557803
2,6-Dichloroquinoline
97%
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About This Item
Empirical Formula (Hill Notation):
C9H5Cl2N
CAS Number:
Molecular Weight:
198.05
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C9H5Cl2N/c10-7-2-3-8-6(5-7)1-4-9(11)12-8/h1-5H
SMILES string
Clc1ccc2nc(Cl)ccc2c1
InChI key
LPDFGLZUUCLXGM-UHFFFAOYSA-N
assay
97%
form
solid
mp
161-164 °C (lit.)
functional group
chloro
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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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