Skip to main content

2-(4-bromo-3-methyl-phenyl)azopropanedinitrile

ADVERTISEMENT
Identification
Molecular formula
C10H8BrN3
CAS number
2646-00-4
IUPAC name
2-(4-bromo-3-methyl-phenyl)azopropanedinitrile
State
State

At room temperature, 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile is a crystalline solid. It is stable under normal conditions but should be stored in a cool, dry place.

Melting point (Celsius)
77.50
Melting point (Kelvin)
350.65
Boiling point (Celsius)
363.00
Boiling point (Kelvin)
636.15
General information
Molecular weight
273.10g/mol
Molar mass
273.0890g/mol
Density
1.4690g/cm3
Appearence

2-(4-bromo-3-methyl-phenyl)azopropanedinitrile typically appears as a crystalline solid. The compound is characterized by a vivid color due to the azo group, which often imparts a visible hue when the compound is pure.

Comment on solubility

Solubility of 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile

The solubility of 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile can be quite interesting due to its complex structure. Generally, the solubility of organic compounds depends on several factors:

  • Polarity: This compound contains both polar and nonpolar regions, which can influence its interaction with solvents.
  • Functional Groups: Presence of the azopro and dinitrile groups suggests potential hydrogen bonding capabilities and dipole interactions.
  • Temperature: Solubility can vary significantly with temperature; often, an increase in temperature will enhance solubility.

In general, azo compounds tend to be soluble in polar organic solvents, while their solubility in water is typically low. For 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile, one might expect:

  • A low level of solubility in water due to hydrophobic characteristics.
  • Better solubility in organic solvents such as ethanol or acetone.

Quote: "Like dissolves like" is a useful concept here — nonpolar compounds dissolve better in nonpolar solvents and vice versa.

To sum up, the solubility of 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile is likely moderate in polar organic solvents but quite limited in aqueous environments. Understanding this can be crucial for its applications in various chemical processes.

Interesting facts

Interesting Facts about 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile

The compound 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile is a fascinating example of a nitrile compound, which includes unique functional groups that contribute to its chemical properties and potential applications. Below are some intriguing insights about this compound:

  • Versatile Intermediate: This compound serves as a versatile intermediate in organic synthesis, making it valuable for the construction of other complex molecules.
  • Regioselectivity: The presence of the bromo and methyl substituents on the phenyl ring enhances the compound's reactivity and regulates how it substitutes in electrophilic reactions, showcasing the power of regioselectivity in organic chemistry.
  • Potential Applications: Compounds containing azole and nitrile functionalities are often explored for applications in pharmaceuticals, agrochemicals, and dyes, highlighting their importance in diverse fields.
  • Stability and Reactivity: The presence of the azobenzene moiety can significantly influence both the stability and reactivity of the compound, making it an intriguing subject for chemists studying reaction mechanisms.
  • Chemical Libraries: Compounds like 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile are often included in chemical libraries for drug discovery, where subtle variations in structure can lead to drastically different biological activities.

This compound exemplifies the intricate balance between structure and function in organic chemistry, and it underscores the creativity and innovation at play in designing new molecules for specific applications. As scientists continue to explore the world of nitriles and azo compounds, the potential of 2-(4-bromo-3-methyl-phenyl)azopropanedinitrile may unfold even further, leading to exciting discoveries and advancements.

Synonyms
((4-Bromo-m-tolyl)azo)malononitrile
6017-33-0
F 2213
3-Methyl-4-brom-phenyl-azo-malonitril [German]
MALONONITRILE, ((4-BROMO-m-TOLYL)AZO)-
3-Methyl-4-brom-phenyl-azo-malonitril