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Chlorotoluron

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Identification
Molecular formula
C15H15Cl2N3O
CAS number
330-54-1
IUPAC name
1,3-bis(2,5-dichlorophenyl)urea
State
State

At room temperature, chlorotoluron is in a solid state.

Melting point (Celsius)
158.00
Melting point (Kelvin)
431.15
Boiling point (Celsius)
273.00
Boiling point (Kelvin)
546.15
General information
Molecular weight
282.14g/mol
Molar mass
282.1350g/mol
Density
1.0005g/cm3
Appearence

Chlorotoluron appears as a white crystalline solid. It is often found in powder form with no distinct odor visible to the naked eye.

Comment on solubility

Solubility of 1,3-bis(2,5-dichlorophenyl)urea

The compound 1,3-bis(2,5-dichlorophenyl)urea (C15H15Cl2N3O) presents unique characteristics in terms of solubility due to its molecular structure and the presence of chlorine substituents. Generally, the solubility of organic compounds like this one can be influenced by a few key factors:

  • Polarity: The compound's overall polarity can limit its solubility in non-polar solvents. Chlorine atoms introduce electronegative characteristics, affecting interactions with solvent molecules.
  • Hydrogen bonding: The presence of the urea functional group means that it can potentially engage in hydrogen bonding, which may increase solubility in polar solvents like water to some extent.
  • Temperature: Solubility can dramatically vary with temperature; heating the solvent may increase solubility by overcoming intermolecular forces in the solid state.

In practical applications, 1,3-bis(2,5-dichlorophenyl)urea is expected to show limited solubility in water, possibly leading to a preference for organic solvents such as ethanol or acetone. As noted, the presence of dichlorophenyl groups often enhances solubility in organic media, while simultaneously constraining solubility in aqueous solutions.

In conclusion, while 1,3-bis(2,5-dichlorophenyl)urea may exhibit some solubility in suitable organic solvents, it is unlikely to dissolve readily in water, making it more effective in non-aqueous environments where its properties can be fully utilized.

Interesting facts

Interesting Facts about 1,3-bis(2,5-dichlorophenyl)urea

1,3-bis(2,5-dichlorophenyl)urea, often referred to in academic and industrial settings, is a compound that has garnered attention for its various applications and intriguing properties. Here are some fascinating aspects of this compound:

  • Pesticidal Activity: This compound is primarily known for its role as a herbicide. It operates by inhibiting certain enzymes that are vital for plant growth, making it effective against a variety of weeds.
  • Chemical Structure: The presence of −Cl groups in the structure contributes significantly to its chemical stability and bioactivity. These substitutions enhance its interaction with biological systems.
  • Synthesis: 1,3-bis(2,5-dichlorophenyl)urea can be synthesized through a process involving the reaction of isocyanates with appropriate chlorinated phenolic compounds, showcasing the nuanced strategies in organic chemistry.
  • Environmental Considerations: As with many agrochemicals, the ecological impact of this compound is an area of active research, where scientists weigh its effectiveness against potential risks to non-target species.

In summary, 1,3-bis(2,5-dichlorophenyl)urea offers a rich field of study within chemistry and environmental science, highlighting the balance between usefulness and safety in the use of chemical compounds.

Quote: "Tiny changes at the molecular level can yield significant impacts at the environmental level." - A reminder of our careful stewardship of chemical agents.

Synonyms
1,3-Bis(2,5-dichlorophenyl)urea
13201-85-9
UREA, 1,3-BIS(2,5-DICHLOROPHENYL)-
BRN 3105508
Carbanilide, 2,2',5,5'-tetrachloro-
DTXSID00157306
4-12-00-01253 (Beilstein Handbook Reference)
DTXCID7079797
ngadhvhlpnqite-uhfffaoysa-n
N,N/'-Bis(2,5-dichlorophenyl)urea
Oprea1_652946
AKOS002374764
N,N'-Bis(2,5-dichlorophenyl)urea #
N,N'-bis-(2,5-dichlorophenyl) urea