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375098

Sigma-Aldrich

6-Chloroquinoline

99%

Empirical Formula (Hill Notation):
C9H6ClN
CAS Number:
Molecular Weight:
163.60
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

solid

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

General description

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.
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.

Application

Catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.
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.

Packaging

5 g in glass bottle

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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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