Skip to main content

5-Fluoroindole-2-carboxylic acid

ADVERTISEMENT
Identification
Molecular formula
C9H6FNO2
CAS number
399-01-5
IUPAC name
5-fluoro-1H-indole-2-carboxylic acid
State
State

At room temperature, 5-fluoro-1H-indole-2-carboxylic acid is in a solid state, specifically in the form of crystalline powder.

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.20
Boiling point (Celsius)
466.70
Boiling point (Kelvin)
739.80
General information
Molecular weight
179.15g/mol
Molar mass
179.1450g/mol
Density
1.5069g/cm3
Appearence

5-Fluoro-1H-indole-2-carboxylic acid typically appears as a white to off-white crystalline powder. It's often odorless or has a very faint characteristic odor, typical of indole derivatives.

Comment on solubility

Solubility of 5-fluoro-1H-indole-2-carboxylic acid

The solubility of 5-fluoro-1H-indole-2-carboxylic acid (C9H6FNO2) is influenced by several factors, including its molecular structure and functional groups. Being a carboxylic acid, it possesses polar –COOH groups, which can interact favorably with polar solvents such as water.

However, the presence of the indole ring and the fluorinated substituent can hinder solubility in certain solvents. Here are some noteworthy points about its solubility:

  • Polar Solvent Interaction: The carboxylic acid group is likely to enhance solubility in polar solvents.
  • Fluorine Influence: The fluorine atom can affect overall polarity and hydrophobicity, potentially reducing solubility in non-polar solvents.
  • pH Dependency: Solubility can also vary with pH, where under acidic conditions, the compound may remain unionized and more soluble.

As a result, 5-fluoro-1H-indole-2-carboxylic acid may exhibit:

  1. Good solubility in water at certain pH levels
  2. Limited solubility in non-polar organic solvents

Understanding these solubility characteristics is crucial when considering this compound for various applications in medicinal chemistry and other fields. As with many compounds, conducting empirical solubility tests in various solvents provides the most accurate information for practical purposes.

Interesting facts

Interesting Facts about 5-Fluoro-1H-Indole-2-Carboxylic Acid

5-Fluoro-1H-indole-2-carboxylic acid is a fascinating compound that has captured the interest of many chemists and researchers due to its unique structural and functional properties. Here are some key points about this intriguing molecule:

  • Versatile Precursor: This compound serves as an important building block in the synthesis of various biologically active molecules. It is often used in the development of pharmaceuticals that target neurological and psychological disorders.
  • Mechanism of Action: The incorporation of a fluorine atom into the indole structure can significantly alter the compound's biological activity and pharmacokinetics. This modification can enhance binding affinities with receptors in the body, making it a useful tool in drug design.
  • Indole Derivative: As a derivative of indole, a well-known heterocyclic compound, 5-fluoro-1H-indole-2-carboxylic acid retains properties of indole that are critical in biological systems, such as promoting neurotransmission and modulating mood.
  • Research Implications: Studies involving this compound have shown potential applications in fields such as medicinal chemistry, biochemistry, and material sciences, highlighting its flexibility as both a reagent and a product in chemical reactions.
  • Environmental Impact: Understanding the behavior and fate of this compound in the environment is crucial, particularly in evaluating its safety and potential ecological impact, which is a growing concern in modern chemistry.

The exploration of 5-fluoro-1H-indole-2-carboxylic acid continues to evolve, as researchers seek to unlock new pathways for its application and improve our understanding of its role within complex biological systems. Its ability to bridge organic chemistry with the life sciences underscores the ever-growing interplay between chemistry and medicine.

Synonyms
5-Fluoroindole-2-carboxylic acid
399-76-8
5-Fluoro-1H-indole-2-carboxylic acid
2-Carboxy-5-fluoroindole
MFCD00005612
1H-Indole-2-carboxylic acid, 5-fluoro-
EINECS 206-919-5
CHEMBL23507
MLS000080089
DTXSID10192945
SMR000037735
FIC
Spectrum_001495
SpecPlus_000678
Opera_ID_1340
Spectrum2_001469
Spectrum3_001043
Spectrum4_001182
Spectrum5_001733
cid_1820
Lopac-265128
LFV2Z936CQ
Lopac0_000071
Oprea1_012690
BSPBio_002566
KBioGR_001843
KBioSS_001975
MLS000069465
MLS001201811
DivK1c_006774
SCHEMBL209759
SPECTRUM1502092
SPBio_001397
5-Fluoroindole-2-carboxylicacid
5-fluorindole-2-carboxylic acid
KBio1_001718
KBio2_001975
KBio2_004543
KBio2_007111
KBio3_001786
DTXCID50115436
CHEBI:111276
5-fluoro 2 indole carboxylic acid
5-fluoro-2-indole carboxylic acid
HMS2233A14
HMS3260O03
Tox21_500071
5fluoro-1H-indole-2-carboxylic acid
BDBM50009126
CCG-39179
STK296660
AKOS000139135
AC-9839
CS-W017282
FF10357
FS-1258
LP00071
PB48496
SDCCGSBI-0050059.P003
5-Fluoroindole-2-carboxylic acid, 99%
NCGC00014995-01
NCGC00014995-02
NCGC00014995-03
NCGC00014995-04
NCGC00014995-05
NCGC00014995-06
NCGC00014995-07
NCGC00014995-08
NCGC00014995-09
NCGC00014995-10
NCGC00014995-14
NCGC00022203-04
NCGC00022203-05
NCGC00022203-06
NCGC00022203-07
NCGC00260756-01
5-Fluoro-1H-indole-2-carboxylic acid #
PD001392
SY022888
DB-031611
EU-0100071
F0716
NS00015569
EN300-28441
AB00053198-15
SR-01000003027
SR-01000003027-2
BRD-K55273157-001-02-9
BRD-K55273157-001-13-6
Q27190893
Z235348085
206-919-5