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375098 Sigma-Aldrich

6-Chloroquinoline

99%

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Properties

Related Categories Building Blocks, C8 to C10, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
assay   99%
bp   126-127 °C/10 mmHg (lit.)
mp   41-43 °C (lit.)
SMILES string   Clc1ccc2ncccc2c1
InChI   1S/C9H6ClN/c10-8-3-4-9-7(6-8)2-1-5-11-9/h1-6H
InChI key   GKJSZXGYFJBYRQ-UHFFFAOYSA-N

Description

General description

6-Chloroquinoline is a haloquinoline. Pd/C-catalyzed Suzuki-Miyaura coupling of 6-chloroquinoline with 2-(dicyclohexylphosphino)biphenyl is reported. The polarographic behavior of 6-chloroquinoline in DMF solutions and mechanism of its reduction at the dropping mercury electrode has been reported. Stability constants of molecular iodine complexes of 6-chloroquinoline in aliphatic and aromatic hydrocarbons, carbon tetrachloride, bromobenzene and chloro-substituted benzenes was investigated by spectrophotometric methods.

The standard molar enthalpy of formation of 6-chloroquinoline has been derived from the standard molar enthalpy of combustion and was evaluated in terms of molecular structure. Its arylation reaction with diamine derivatives of adamantanes in the presence of palladium catalyst has been reported to afford N,N′-diaryl derivatives.

Application

6-Chloroquinoline may be used in the synthesis of 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine. It may be used as catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.

Catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
235.4 °F - closed cup
Flash Point(C) 
113 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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