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P57506

Sigma-Aldrich

Pyridine

ReagentPlus®, ≥99%

Empirical Formula (Hill Notation):
C5H5N
CAS Number:
Molecular Weight:
79.10
Beilstein:
103233
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

vapor density

2.72 (vs air)

Quality Level

vapor pressure

10 mmHg ( 13.2 °C)
20 mmHg ( 25 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

autoignition temp.

899 °F

expl. lim.

12.4 %

impurities

≤0.1% water (Karl Fischer)

refractive index

n20/D 1.509 (lit.)

pH

8.5 (25 °C, 15.82 g/L)

bp

115 °C (lit.)

mp

−42 °C (lit.)

density

0.978 g/mL at 25 °C (lit.)

SMILES string

C1=CN=CC=C1

InChI

1S/C5H5N/c1-2-4-6-5-3-1/h1-5H

InChI key

JUJWROOIHBZHMG-UHFFFAOYSA-N

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1 of 4

This Item
3605701.09728270970
Pyridine ReagentPlus®, ≥99%

Sigma-Aldrich

P57506

Pyridine

Pyridine ACS reagent, ≥99.0%

Sigma-Aldrich

360570

Pyridine

Pyridine for analysis EMSURE® ACS,Reag. Ph Eur

Supelco

1.09728

Pyridine

Pyridine anhydrous, 99.8%

Sigma-Aldrich

270970

Pyridine

vapor pressure

10 mmHg ( 13.2 °C), 20 mmHg ( 25 °C)

vapor pressure

10 mmHg ( 13.2 °C), 20 mmHg ( 25 °C)

vapor pressure

26.7 hPa ( 25 °C)

vapor pressure

10 mmHg ( 13.2 °C), 20 mmHg ( 25 °C)

assay

≥99%

assay

≥99.0%

assay

≥99.5% (GC)

assay

99.8%

form

liquid

form

liquid

form

liquid

form

liquid

autoignition temp.

899 °F

autoignition temp.

899 °F

autoignition temp.

482 °C

autoignition temp.

899 °F

expl. lim.

12.4 %

expl. lim.

12.4 %

expl. lim.

-

expl. lim.

12.4 %

General description

Pyridine (Pyr) is a nitrogen-containing six-membered heterocyclic compound that is commonly used as a solvent in organic synthesis. It also has wide applications as a base, catalyst, and intermediate for synthesis.

Application

Pyridine can be used as a solvent:    
  • To synthesize glycophospholipids and phosphate diesters or phosphonate monoesters in the presence of trichloroacetonitrile as an activating reagent.      
  • In Knoevenagel condensation reactions.      
  • In the TEMPO-mediated radical polymerization of 3-vinylpyridine.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

68.0 °F - closed cup

Flash Point(C)

20 °C - closed cup


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Total syntheses of complanadines A and B.
Le Zhao et al.
Angewandte Chemie (International ed. in English), 52(6), 1722-1725 (2013-01-03)
Bobby Happ et al.
Chemical Society reviews, 41(6), 2222-2255 (2011-11-15)
Pyridine-based ligands, such as 2,2'-bipyridine and 1,10-phenanthroline, have gained much interest in the fields of supramolecular chemistry as well as materials science. The appealing optoelectronic properties of their complexes with heavy d(6) transition metal ions, such as Ru(ii), Os(II), Re(I)
Nathalie Ségaud et al.
Inorganic chemistry, 52(2), 691-700 (2013-01-11)
We report the synthesis, characterization, and solution chemistry of a series of new Fe(II) complexes based on the tetradentate ligand N-methyl-N,N'-bis(2-pyridyl-methyl)-1,2-diaminoethane or the pentadentate ones N,N',N'-tris(2-pyridyl-methyl)-1,2-diaminoethane and N,N',N'-tris(2-pyridyl-methyl)-1,3-diaminopropane, modified by propynyl or methoxyphenyltriazolyl groups on the amino functions. Six of
Wen Zhou et al.
Inorganic chemistry, 52(5), 2271-2273 (2013-02-20)
The reaction of 2,2'-bipyridine (bpy) with monomeric chromium(II) precursors was used to prepare the S = 1 complexes Cr(tBu-acac)2(bpy) (1) and (η(5)-Cp)(η(1)-Cp)Cr(bpy) (3), as well as the S = 2 compound Cr[N(SiMe3)2]2(bpy) (4). The crystallographically determined bond lengths indicate that
Ye Wei et al.
Journal of the American Chemical Society, 135(10), 3756-3759 (2013-02-27)
We describe here a [3+3]-type condensation reaction of O-acetyl ketoximes and α,β-unsaturated aldehydes that is synergistically catalyzed by a copper(I) salt and a secondary ammonium salt (or amine). This redox-neutral reaction allows modular synthesis of a variety of substituted pyridines

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