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Dimethylaminobenzaldehyde

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Identification
Molecular formula
C9H11NO
CAS number
100-10-7
IUPAC name
2-(dimethylamino)benzaldehyde;3-(dimethylamino)benzaldehyde;4-(dimethylamino)benzaldehyde
State
State

At room temperature, Dimethylaminobenzaldehyde is in a solid state, typically forming crystalline structures. It is stable under normal conditions and can be handled as a solid compound.

Melting point (Celsius)
74.00
Melting point (Kelvin)
347.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
149.19g/mol
Molar mass
149.1870g/mol
Density
0.9797g/cm3
Appearence

Dimethylaminobenzaldehyde is available as a crystalline solid. The appearance can vary slightly depending on the isomer, but generally, it can range from a pale yellow to an off-white color. The crystals can be lustrous, highlighting their crystalline nature.

Comment on solubility

Solubility of Dimethylamino Benzaldehydes

The solubility of the compounds 2-(dimethylamino)benzaldehyde, 3-(dimethylamino)benzaldehyde, and 4-(dimethylamino)benzaldehyde can be quite intriguing due to their structural characteristics. These benzaldehydes, which contain a dimethylamino group, often exhibit varying levels of solubility in different solvents. Here are some key points to consider:

  • Polar solvents: These compounds are generally more soluble in polar solvents such as water and alcohols due to the presence of the dimethylamino group, which can engage in hydrogen bonding.
  • Non-polar solvents: While they do have some solubility in non-polar solvents, it is notably less than in polar environments. This can be attributed to the hydrophobic nature of the benzene ring.
  • Temperature dependency: The solubility can be affected by temperature; typically, higher temperatures may increase solubility in both types of solvents.
  • Structural position: The position of the dimethylamino group (ortho, meta, or para) can influence solubility slightly, with the para position usually providing better overall solubility due to less steric hindrance.

In conclusion, the solubility of 2-(dimethylamino)benzaldehyde, 3-(dimethylamino)benzaldehyde, and 4-(dimethylamino)benzaldehyde is primarily enhanced in polar solvents, making them versatile compounds for various applications. As with many organic compounds, the specific solubility characteristics can vary and are essential for practical use.

Interesting facts

Interesting Facts about Dimethylaminobenzaldehydes

Dimethylaminobenzaldehydes are a fascinating class of organic compounds known for their unique structural characteristics and diverse applications. Specifically, we can discuss three positional isomers: 2-(dimethylamino)benzaldehyde, 3-(dimethylamino)benzaldehyde, and 4-(dimethylamino)benzaldehyde. Here are some intriguing aspects of these compounds:

  • Structural Variance: Despite having similar functional groups, the position of the dimethylamino group relative to the aldehyde group significantly influences their chemical reactivity and physical properties.
  • Wide Applications: These compounds are utilized in various fields such as:
    • Organic synthesis
    • Dyes and pigments manufacturing
    • Biochemistry for probing molecular interactions
  • Colorimetric Properties: They exhibit notable colorimetric properties due to electron-rich dimethylamino groups, making them valuable for **indicator** dyes.
  • Biological Activity: Some studies suggest potential *antimicrobial* and *anti-cancer* activities, which is an exciting area of research in medicinal chemistry.

Quote from a researcher: "The power of these isomers lies not only in their structure but also in their versatility across various scientific domains." This reflects the ongoing exploration of their properties and potential applications.

In summary, the dimethylaminobenzaldehyde isomers are not just simple compounds but are indeed multi-functional with applications across various scientific fields, making them a subject of ongoing interest for chemists and researchers alike.