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8-Chloroquinoline

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CAS:611-33-6
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8-Chloroquinoline manufacturers

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8-Chloroquinoline Basic information
Product Name:8-Chloroquinoline
Synonyms:8-chloro-quinolin;Quinoline, 8-chloro-;8-CHLOROQUINOLINE;8-Chloroquinoline ,99%;8-Chloro-1-azanaphthalene;8-Chloroquinoline, 98%+;8-Chloroquinoline>;8-Chloroquinoline ISO 9001:2015 REACH
CAS:611-33-6
MF:C9H6ClN
MW:163.6
EINECS:210-265-6
Product Categories:Haloquinolines;Quinolines
Mol File:611-33-6.mol
8-Chloroquinoline Structure
8-Chloroquinoline Chemical Properties
Melting point -20 °C
Boiling point 288.5 °C
density 1.28
refractive index 1.6450-1.6480
Fp >110℃
storage temp. Inert atmosphere,Room Temperature
pka2.33±0.17(Predicted)
form Liquid
Specific Gravity1.27
color Clear yellow to brown
Water Solubility SOLUBLE
InChI1S/C9H6ClN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
InChIKeyRUSMDMDNFUYZTM-UHFFFAOYSA-N
SMILESClc1cccc2cccnc12
CAS DataBase Reference611-33-6(CAS DataBase Reference)
NIST Chemistry ReferenceQuinoline, 8-chloro-(611-33-6)
EPA Substance Registry SystemQuinoline, 8-chloro- (611-33-6)
Safety Information
Hazard Codes Xi,T
Risk Statements 36/37/38-25
Safety Statements 37/39-26-36/37/39-45
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
TSCA TSCA listed
HazardClass IRRITANT
HS Code 29334900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Eye Irrit. 2
Skin Irrit. 2
MSDS Information
ProviderLanguage
8-Chloroquinoline English
ACROS English
8-Chloroquinoline Usage And Synthesis
Chemical PropertiesCLEAR YELLOW TO BROWN LIQUID
DefinitionChEBI: 8-chloroquinoline is a member of quinolines and an organochlorine compound.
Synthesis Reference(s)The Journal of Organic Chemistry, 52, p. 1673, 1987 DOI: 10.1021/jo00385a006
Synthesis
2,8-DICHLOROQUINOLINE

4470-83-1

8-Chloroquinoline

611-33-6

General procedure for the synthesis of 8-chloroquinoline from 2,8-dichloroquinoline: PdCl2 (dppf), PdCl2 (tbpf), or (A.caPhos) PdCl2 was used as catalyst. First, the halogenated heterocyclic compound (0.66 mmol) was dissolved in anhydrous THF (13.2 mL) and degassed by drumming argon for several minutes. Subsequently, PdCl2 (dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were added sequentially. The reaction mixture was stirred under argon protection at room temperature for an appropriate time and then post-treated in the usual way.

Purification MethodsPurify it by crystallisation of its ZnCl2 complex (m 228o) from aqueous EtOH. [Beilstein 20 III/IV 3381, 20/7 V 315.]
References[1] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209
Tag:8-Chloroquinoline(611-33-6) Related Product Information
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