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Ethyl quinoline-1-carboxylate

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Identification
Molecular formula
C12H11NO2
CAS number
13457-56-6
IUPAC name
ethyl 2H-quinoline-1-carboxylate
State
State

Ethyl quinoline-1-carboxylate is typically a liquid at room temperature. It remains stable under normal conditions but should be stored away from direct sunlight and heat sources to prevent degradation. The compound is soluble in most organic solvents.

Melting point (Celsius)
-3.00
Melting point (Kelvin)
270.15
Boiling point (Celsius)
319.00
Boiling point (Kelvin)
592.15
General information
Molecular weight
201.23g/mol
Molar mass
201.2310g/mol
Density
1.1540g/cm3
Appearence

Ethyl quinoline-1-carboxylate appears as a yellow to amber liquid. It has a distinctive aromatic odor, characteristic of quinoline derivatives. The compound is often used in organic synthesis and can form crystalline solids under certain conditions when purified.

Comment on solubility

Solubility of Ethyl 2H-quinoline-1-carboxylate

Ethyl 2H-quinoline-1-carboxylate exhibits interesting solubility characteristics that are influenced by its unique molecular structure. Generally, this compound tends to be:

  • Moderately soluble in polar solvents such as ethanol and methanol.
  • Less soluble in non-polar solvents like hexane and chloroform.

The solubility in polar solvents can be attributed to the presence of the carboxylate functional group, which enables hydrogen bonding with the solvent molecules. However, the aromatic ring structure of 2H-quinoline also imparts some hydrophobic characteristics, making it less compatible with non-polar solvents.

In practical terms, this means:

  1. The compound can be effectively used in reactions conducted in polar environments.
  2. Its limited solubility in non-polar solvents should be a consideration in applications where solubility is critical.

Overall, understanding the solubility of ethyl 2H-quinoline-1-carboxylate is essential for optimizing its use in various chemical processes and formulations.

Interesting facts

Interesting Facts about Ethyl 2H-quinoline-1-carboxylate

Ethyl 2H-quinoline-1-carboxylate is a fascinating compound that belongs to the family of quinoline derivatives. This compound plays an essential role in various fields, particularly in organic chemistry and medicinal chemistry. Here are some intriguing aspects of ethyl 2H-quinoline-1-carboxylate:

  • Structural Significance: The compound features a quinoline ring, which is known for its aromatic properties and ability to participate in various chemical reactions. The presence of the carboxylate group enhances its reactivity, making it a valuable building block for more complex molecules.
  • Biological Activity: Quinoline derivatives, including ethyl 2H-quinoline-1-carboxylate, are often examined for their potential pharmacological activities. Some studies indicate that they may exhibit antibacterial, antifungal, and even anticancer properties, highlighting their significance in drug development.
  • Reaction Versatility: This compound is known for its reactivity in various chemical transformations. It can undergo reactions such as nucleophilic substitutions and cyclizations, which are crucial for synthesizing more complex organic molecules.
  • Importance in Synthesis: Ethyl 2H-quinoline-1-carboxylate serves as a precursor in synthetic pathways for generating other important compounds. It has been utilized in the synthesis of heterocyclic compounds and different pharmaceutical agents.
  • Research Interest: Due to its potential medicinal applications, researchers continue to study this compound's structure-activity relationship (SAR) to enhance its efficacy and discover novel therapeutic agents.

As a member of the quinoline family, ethyl 2H-quinoline-1-carboxylate not only captivates chemists due to its unique properties but also inspires further research in the quest for innovative chemical solutions. As Albert Einstein said, "Scientists investigate that which already is; engineers create that which has never been."

Synonyms
1(2H)-Quinolinecarboxylic acid, ethyl ester
Ethyl 1(2H)-quinolinecarboxylate
UNII-28U5R92Y7G
Quinoline, 1-carbethoxy-1,2-dihydro-
BRN 1285759
Ethyl 1,2-dihydroquinoline-1-carboxylate
28U5R92Y7G
DTXSID10167537
5-20-07-00053 (Beilstein Handbook Reference)
DTXCID7090028
16322-14-8
BC-347
ethyl 2H-quinoline-1-carboxylate
1-CARBETHOXY-1,2-DIHYDROQUINOLINE
SCHEMBL205655
SCHEMBL29549990
GZVVNAWGGPWOOK-UHFFFAOYSA-N
1-ethoxycarbonyl-1,2-dihydroquinoline
quinoline-1-carboxylic acid ethyl ester
Q27254345