Skip to main content

2-Nitrofluoren-9-one

ADVERTISEMENT
Identification
Molecular formula
C13H7NO3
CAS number
607-83-2
IUPAC name
2-nitrofluoren-9-one
State
State

At room temperature, 2-nitrofluoren-9-one is in a solid state, appearing as bright yellow crystals. It is not soluble in water but can dissolve in organic solvents.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
339.00
Boiling point (Kelvin)
612.15
General information
Molecular weight
223.20g/mol
Molar mass
223.2020g/mol
Density
1.4550g/cm3
Appearence

2-Nitrofluoren-9-one is a crystalline solid with a bright yellow color. It has a distinctive aromatic odor typical of aromatic nitro compounds.

Comment on solubility

Solubility of 2-nitrofluoren-9-one

2-nitrofluoren-9-one, with the chemical formula C13H9NO2, exhibits unique solubility characteristics that are influenced by its molecular structure. Understanding the solubility properties of this compound is essential for its application in various fields, including organic synthesis and material science.

Key Solubility Characteristics:

  • Solvent Compatibility: 2-nitrofluoren-9-one is generally soluble in organic solvents such as ethanol, acetone, and dichloromethane.
  • Water Solubility: This compound has low solubility in water, primarily due to its hydrophobic fluorenone ring system. As a rule of thumb, compounds with larger aromatic systems tend to exhibit decreased water solubility.
  • Temperature Dependence: Like many organic compounds, the solubility of 2-nitrofluoren-9-one increases with temperature, which can be particularly useful during the recrystallization process.
  • Purity Considerations: The solubility can also be affected by the presence of impurities or other solutes, making it crucial to consider the experimental context in which solubility is being examined.

In summary, while 2-nitrofluoren-9-one shows promising solubility in organic mediums, its limited water solubility highlights the importance of choosing the right solvents for specific applications. As noted, one should always remember that solubility is a dynamic property, influenced by various factors such as temperature, solvent type, and purity.

Interesting facts

Interesting Facts about 2-Nitrofluoren-9-one

2-Nitrofluoren-9-one is an intriguing organic compound with a variety of fascinating properties and applications, particularly in the fields of organic synthesis and materials science.

Chemical Structure and Characteristics

This compound features a unique structure where a nitro group is attached to the fluorene moiety, which significantly influences its chemical behavior. The presence of both a keto group and a nitro group in its structure makes it particularly versatile:

  • Electrophilic Reactivity: The electron-withdrawing nitro group enhances the electrophilic sites on the fluorene, making it reactive in various chemical transformations.
  • Fluorescent Properties: Due to its planar structure, it exhibits interesting photophysical properties, contributing to its use in fluorescence studies.

Applications in Research

2-Nitrofluoren-9-one is not just a simple compound; it has essential roles in several research areas:

  • Synthetic Intermediates: It is often utilized in the synthesis of dyes and pigments, allowing chemists to explore different functional groups and their interactions.
  • Photochemical Studies: This compound serves as a model system in photochemistry, helping researchers understand the effects of light on molecular behavior.
  • Biological Activity: Some studies suggest potential applications in medicinal chemistry, as its derivatives may possess therapeutic properties.

Trivia

Did you know that 2-Nitrofluoren-9-one can also be used in the development of advanced materials? Some specific uses include:

  • In organic light-emitting diodes (OLEDs)
  • As a fluorescent marker in biological imaging

This compound exemplifies how a single alteration to a molecule can yield significant changes in its properties and utility, showcasing the beauty and complexity of organic chemistry.

Synonyms
3096-52-4
2-Nitro-9-fluorenone
2-Nitrofluorenone
2-nitrofluoren-9-one
9H-FLUOREN-9-ONE, 2-NITRO-
CCRIS 2540
9-Fluorenone, 2-nitro
NSC 12365
BRN 2052959
2SC85737SS
NSC-12365
AJEAHBZZHSLIQP-UHFFFAOYSA-
DTXSID70184942
4-07-00-01636 (Beilstein Handbook Reference)
2Nitrofluorenone
9HFluoren9one, 2nitro
DTXCID10107433
622-431-9
ajeahbzzhsliqp-uhfffaoysa-n
inchi=1/c13h7no3/c15-13-11-4-2-1-3-9(11)10-6-5-8(14(16)17)7-12(10)13/h1-7h
2-Nitro-9H-fluoren-9-one
MFCD00001152
2-Nitrofluorenon
NSC12365
Oprea1_378233
SCHEMBL229511
UNII-2SC85737SS
2-Nitro-9-fluorenone, 99%
2-Nitro-9H-fluoren-9-one #
ALBB-023606
STL282771
AKOS015912900
AKOS015998136
CCG-314846
AS-58790
SY106093
DB-068394
CS-0313590
N0202
NS00014589
A12409
AG-690/32513034
2-nitro-9h-fluoren-9-on;2-Nitro-9H-fluoren-9-one;
Q63391635