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270970

Sigma-Aldrich

Pyridine

anhydrous, 99.8%

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About This Item

Empirical Formula (Hill Notation):
C5H5N
CAS Number:
Molecular Weight:
79.10
Beilstein:
103233
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

200
300

vapor density

2.72 (vs air)

vapor pressure

10 mmHg ( 13.2 °C)
20 mmHg ( 25 °C)

Assay

99.8%

form

liquid

autoignition temp.

899 °F

expl. lim.

12.4 %

impurities

<0.003% water
<0.005% water (100 mL pkg)

evapn. residue

<0.0005%

color

colorless

refractive index

n20/D 1.509 (lit.)

pH

~8.81 (20 °C)

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 is a basic N-heterocyclic compound. It acts as nitrogen donor ligand and forms many metal-pyridine complexes. Its complexes having tetrahedral and octahedral geometries can be differentiated by infra-red spectral investigations.

Application

Pyridine (py) may be used in the preparation of vanadium oxide nanoparticles and iron benzenedicarboxylates, Fe(OH)(BDC)(py)0.85 (BDC = 1,4-benzenedicarboxylate, py = pyridine). It may be employed as catalyst in Knoevenagel condensation reaction.
Pyridine may be used as a base for the conversion of:
  • Alkyltrichlorosilanes to trimethoxyalkylsilanes, which are used as precursors for preparing alkylsilicates.
  • 1-Indanone to 1-indanone oxime, which can undergo reductive ring-expansion to form tetrahydroquinoline.

It may also be used to catalyze the borylation reaction of haloarenes to form arylboronates without using transition metal catalysts.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Preparation of Diisopropylammonium Bis(catecholato)cyclohexylsilicate
Kingson L, et al
Organic Syntheses, 94, 16-16 (2017)
DIBALH-Mediated Reductive Ring-Expansion Reaction of Cyclic Ketoxime
Taku I, et al
Organic Syntheses, 93, 1-1 (2016)
Pyridine-catalyzed radical borylation of aryl halides
Zhang L & Jiao L
Journal of the American Chemical Society, 139(2), 607-610 (2017)
Tooran Khazraie et al.
Biotechnology for biofuels, 10, 47-47 (2017-03-03)
Hot water hydrolysis process is commercially applied for treating wood chips prior to pulping or wood pellet production, while it produces hydrolysis liquor as a by-product. Since the hydrolysis liquor is dilute, the production of value-added materials from it would
Maryam Shamloo et al.
Scientific reports, 7(1), 9133-9133 (2017-08-24)
Predictions of global increased temperature are for 1.8-4 °C by 2100. Increased temperature as an abiotic stress may exert a considerable influence on the levels of secondary metabolites in plants. These secondary metabolites may possibly exert biological activities beneficial in prevention

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