α-picoline

Also known as alpha-picoline, a-Picoline, 2-methylpyridine

2-Methylpyridine, or 2-picoline, is the compound described with formula C6H7N. 2-Picoline is a colorless liquid that has an unpleasant odor similar to pyridine. It is mainly used to make vinylpyridine and the agrichemical nitrapyrin.

Chemical data

Formula: C6H7N
Molecular weight: 93.13 g/mol
IUPAC name: 2-methylpyridine
SMILES: CC1=CC=CC=N1
InChIKey: BSKHPKMHTQYZBB-UHFFFAOYSA-N
XLogP: 1.1
Polar surface area: 12.9 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: pyridine alkaloid
Has part: hydrogen
Mass: 93.058

Show 11 more facts

found in taxon: corn mint
canonical SMILES: CC1=CC=CC=N1
melting point: -66.68
chemical formula: C₆H₇N
Commons category: 2-Methylpyridine
has characteristic: bitterness
subject has role: metabolite
electric dipole moment: 1.85
ionization energy: 9.02
boiling point: 129.38
class of object(s) of occurrence: oil shale

Sources (2)

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Encyclopedic overview

6 sections

Contents

Synthesis
Reactions
Biodegradation
Uses
Toxicity
References

==Synthesis== 2-Picoline was the first pyridine compound reported to be isolated in pure form. It was isolated from coal tar in 1846 by T. Anderson. This chemistry was practiced by Reilly Industries. It is now mainly produced by two principal routes. One method involves the condensation of acetaldehyde and ammonia in the presence of an oxide catalyst. This method affords a mixture of 2- and 4-picolines: class=skin-invert-image|450px

Excerpted from Wikipedia’s “α-picoline” article, available under the CC BY-SA 4.0 licence.