once said, "The best way to see a reaction is to visualize it!"

Overall, 7,7-dibromonorbornane serves as an important compound to study in organic chemistry, reinforcing the interconnectedness of structure and function in chemical compounds.

Synonyms
BICYCLOHEPTANE, DIBROMO-
26637-71-8
DTXSID10181177
RefChem:1079837
DTXCID20103668
Dibromonorbornane
Norbornane, dibromo-
7,7-Dibromobicyclo[2.2.1]heptane
SCHEMBL31243120
WQLOPWOVROOXQQ-UHFFFAOYSA-N