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2-(Chloromethyl)pyridine

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Identification
Molecular formula
C6H6ClN
CAS number
874-86-2
IUPAC name
2-(chloromethyl)pyridine
State
State

At room temperature, 2-(Chloromethyl)pyridine is in a liquid state.

Melting point (Celsius)
-34.00
Melting point (Kelvin)
239.15
Boiling point (Celsius)
192.00
Boiling point (Kelvin)
465.15
General information
Molecular weight
127.57g/mol
Molar mass
127.5700g/mol
Density
1.1300g/cm3
Appearence

2-(Chloromethyl)pyridine is a colorless to pale yellow liquid with a pungent odor. It can appear slightly viscous and must be handled with care due to its reactivity and potential hazards.

Comment on solubility

Solubility of 2-(chloromethyl)pyridine

2-(chloromethyl)pyridine is an interesting compound when it comes to solubility. Its solubility characteristics can be summarized as follows:

  • Solvent Compatibility: 2-(chloromethyl)pyridine is generally soluble in organic solvents such as ethanol, methanol, and chloroform.
  • Aqueous Solubility: The solubility in water is limited; however, it can be enhanced under certain conditions due to the polar nature of the pyridine ring.
  • Temperature Dependence: As with many organic compounds, solubility may increase with temperature. Therefore, heating the solvent can often improve solubility.
  • pH Influence: The compound’s solubility can also vary with pH, as the presence of acidic or basic conditions may lead to protonation or deprotonation reactions that affect its solubility.

In summary, while 2-(chloromethyl)pyridine exhibits good solubility in organic solvents, its aqueous solubility is limited, making it crucial to consider the choice of solvent for various chemical applications.

Interesting facts

Interesting Facts about 2-(Chloromethyl)pyridine

2-(Chloromethyl)pyridine is a fascinating chemical compound with diverse applications across various fields. Here are some intriguing insights:

  • Structural Significance: The compound features a pyridine ring, which is a six-membered aromatic heterocycle containing nitrogen. This structural element is responsible for many of the compound's unique properties and reactivity.
  • Reactivity: The presence of the chloromethyl group makes 2-(chloromethyl)pyridine an excellent electrophile, opening doors for further chemical transformation in synthesis, particularly in creating more complex molecules.
  • Biomedical Applications: Compounds like 2-(chloromethyl)pyridine are often used as intermediates in the synthesis of pharmaceutical compounds, showcasing the importance of chloromethylated pyridines in drug discovery and development.
  • Pest Control: Beyond pharmaceuticals, certain derivatives of pyridine, including variants of 2-(chloromethyl)pyridine, can function as potent insecticides and herbicides, demonstrating their role in agriculture.

As a chemist or student, it's essential to consider the nuances of target compound synthesis, especially when dealing with such versatile molecules. As one prominent chemist once stated, "The beauty of chemistry lies in the endless opportunities to create and innovate." This holds true for compounds like 2-(chloromethyl)pyridine, which continues to inspire research and application in various scientific disciplines.


In summary, 2-(chloromethyl)pyridine not only serves as a building block for further chemical reactions but also reflects the interdisciplinary nature of chemistry, bridging gaps between synthetic organic chemistry, medicine, and agricultural science.

Synonyms
2-(Chloromethyl)pyridine
4377-33-7
2-Chloromethylpyridine
2-Picolyl chloride
2-chloromethyl pyridine
Pyridine, 2-(chloromethyl)-
CHEBI:76601
59YW2EH117
2-picolylchloride
2-CMP
2-Picolinyl chloride; 2-Picolyl chloride; 2-Pyridinemethyl chloride; 2-Pyridinylmethyl chloride
UNII-59YW2EH117
picolyl chloride
2-picolyl choride
chloromethylpyridine
2-picolinyl chloride
2-chloromethyl-pyridine
2-pyridylmethyl chloride
pyridin-2-yl-methyl chloride
SCHEMBL215763
CHEMBL1620152
DTXSID2043824
NJWIMFZLESWFIM-UHFFFAOYSA-
BBL009975
MFCD05861645
STK346751
AKOS000262342
AB22495
NCGC00091692-03
CS-13025
SY037633
DB-015905
Q27146153
InChI=1/C6H6ClN/c7-5-6-3-1-2-4-8-6/h1-4H,5H2