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665967

6-Chloropyridine-2-carbonitrile

Name: 6-Chloropyridine-2-carbonitrile
Brand: ALDRICH

96%

Synonym(s):

2-Chloro-6-cyanopyridine, 6-Chloropicolinonitrile

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About This Item

Empirical Formula (Hill Notation):

C₆H₃ClN₂

CAS Number:

33252-29-8

Molecular Weight:

138.55

UNSPSC Code:

12352100

PubChem Substance ID:

24884192

EC Number:

251-429-7

MDL number:

MFCD00274527

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Properties

assay

96%

form

solid

mp

85-89 °C

SMILES string

Clc1cccc(n1)C#N

InChI

1S/C6H3ClN2/c7-6-3-1-2-5(4-8)9-6/h1-3H

InChI key

PGZHSVWXFKKCNR-UHFFFAOYSA-N

Description

Application

Substrate used in a Negishi coupling reaction with an arylzinc halide catalyzed by Pd-NHC (PEPPSI-Ipr, Catalog No. 668032).

pictograms

GHS06,GHS05

signalword

Danger

hcodes

H301,H315,H318,H335

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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A user-friendly, all-purpose Pd-NHC (NHC=N-heterocyclic carbene) precatalyst for the negishi reaction: a step towards a universal cross-coupling catalyst.

Michael G Organ et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 12(18), 4749-4755 (2006-03-29)

We have developed the first user-friendly Negishi protocol capable of routinely cross-coupling all combinations of alkyl and aryl centers. The use of an easily synthesized, air stable, highly active, well-defined precatalyst PEPPSI-IPr (1; PEPPSI=pyridine-enhanced precatalyst preparation, stabilization and initiation; IPr=diisopropylphenylimidazolium