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Identification
Molecular formula
C18H18O4
CAS number
5145-57-9
IUPAC name
3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid
State
State

The compound is typically a solid at room temperature.

Melting point (Celsius)
124.00
Melting point (Kelvin)
397.00
Boiling point (Celsius)
255.00
Boiling point (Kelvin)
528.00
General information
Molecular weight
298.31g/mol
Molar mass
298.3110g/mol
Density
1.2500g/cm3
Appearence

The compound is a pale yellow solid with a crystalline powder form. It may also appear as a white to off-white powder depending on the purity and specific form.

Comment on solubility

Solubility of 3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid

The solubility of 3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid can be influenced by various factors, primarily due to its unique molecular structure. Here are some key points to consider:

  • Polar Functional Groups: The presence of the carboxylic acid group (-COOH) contributes to the compound’s polarity, generally enhancing solubility in polar solvents such as water.
  • Hydrophobic Aromatic Ring: The fluorenyl structure introduces a substantial hydrophobic character, which can impede solubility in aqueous environments, making it less soluble in water compared to other polar solvents.
  • pH Dependency: The solubility of this compound may vary with pH. In acidic conditions, the carboxylic group is protonated, potentially reducing solubility, while in basic conditions, it deprotonates, increasing solubility due to the anion's increased polarity.
  • Potential Solvents: It may demonstrate better solubility in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol due to the favorable interactions between the solvent molecules and the hydrophobic regions of the compound.

In summary, the solubility of 3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid is a balance between its hydrophilic carboxylic acid functionality and its hydrophobic aromatic components. Understanding how these attributes interact with different solvents is crucial in predicting its behavior in various chemical environments.

Interesting facts

Interesting Facts about 3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic Acid

3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid, often referred to in the realm of organic chemistry as a unique derivative of fluorenyl compounds, offers intriguing insights into the world of functionalized aromatic molecules. Here are some fascinating aspects:

  • Fluorescent Properties: The presence of the fluorenyl group imparts significant fluorescence characteristics to this compound, making it useful in various applications like sensors and bioimaging.
  • Versatile Reactivity: With both carboxylic acid and propanoic functionalities, this compound can engage in a variety of coupling reactions, facilitating the synthesis of more complex organic structures.
  • Biological Significance: Due to its ability to mimic certain biochemical structures, it has potential applications in the development of pharmaceuticals and drugs.
  • Research Interest: Compounds related to fluorenes are actively researched for their roles in organic light-emitting diodes (OLEDs) and organic photovoltaic cells.
  • Functionalization: The carboxyethyl group can be leveraged to introduce additional functionalities, enabling the design of tailored compounds for specific purposes.

Many researchers appreciate the ability to modify the structure of compounds like 3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid to unlock new properties. As one of the prominent figures in organic synthesis stated, "Chemistry is about making connections — whether that’s in our molecules or in our ideas."

This compound exemplifies how subtle changes at the molecular level can lead to remarkable shifts in chemical behavior and application, underscoring the beauty of synthetic organic chemistry.

Synonyms
4425-95-0
FLUORENE-9,9-DIPROPIONIC ACID
3,3'-(9H-fluorene-9,9-diyl)dipropanoic acid
9,9'-Fluorenedipropionic acid
9,9-BIS(2-CARBOXYETHYL)FLUORENE
99FLUORENEDIPROPIONICACID
3-[9-(2-carboxyethyl)fluoren-9-yl]propanoic acid
NSC 68859
BRN 2003967
Propionic acid, 3,3'-fluoren-9-ylidenedi-
Oprea1_394318
Oprea1_688352
MLS001203767
CHEMBL511379
SCHEMBL5866539
3-[9-(2-Carboxy-ethyl)-9H-fluoren-9-yl]-propionic acid
DTXSID50196083
HVIAEALBBMNFIW-UHFFFAOYSA-N
HMS2819H10
NSC68859
MFCD00045334
NSC-68859
STL200129
AKOS002242701
WLN: L B656 HHJ H2VQ H2VQ
Propionic acid,3'-fluoren-9-ylidenedi-
NCGC00245132-01
AS-41176
SMR000514196
CS-0452589
3,3'-(9H-fluorene-9,9-diyl)dipropanoicacid
3,3'-(9H-fluorene-9,9-diyl)dipropionic acid
SR-01000313156
SR-01000313156-1
3-[9-(2-CARBOXYETHYL)FLUOREN-9-YL] PROPANOIC ACID