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557803

Sigma-Aldrich

2,6-Dichloroquinoline

97%

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About This Item

Empirical Formula (Hill Notation):
C9H5Cl2N
CAS Number:
Molecular Weight:
198.05
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

161-164 °C (lit.)

functional group

chloro

SMILES string

Clc1ccc2nc(Cl)ccc2c1

InChI

1S/C9H5Cl2N/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h1-5H

InChI key

LPDFGLZUUCLXGM-UHFFFAOYSA-N

General description

2,6-Dichloroquinoline can be synthesized from 6-chloroquinoline. It can also be prepared from the corresponding 2-vinylaniline.

Application

2,6-Dichloroquinoline may be used in the preparation of poly(quinoline-2,6-diyl), via electrochemical polymerization.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Electrochemical and chemical preparation of linear. pi.-conjugated poly (quinoline-2, 6-diyl) using nickel complexes and electrochemical properties of the polymer.
Saito N, et al.
Macromolecules, 27(3), 756- 761 (1994)
Poly (1, 5-naphthyridine-2, 6-diyl) Having a Highly Extended and Electron-Withdrawing. pi.-Conjugation System. Preparation, Optical Properties, and Electrochemical Redox Reaction.
Saito N and Yamamoto T.
Macromolecules, 28(12), 4260-4267 (1995)
Byoung Se Lee et al.
The Journal of organic chemistry, 67(22), 7884-7886 (2002-10-26)
2-Vinyl- or heteroaryl-substituted anilines were reacted with diphosgene in acetonitrile solution via a reactive imidoyl moiety to afford the corresponding 2-chloroquinolines. Facile syntheses of nine 2-chloroquinoline derivatives from several anilines and their postulate mechanism is described. The postulate mechanism of

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