Skip to main content

3,4'-Dinitrobiphenyl

ADVERTISEMENT
Identification
Molecular formula
C12H8N2O4
CAS number
16640-55-6
IUPAC name
1-nitro-3-(4-nitrophenyl)benzene
State
State

At room temperature, 3,4'-Dinitrobiphenyl is found in a solid state. This is typical for many aromatic compounds that have nitro substituents, which often result in higher melting points due to strong intermolecular forces.

Melting point (Celsius)
147.00
Melting point (Kelvin)
420.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
244.20g/mol
Molar mass
244.2120g/mol
Density
1.4450g/cm3
Appearence

3,4'-Dinitrobiphenyl appears as a light yellow crystalline solid. Its coloration is due to the conjugated system formed by the nitro groups attached to the biphenyl structure, which can absorb light in the visible range.

Comment on solubility

Solubility of 1-nitro-3-(4-nitrophenyl)benzene

1-nitro-3-(4-nitrophenyl)benzene, a complex aromatic compound, exhibits particular solubility characteristics that result from its structural composition. This compound is known to have limited solubility in water, primarily due to:

  • Nonpolar characteristics: The presence of multiple nitro groups (-NO2) and aromatic rings contributes to a nonpolar nature, making it less compatible with polar solvents like water.
  • Dense packing: The planar structure of the molecule allows for close packing in the solid state, further reducing the interaction with solvents.

However, 1-nitro-3-(4-nitrophenyl)benzene tends to dissolve better in:

  • Organic solvents: Solvents such as ethanol, acetone, and chloroform can dissolve this compound more effectively due to compatibility in terms of polarity.
  • Nonpolar solvents: Hydrocarbons like benzene or toluene also serve as excellent solvents because of their similar nonpolar characteristics.

In summary, while 1-nitro-3-(4-nitrophenyl)benzene may not be readily soluble in water, its solubility increases significantly in organic or nonpolar solvents, reflecting the interplay between molecular structure and solvent polarity. As with many aromatic compounds, understanding these solubility dynamics is key in applications such as synthesis and formulation.

Interesting facts

Exploring 1-Nitro-3-(4-Nitrophenyl)Benzene

1-Nitro-3-(4-nitrophenyl)benzene is a fascinating compound that showcases the intriguing world of nitro derivatives in organic chemistry. With its unique structural arrangement, this compound provides insights into how molecular properties can be tailored to achieve specific functionalities. Here are some captivating facts about it:

Key Features and Applications

  • Functionalization: The compound features multiple nitro groups, which are known for their electron-withdrawing properties. This characteristic can significantly affect the reactivity of the benzene rings.
  • Electrophilic Aromatic Substitution: The presence of nitro groups makes the compound a potential candidate for electrophilic substitution reactions, allowing for further chemical modifications.
  • Potential Use in Dyes: Nitro compounds are frequently employed in the synthesis of dyes and pigments due to their vibrant colors and stability.
  • Research Applications: This compound is often studied in the context of developing new materials with specific electronic or optical properties due to its structured molecular framework.

Chemical Properties and Behavior

Due to its nitro groups, the compound exhibits unique chemical behavior:

  • It generally participates in reduction reactions, where the nitro groups can be converted to amines.
  • The compound can act as a good candidate for investigating substituent effects on reactivity, making it a valuable tool in mechanistic studies.
  • Its structural complexities allow for interesting studies in thermodynamics and kinetics.

In summary, 1-nitro-3-(4-nitrophenyl)benzene stands out as a significant compound in organic synthesis and materials chemistry, where its multifaceted properties support a wide array of scientific explorations and applications.

Synonyms
3,4'-Dinitrobiphenyl
1,1'-Biphenyl, 3,4'-dinitro-
3,4'-Dinitro-1,1'-biphenyl
BIPHENYL, 3,4'-DINITRO-
NSC 43204
BRN 1982974
J1209AC0XE
NSC-43204
UNII-J1209AC0XE
DTXSID40212448
DTXCID40134939
1,1'-Biphenyl, 3,4'-dinitro-(9CI)
661-655-1
4-05-00-01827 (beilstein handbook reference)
6311-43-9
NSC43204
3,4'-Dinitro-biphenyl
1,1'-Biphenyl, 3,4'-dinitro- (9CI)
1, 3,4'-dinitro-
CHEMBL350509
SCHEMBL4516641
AKOS024339104