1,3-Diphenylurea

Identification

Molecular formula

C₁₃H₁₂N₂O

CAS number

102-07-8

IUPAC name

1,1-diphenylurea;1,3-diphenylurea

State

At room temperature, 1,3-Diphenylurea is in a solid state. It maintains its solid form under standard conditions of pressure and temperature, and requires a higher temperature to melt or dissolve.

Melting point (Celsius)

235.00

Melting point (Kelvin)

508.15

Boiling point (Celsius)

372.00

Boiling point (Kelvin)

645.15

General information

Molecular weight

198.22g/mol

Molar mass

198.2220g/mol

Density

1.2400g/cm³

Appearence

1,3-Diphenylurea appears as a white crystalline solid. The crystals are typically needle-like and the compound is often found in powdered form. It is odorless and has a smooth texture when handled.

Comment on solubility

Solubility of 1,1-Diphenylurea and 1,3-Diphenylurea

Both 1,1-diphenylurea and 1,3-diphenylurea are organic compounds that exhibit interesting solubility characteristics.

1,1-Diphenylurea

1,1-diphenylurea shows moderate solubility in organic solvents, primarily ethanol and acetone. However, it is relatively insoluble in water. Some key points about its solubility include:

Polarity: The compound's nonpolar aromatic rings limit its interaction with polar solvents like water.
Typical Solvents: It readily dissolves in organic solvents due to its hydrophobic nature.

1,3-diphenylurea also demonstrates a distinct solubility profile. Its behavior can be summarized as follows:

Solvent Compatibility: This compound shows solubility in organic media such as chloroform and methanol, but it is similarly insoluble in water.
Hydrogen Bonding: The presence of urea groups allows for potential hydrogen bonding with suitable solvents; however, the steric hindrance from the phenyl groups reduces its overall solubility.

Overall, both compounds highlight the importance of molecular structure in determining solubility behavior, where the interaction of the organic functional groups plays a crucial role in solvent compatibility.

Interesting facts

Interesting Facts about 1,1-Diphenylurea and 1,3-Diphenylurea

1,1-Diphenylurea and 1,3-Diphenylurea are fascinating organic compounds that belong to the family of ureas, which are pivotal in various chemical reactions and applications. Here are some intriguing aspects of both compounds:

Chemical Structure and Properties

Structural Variants: The difference in the position of the phenyl groups makes these compounds unique. In 1,1-diphenylurea, both phenyl groups are attached to the same nitrogen atom, whereas in 1,3-diphenylurea, they are located on different nitrogen atoms.
Reactivity: These compounds exhibit distinct reactivity patterns due to their structural differences, affecting how they participate in organic synthesis and chemical reactions.

Applications

Pesticides: Both compounds have been employed in the synthesis of agricultural chemicals, specifically in developing herbicides and pesticides.
Pharmaceuticals: The derivatives of diphenylurea have been explored for their potential medicinal properties, serving as precursors in the synthesis of various pharmaceuticals.

Research and Relevance

In the field of research, 1,1-diphenylurea and 1,3-diphenylurea have been studied for their antioxidant properties. As scientists aim to understand their effects on biological systems, these compounds might play a role in developing new therapeutic agents.

As an intriguing quote from a recent review suggests, “The subtle variations in molecular structure can lead to remarkable differences in the behavior of chemical compounds, showcasing the elegance of organic chemistry.” This perfectly encapsulates the importance of analyzing compounds like 1,1-diphenylurea and 1,3-diphenylurea.

Overall, these compounds illustrate the intricate balance between structure and function within organic chemistry, making them vital compounds for further exploration and understanding.