8-Chloroquinoline CAS 611-33-6

Introduction：Basic information about 8-Chloroquinoline CAS 611-33-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 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
• pka: 2.33±0.17(Predicted)
• form: Liquid
• color: Clear yellow to brown
• Specific Gravity: 1.27
• Water Solubility: SOLUBLE
• InChI: 1S/C9H6ClN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H
• InChIKey: RUSMDMDNFUYZTM-UHFFFAOYSA-N
• SMILES: Clc1cccc2cccnc12
• CAS DataBase Reference: 611-33-6(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 8-chloro-(611-33-6)
• EPA Substance Registry System: Quinoline, 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 Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 3 Oral Eye Irrit. 2 Skin Irrit. 2

8-Chloroquinoline Usage And Synthesis

Chemical Properties

CLEAR YELLOW TO BROWN LIQUID

Definition

ChEBI: 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

4470-83-1

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 Methods

Purify 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

8-Chloroquinoline Preparation Products And Raw materials

• Raw materials: Sulfuric acid-->Ammonia-->Iodine-->Glycerol-->Ferrous sulfate heptahydrate-->Nitrobenzene-->2-Chloroaniline-->Sodium 3-nitrobenzenesulphonate-->2,8-DICHLOROQUINOLINE-->Acrolein diethyl acetal
• Preparation Products: 8-CHLORO-3-IODOQUINOLINE-->8-chloro-1,2,3,4-tetrahydroquinoline