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1,3-bis(4-nitrophenyl)urea

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Identification
Molecular formula
C13H10N4O5
CAS number
13114-72-4
IUPAC name
1,3-bis(4-nitrophenyl)urea
State
State

At room temperature, 1,3-bis(4-nitrophenyl)urea is a solid. It is stable under normal conditions and does not easily melt or boil, making it suitable for various applications in industrial and research settings.

Melting point (Celsius)
241.00
Melting point (Kelvin)
514.00
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.00
General information
Molecular weight
299.24g/mol
Molar mass
299.2440g/mol
Density
1.5000g/cm3
Appearence

1,3-bis(4-nitrophenyl)urea typically appears as a yellow crystalline solid. This compound is characterized by its distinct crystalline structure, which can be observed under a microscope. Its color ranges from bright to pale yellow, depending on its purity and specific crystalline formation.

Comment on solubility

Solubility of 1,3-bis(4-nitrophenyl)urea

1,3-bis(4-nitrophenyl)urea, often characterized by its complex structure, exhibits interesting solubility properties. Understanding its solubility is crucial for applications in various chemical and pharmaceutical contexts.

General Solubility Characteristics

  • Solvent Dependence: The solubility of 1,3-bis(4-nitrophenyl)urea is highly dependent on the solvent used. It is typically more soluble in organic solvents compared to water.
  • Polar vs Non-Polar Solvents: The compound tends to dissolve better in polar aprotic solvents like DMSO (dimethyl sulfoxide) and DMF (dimethylformamide) due to its polar nitro groups.
  • Water Solubility: Its solubility in water is generally low, attributed to the hydrophobic phenyl groups that limit its interaction with water molecules.

To further illustrate:

  • "Like dissolves like" – The principle holds, emphasizing that similar polarities in solutes and solvents enhance solubility.
  • The presence of nitro groups increases polarity, facilitating interaction with polar solvents.

Overall, while 1,3-bis(4-nitrophenyl)urea demonstrates limited water solubility, its favorable solubility in organic solvents enables its use in various chemical applications. This duality in solubility highlights the importance of solvent choice in experimental and industrial processes.

Interesting facts

Interesting Facts About 1,3-bis(4-nitrophenyl)urea

1,3-bis(4-nitrophenyl)urea, often abbreviated as BNPU, is a fascinating compound that holds significance in various areas of research and application. Here are some noteworthy aspects:

  • Chemical Structure: The compound features a unique urea backbone with two 4-nitrophenyl groups attached to the nitrogen atoms. This structure contributes to its notable properties and behavior in chemical reactions.
  • Biological Activity: It has been researched for its potential use in medicinal chemistry, particularly for its antitumor and antimicrobial properties. The incorporation of nitro groups is known to enhance biological activity against certain pathogens.
  • Synthesis: Synthesis of 1,3-bis(4-nitrophenyl)urea often involves straightforward reaction pathways. Its preparation typically entails the reaction of urea with p-nitroaniline derivatives, showcasing the versatility of synthetic organic chemistry.
  • Applications: Beyond medicinal chemistry, this compound can also serve as a reagent for various organic transformations in laboratory settings. It is utilized in the study of solid-state properties and can function as a potential ligand in coordination chemistry.
  • Education: In educational settings, 1,3-bis(4-nitrophenyl)urea serves as an excellent example for students to learn about aromatic substitution reactions, the reactivity of nitro groups, and the importance of functional groups in organic synthesis.

As a compound that bridges several fields, 1,3-bis(4-nitrophenyl)urea exemplifies the deep connections between molecular structure and functionality. Scientists continue to explore its properties and potential applications, making it a compound worthy of attention in chemical research.

Synonyms
1,3-Bis(4-nitrophenyl)urea
587-90-6
4,4'-Dinitrocarbanilide
Urea, N,N'-bis(4-nitrophenyl)-
4,4'-Dinitrodiphenylurea
N,N'-Bis(4-nitrophenyl)urea
N,N'-Di(p-nitrophenyl)urea
N,N'-Bis(p-nitrophenyl)urea
Carbanilide, 4,4'-dinitro-
Urea, 1,3-bis(p-nitrophenyl)-
NSC 101086
UNII-9IDD210E75
9IDD210E75
EINECS 209-607-7
DNC
NSC-101086
AI3-28268
N,N'-Bis-(4-nitrophenyl)urea
4-4'-DINITROCARBANALIDE
DTXSID0043761
MFCD00024602
NCGC00166218-01
DTXCID8023761
N,N'-Bis-(4-nitrophenyl)urea 100 microg/mL in Acetonitrile/DMSO
CAS-587-90-6
4',4''-Dinitrocarbanilide
Carbanilide,4'-dinitro-
Urea,3-bis(p-nitrophenyl)-
1,3-Di-(4-nitrophenyl)urea
Urea,N'-bis(4-nitrophenyl)-
SCHEMBL1177730
N,N'-bis(4-nitrophenyl)-urea
CHEMBL1079395
4,4-DNC
Tox21_112354
NSC101086
1,3-Bis(4-nitrophenyl)urea, 97%
AKOS001586613
Tox21_112354_1
4,4'-DINITROCARBANILIDE [MI]
NCGC00166218-02
AS-60396
DB-053266
CS-0358024
NS00005451
F88247
SR-01000944768
SR-01000944768-1
Q27272597
209-607-7