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Nicotine

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Identification
Molecular formula
C10H14N2
CAS number
54-11-5
IUPAC name
2-(dimethylamino)ethyl pyridine-3-carboxylate
State
State

Nicotine is typically a liquid at room temperature. It can turn into a gas due to its volatility, and is also often discussed in its salt form which can be solid.

Melting point (Celsius)
-79.00
Melting point (Kelvin)
194.00
Boiling point (Celsius)
247.00
Boiling point (Kelvin)
520.00
General information
Molecular weight
162.24g/mol
Molar mass
162.2360g/mol
Density
1.0099g/cm3
Appearence

Nicotine is a colorless or slightly yellow, oily liquid at room temperature. It is known for its characteristic pungent odor and a bitter taste which becomes burning when dissolved in alcohol or other solvents. Over time, exposure to air and light causes nicotine to turn brown and smell like tobacco.

Comment on solubility

Solubility of 2-(dimethylamino)ethyl pyridine-3-carboxylate

The solubility of 2-(dimethylamino)ethyl pyridine-3-carboxylate is influenced by its functional groups and molecular structure. Typically, compounds containing amino and carboxylate groups exhibit varied solubility characteristics:

  • Polar nature: The presence of the dimethylamino group enhances solubility in polar solvents, particularly in water.
  • Hydrogen bonding: The ability to form hydrogen bonds with water molecules often increases solubility.
  • pH dependency: The solubility may vary with pH, as the carboxylate might exist in different protonation states, influencing its interaction with solvents.

It's essential to consider these factors:

  • Solubility in organic solvents such as methanol and ethanol.
  • Limited solubility in nonpolar solvents due to the hydrophilic nature of its groups.

In summary, the solubility of 2-(dimethylamino)ethyl pyridine-3-carboxylate can be characterized as generally good in polar solvents, with significant pH influence and variability based on the solvent used. As always in chemistry, "like dissolves like," so understanding the target solvent is crucial for determining solubility behavior.

Interesting facts

Interesting Facts about 2-(dimethylamino)ethyl pyridine-3-carboxylate

2-(dimethylamino)ethyl pyridine-3-carboxylate is an intriguing compound that bridges the worlds of organic synthesis and medicinal chemistry. Here are some remarkable aspects worth noting:

  • Structural Versatility: This compound features a pyridine ring, which is a six-membered aromatic ring containing one nitrogen atom. The presence of the dimethylamino group introduces significant steric and electronic effects, making the compound highly versatile in synthetic applications.
  • Pharmacological Potential: Compounds containing pyridine have been extensively studied for their biological activities, including anti-inflammatory, antitumor, and antimicrobial properties. This compound's unique structure might interact with various biological targets, warranting further investigation.
  • Synthesis Pathways: The synthesis of 2-(dimethylamino)ethyl pyridine-3-carboxylate showcases the fascinating world of organic synthetic methodologies. It often involves the use of amine and carboxylic acid derivatives, presenting opportunities for students to explore different reaction mechanisms and conditions.
  • Applications in Material Science: Beyond medicinal chemistry, compounds like this one have potential applications in material science, particularly in the development of ligands for metal complexes, which can be used in catalysis or sensor technology.
  • Learning Opportunity: For students, this compound serves as an excellent example to understand the relationship between molecular structure and chemical reactivity, a fundamental concept in the field of chemistry.

The exploration of 2-(dimethylamino)ethyl pyridine-3-carboxylate opens a myriad of research avenues, demonstrating the compound's significance in both academic and practical contexts. As one delves deeper into its properties, further insights can be gained into its potential applications and the underlying principles of organic chemistry.

Synonyms
21937-63-3
NICOTINIC ACID, 2-(DIMETHYLAMINO)ETHYL ESTER
DTXSID90176349
2-(Dimethylamino)ethyl nicotinate
EINECS 244-669-9
BRN 0148255
RefChem:1061790
SCHEMBL9717097
DTXCID5098840
JNGIYILIWDVASL-UHFFFAOYSA-N
AKOS006242786
2-(Dimethylamino)ethyl 3-pyridinecarboxylate
NS00050105
4-22-00-00379 (Beilstein Handbook Reference)
244-669-9