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Nicotine

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Identification
Molecular formula
C10H14N2
CAS number
54-11-5
IUPAC name
3-(1-methylpyrrolidin-2-yl)pyridine
State
State

At room temperature, nicotine is a liquid. It is volatile and tends to evaporate into the air, contributing to the smell of tobacco products. It is often found as a base but can form salts when reacted with acids.

Melting point (Celsius)
-79.00
Melting point (Kelvin)
194.00
Boiling point (Celsius)
247.00
Boiling point (Kelvin)
520.00
General information
Molecular weight
162.23g/mol
Molar mass
162.2330g/mol
Density
1.0100g/cm3
Appearence

Nicotine is a colorless to yellow-brown liquid at room temperature. Over time, especially with exposure to air or sunlight, it can develop a deeper brown color. It has a characteristic acrid odor and tastes pungent.

Comment on solubility

Solubility of 3-(1-methylpyrrolidin-2-yl)pyridine (C10H14N2)

The solubility of 3-(1-methylpyrrolidin-2-yl)pyridine can be understood through its unique structural features and interactions with solvents. This compound exhibits a polar nature due to the presence of nitrogen atoms within both the pyridine and pyrrolidine rings, influencing its solubility in various media.

Solubility Characteristics

Key points to consider regarding the solubility of this compound include:

  • Polarity: The presence of electronegative nitrogen atoms contributes to the polarity of the molecule, often enhancing solubility in polar solvents such as water.
  • Hydrogen Bonding: The ability of the compound to engage in hydrogen bonding with solvents can play a critical role in its solubility profile.
  • Solvent Types: Typically soluble in protic solvents and possibly limited in non-polar solvents, due to the hydrophilic nature imparted by the heteroatoms.

Overall, while 3-(1-methylpyrrolidin-2-yl)pyridine is likely to be soluble in polar solvents, its solubility may be considerably reduced in non-polar environments. As one practical consideration, “the balance of hydrophilicity and hydrophobicity largely determines the solubility outcomes”.

Interesting facts

Interesting Facts about 3-(1-Methylpyrrolidin-2-yl)pyridine

3-(1-Methylpyrrolidin-2-yl)pyridine is a fascinating compound that interlinks two significant classes of organic molecules: pyridine and pyrrolidine. Its unique structure offers insight into various applications and characteristics that are of great interest in the fields of organic synthesis and medicinal chemistry.

Key Highlights:

  • Diverse Applications: This compound has been studied for its potential use in pharmaceuticals, particularly due to its activity as a ligand in biological systems. Ligands are crucial components of many enzymatic processes.
  • Structural Significance: The combination of the aromatic ring from pyridine and the saturated ring from pyrrolidine enhances its ability to interact with biological targets, possibly leading to enhanced therapeutic effects.
  • Research Potential: As a subject of ongoing research, it is vital in exploring new drug candidates, particularly in the treatment of neurodegenerative diseases and as a tool in neuroscience studies.
  • Analytical Profiles: Understanding its behavior in various conditions is crucial for chemists—synthesizing analogs or assessing its reactivity can reveal much about the compatibility of similar compounds in medicinal chemistry.

In the words of a noted chemist, "Understanding compounds like 3-(1-methylpyrrolidin-2-yl)pyridine is pivotal for unlocking new therapeutic avenues." This highlights the compound's relevance not only in academic research but also in practical applications.

Furthermore, researchers continue to investigate its interaction mechanisms and potential derivatives, aiming to optimize its desired properties. The intersection of its pyridine and pyrrolidine components truly illustrates the beauty of organic chemistry, where small changes in molecular structure can lead to vastly different biological activities.

Synonyms
22083-74-5
3-(1-methylpyrrolidin-2-yl)pyridine
(+/-)-Nicotine
(R,S)-Nicotine
Black leaf
DL-Nicotine
Pyridine, 3-(1-methyl-2-pyrrolidinyl)-
(RS)-Nicotine
Black Leaf 40
(+-)-Nicotine
Nikotin
rac-Nicotine
75202-10-7
Nicotin
(+/-)NICOTINE
3-(1-Methyl-2-pyrrolidinyl)pyridine
1219805-86-3
CHEMBL440464
DTXSID3048154
CHEBI:138000
NSC5065
1-Methyl-2-(3-pyridyl)pyrrolidine
3-[1-Methylpyrrolidin-2-yl]pyridine
(+/-)-3-(1-Methyl-2-pyrrolidinyl)pyridine
(S)-(-)-Nicotine-d4
destruxol
1-Methyl-2-(3-pyridyl]pyrrolidine
DL-tetrahydronicotyrine
SMR000471862
Nicotine, (+-)-
[3H]NICOTINE
methyl-2-pyrrolidinyl)pyridine
CHEBI:18723
racemic nicotine
1-methyl-2-(3-pyridal)-pyrrolidene
Flux Maay
Nicotine, liquid
niagara p.a.
Nicotine, racemic; (R,S)-Nicotine; 1-Methyl-2-(3-pyridyl)pyrrolidine; 3-(1-Methyl-2-pyrrolidinyl)pyridine; DL-Nicotine
Nicotine-(+)
Ortho N-4
Ortho N-5
BRN 0082111
(+/-)-Nicotine-d3
Nicotine (not validated)
(+-)-3-(1-Methyl-2-pyrrolidinyl)pyridine
Tetrahydronicotyrine, DL-
SCHEMBL20193
MLS001066400
MLS001332491
GTPL3978
XL All Insecti-cide, Emo-Nib
DTXCID9028128
SCHEMBL11976729
US8609708, 54 Nicotine
GLXC-19133
HMS2267D10
HMS3373A19
JLA68507
UCA98024
UYB80586
WLN: T6NJ C- BT5NTJ A1
BBL028104
BDBM50004108
STL146319
1-methyl-2-(3-pyridyl) pyrrolidine
AKOS005720800
AB05474
VS-0124
NCGC00161830-01
BP-13421
.beta.-Pyridyl-.alpha.-N-methylpyrrolidine
DB-045786
DB-052483
(+/-)-Nicotine, >=99% (TLC), liquid
NS00125361
3-(tetrahydro-1-methyl pyrrol-2-yl)Pyridine
EN300-123020
Q12144
(+/-)-Nicotine-d7 (N-methyl-d3 pyridine-d4)
AB00919090_06
BRD-A93695607-322-01-7
BRD-A93695607-322-02-5
623-834-2