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Ethyl nipecotate

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Identification
Molecular formula
C9H15NO2
CAS number
1126-09-6
IUPAC name
ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
State
State

At room temperature, ethyl nipecotate is in a liquid state.

Melting point (Celsius)
-5.00
Melting point (Kelvin)
268.15
Boiling point (Celsius)
239.00
Boiling point (Kelvin)
512.15
General information
Molecular weight
171.22g/mol
Molar mass
171.2160g/mol
Density
1.0628g/cm3
Appearence

Ethyl nipecotate is a colorless to pale yellow liquid. Its appearance can vary slightly depending on the purity and specific type of lighting, but it generally lacks significant tint or coloration.

Comment on solubility

Solubility of Ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate

Ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate exhibits a moderate solubility profile, primarily influenced by its structural characteristics. Here are some key points to consider:

  • Polar Nature: The presence of the carboxylate functional group contributes to polar characteristics, enhancing the compound's interaction with polar solvents, especially water.
  • Hydrophobic Components: Conversely, the ethyl group provides hydrophobic properties, which can limit solubility in highly polar solvents.
  • Solvent Specificity: This compound tends to dissolve better in organic solvents such as ethanol, methanol, and acetone compared to water, showcasing its amphiphilic behavior.

Overall, while Ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate is soluble in a range of solvents, it illustrates the delicate balance between hydrophilic and hydrophobic interactions that dictate its solubility dynamics. This characteristic is crucial for applications in organic synthesis and pharmaceutical formulation, where solubility can significantly affect bioavailability and reactivity.

Interesting facts

Interesting Facts about Ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate

Ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate is a fascinating compound with various applications and characteristics that make it of great interest to chemists and researchers. Here are some compelling facts about this compound:

  • Versatile Building Block: This compound serves as an excellent building block in organic synthesis. Its pyridine structure is particularly valuable for the development of pharmaceuticals and agrochemicals.
  • Biological Significance: Compounds derived from dihydropyridine structures are often associated with varying biological activities, including potential neuroprotective and cardiovascular benefits.
  • Reactivity: The presence of both methyl and carboxylate groups enhances the reactivity of this compound, making it an ideal candidate for further chemical modifications to produce derivatives with unique properties.
  • Natural Occurrence: Some dihydropyridine derivatives have been found in nature, suggesting potential roles in biological systems, which leads to a better understanding of their medicinal potential.
  • Synthetic Routes: Chemists have developed numerous synthetic routes to produce this compound, ranging from multi-step processes to more efficient one-pot reactions that showcase the ingenuity of modern organic chemistry.

As research continues, compounds like ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate could pave the way for new innovations in drug design, materials science, and environmental chemistry. Its potential make it a compound worth exploring for both academic and industrial applications.

Synonyms
Homoarecoline
ethyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
6H6C253KKJ
RefChem:1084719
28125-84-0
Ethyl 1-methyl-1,2,5,6-tetrahydronicotinate
Arecaidine Ethyl Ester
Arecaidine-ethyl ester
NICOTINIC ACID, 1,2,5,6-TETRAHYDRO-1-METHYL-, ETHYL ESTER
3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, ethyl ester
BRN 0125290
SCHEMBL7276350
Ethyl1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
DTXSID30182404
CHEBI:166574
UNARQANIGOBIHM-UHFFFAOYSA-N
AKOS015850968
DB-067884
Ethyl 1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylate
1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester
ETHYL 1-METHYL-1,2,5,6-TETRAHYDRO-3-PYRIDINECARBOXYLATE