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P57506

Sigma-Aldrich

Pyridine

ReagentPlus®, ≥99%

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About This Item

Empirical Formula (Hill Notation):
C5H5N
CAS Number:
110-86-1
Molecular Weight:
79.10
Beilstein:
103233
EC Number:
203-809-9
MDL number:
MFCD00011732
UNSPSC Code:
12352005
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

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
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
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
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
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