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P57506

Sigma-Aldrich

Pyridine

ReagentPlus®, ≥99%

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Empirical Formula (Hill Notation):
C5H5N
CAS Number:
110-86-1
Molecular Weight:
79.10
Beilstein:
103233
EC Number:
203-809-9
MDL number:
MFCD00011732
PubChem Substance ID:
329820233
NACRES:
NA.21

vapor density

2.72 (vs air)

Quality Level

100

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
GHS02,GHS07

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

Regulatory Information

危险化学品

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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)
Total syntheses of complanadines A and B.
Le Zhao et al.
Angewandte Chemie (International ed. in English), 52(6), 1722-1725 (2013-01-03)
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
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
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
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