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665967

Sigma-Aldrich

6-Chloropyridine-2-carbonitrile

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
EC Number:
251-429-7
MDL number:
MFCD00274527
UNSPSC Code:
12352100
PubChem Substance ID:
24884192

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

Application

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

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBQ1188V
MKBC6246
MKBB7144
MKBB3783
66696KJ

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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

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