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110-86-1 - Pyridine, 99+% - A12005 - Alfa Aesar

A12005 Pyridine, 99+%

CAS Number
110-86-1
Synonyms

Size Price ($) Quantity Availability
500ml 35.79
2500ml 113.30
10000ml 408.91
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Pyridine, 99+%

MDL
MFCD00011732
EINECS
203-809-9

Chemical Properties

Formula
C5H5N
Formula Weight
79.10
Melting point
-42°
Boiling Point
115°
Flash Point
20°(68°F)
Density
0.978
Refractive Index
1.5100
Solubility
Miscible with water, alcohol, ether, pet ether, and oils.

Applications

As polar, basic, low-reactive solvent, precursor, and reagent, pyridine finds wide range of applications in pharmaceuticals, agrochemicals and in the manufacture of dyes and rubber. Further it is used in the textile industry to improve network capacity of cotton. Pyridine finds applications in specialty chemical reagents like Cornforth reagent (pyridinium dichromate, PDC), pyridinium chlorochromate (PCC), the Collins reagent (complex of chromium(VI) oxide with pyridine) and the Sarret reagent (complex of chromium(VI) oxide with pyridine). Pyridine is a widely used ligand in coordination chemistry. Pyridine-base adducts like pyridine-borane and pyridine-sulfur trioxide are widely used owing to their superior characteristics in their reactivity and solubility characteristics.

Notes

Pyridine is stable under normal temperatures and pressures. It is incompatible with strong oxidizing agents, and acids.

Literature References

Baumann, M.; Baxendale I. R. An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles. Beilstein J. Org. Chem. 2013, 9, 2265-2319.

Bull, J. A.; Mousseau, J. J.; Pelletier, G.; Charette, A. B. Synthesis of pyridine and dihydropyridine derivatives by regio- and stereoselective addition to N-activated pyridines. Chem. Rev. 2012, 112 (5), 2642-2713.

Widely used as a base and nucleophilic catalyst in acylations, sulfonylations, etc. See also 4-(Dimethyl­amino)­pyridine, A13016.

Reacts with thionyl chloride to give N-(4-pyridyl)pyridinium chloride hydrochloride, a useful intermediate for the preparation of 4-substituted pyridines by nucleophilic displacement. Thus, reaction with sulfite ion gives the sulfonate: Org. Synth. Coll., 5, 977 (1973). Similarly, pyridine can be activated to substitution at the 4-position by reaction with Ethyl­ chloroformate, L06311, or tert-Butyl­dimethyl­silyl­ trifluoromethanesulfonate, A12174. The acyl or silyl pyridinium salt then reacts with Grignards or organocuprates, to give 4-substituted dihydropyridines which can readily be rearomatized: Bull. Chem. Soc. Jpn., 57, 1994 (1984).

For use in Cr(VI) oxidation reactions, see Chromium(VI)­ oxide, 12522.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H302-H312-H332

Highly flammable liquid and vapour. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.

Precautionary Statements: P210-P261-P280-P240-P241-P303+P361+P353-P304+P340-P301+P312-P312-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,7970
Beilstein
103233
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2933.31
TSCA
Yes
RTECS
UR8400000

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