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P57506

Sigma-Aldrich

Pyridine

ReagentPlus®, ≥99%

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About This Item

Empirical Formula (Hill Notation):
C5H5N
CAS Number:
Molecular Weight:
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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Jerri M Rook et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 40(3), 755-765 (2014-09-23)
Allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGlu5) have exciting potential as therapeutic agents for multiple brain disorders. Translational studies with mGlu5 modulators have relied on mGlu5 allosteric site positron emission tomography (PET) radioligands to assess receptor occupancy
Yuya Kodama et al.
Journal of medicinal chemistry, 56(22), 9342-9350 (2013-11-01)
In this study, we developed an assignment-free approach for rapid identification of ligand-binding sites in target proteins by using NMR. With a sophisticated cell-free stable isotope-labeling procedure that introduces (15)N- or (13)C-labels to specific atoms of target proteins, this approach
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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