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Merck

P57506

Sigma-Aldrich

Pyridine

ReagentPlus®, ≥99%

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About This Item

Fórmula empírica (notación de Hill):
C5H5N
Número de CAS:
Peso molecular:
79.10
Beilstein/REAXYS Number:
103233
EC Number:
MDL number:
UNSPSC Code:
12352005
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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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 Merck KGaA, Darmstadt, Germany

pictograms

FlameExclamation mark

signalword

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

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

68.0 °F - closed cup

flash_point_c

20 °C - closed cup


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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
Maria Milina et al.
Angewandte Chemie (International ed. in English), 54(5), 1591-1594 (2014-11-08)
Without techniques sensitive to complex pore architectures, synthetic efforts to enhance molecular transport in zeolite and other porous materials through hierarchical structuring lack descriptors for their rational design. The power of positron annihilation lifetime spectroscopy (PALS) to characterize the pore
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)

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