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384275

Sigma-Aldrich

2,3,5-Trichloropyridine

99%

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About This Item

Empirical Formula (Hill Notation):
C5H2Cl3N
CAS Number:
16063-70-0
Molecular Weight:
182.44
Beilstein/REAXYS Number:
119384
EC Number:
407-270-2
MDL number:
MFCD00043007
UNSPSC Code:
12352100
PubChem Substance ID:
24863657
NACRES:
NA.22

Quality Level

200

assay

99%

bp

219 °C (lit.)

mp

46-50 °C (lit.)

SMILES string

Clc1cnc(Cl)c(Cl)c1

InChI

1S/C5H2Cl3N/c6-3-1-4(7)5(8)9-2-3/h1-2H

InChI key

CNLIIAKAAMFCJG-UHFFFAOYSA-N

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General description

Separation and migration behavior of 2,3,5-trichloropyridine has been studied by micellar electrokinetic chromatography. Crystal structure of 2,3,5-trichloropyridine has been reported. Mol­ecules of 2,3,5-trichloropyridine in crystal are stacked along the short a axis and forms a layer structure. 2,3,5-Trichloropyridine is reported to undergo nucleophilic displacement reaction in ionic liquid to afford the corresponding 2-aryloxylpropionate.

Application

2,3,5-Trichloropyridine may be used in the synthesis of 3,5-dichloro-2-arylpyridines via palladium acetate-catalyzed ligand-free Suzuki reaction with arylboronic acids.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Direct Formation of 2, 3, 5-Trichloropyridine and its Nucleophilic Displacement Reactions in Ionic Liquid.
Zhong P, et al.
Synthetic Communications, 34(23), 4301-4311 (2004)
Huanan Hu et al.
Molecules (Basel, Switzerland), 14(9), 3153-3160 (2009-09-29)
A highly efficient palladium acetate-catalyzed ligand-free Suzuki reaction of 2,3,5-trichloropyridine with arylboronic acids in aqueous phase was developed. High yields of 3,5-dichloro-2-arylpyridines, a simple Pd source, absence of ligands, and environmentally benign as well as mild reaction conditions are important
C E Lin et al.
Journal of chromatography. A, 910(1), 165-171 (2001-03-27)
The separation and migration behavior of pyridine and eight chloropyridines, including three monochloropyridines, four dichloropyridines, and 2,3,5-trichloropyridine were investigated by micellar electrokinetic chromatography using either sodium dodecyl sulfate (SDS) as an anionic surfactant or SDS-Brij 35 mixed micelles. Various parameters
2, 3, 5-Trichloropyridine.
Ma H-F, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(1), o311-o312 (2006)

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