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193763

Sigma-Aldrich

2,5-Dichloropyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H3Cl2N
CAS Number:
Molecular Weight:
147.99
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

solid

mp

59-62 °C (lit.)

functional group

chloro

SMILES string

Clc1ccc(Cl)nc1

InChI

1S/C5H3Cl2N/c6-4-1-2-5(7)8-3-4/h1-3H

InChI key

GCTFDMFLLBCLPF-UHFFFAOYSA-N

General description

2,5-Dichloropyridine undergoes cross-coupling reaction with arylboronic acids in the presence of [1,4-bis-(diphenylphosphine)butane]palladium (II) dichloride as catalyst.

Application

2,5-Dichloropyridine was used in the synthesis of 6-halo-pyridin-3-yl boronic acids and esters.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Coupling of heteroaryl chlorides with arylboronic acids in the presence of [1, 4-bis-(diphenylphosphine) butane] palladium (II) dichloride.
Mitchell MB and Wallbank PJ.
Tetrahedron Letters, 32(20), 2273-2276 (1991)
Synthesis of novel halopyridinylboronic acids and esters. Part 1: 6-Halopyridin-3-yl-boronic acids and esters.
Bouillon A, et al.
Tetrahedron, 58(14), 2885-2890 (2002)

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