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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:
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

CorrosionSkull and crossbones
GHS05,GHS06

Signal Word

Danger

Hazard Statements

H301 - H317 - H318 - H412

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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2, 3, 5-Trichloropyridine.
Ma H-F, et al.
Acta Crystallographica Section E, Structure Reports Online, 63(1), o311-o312 (2006)
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
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)

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