| Identification | More | [Name]
4-Chloro-6-fluoroquinoline | [CAS]
391-77-5 | [Synonyms]
4-CHLORO-6-FLUOROQUINOLINE
BUTTPARK 20\09-07 | [EINECS(EC#)]
672-838-0 | [Molecular Formula]
C9H5ClFN | [MDL Number]
MFCD00278783 | [Molecular Weight]
181.59 | [MOL File]
391-77-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
75.0 to 79.0 °C | [Boiling point ]
259.9±20.0 °C(Predicted) | [density ]
1.366±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
powder to crystal | [pka]
2.90±0.16(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C9H5ClFN/c10-8-3-4-12-9-2-1-6(11)5-7(8)9/h1-5H | [InChIKey]
CKTQPWIDUQGUGG-UHFFFAOYSA-N | [SMILES]
N1C2C(=CC(F)=CC=2)C(Cl)=CC=1 | [CAS DataBase Reference]
391-77-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
22-41-37/38 | [Safety Statements ]
26-39 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
2933499090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| Questions And Answer | Back Directory | [Application]
4-Chloro-6-fluoroquinoline is an organic synthesis intermediate and a pharmaceutical intermediate that can be used in laboratory research and development processes as well as in chemical and pharmaceutical synthesis. |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-chloro-6-fluoroquinoline from 6-fluoro-2,3-dihydroquinolin-4(1H)-one: 412.55 mL of phosphoryl chloride, 11.5 g of iodine, and 165.0 g of manganese dioxide were added to a four-necked flask fitted with a stirrer and heated under stirring to 50 °C. Subsequently, 660 mL of a dichloroethane solution containing 165.02 g of 6-fluoro-2,3-dihydroquinolin-4(1H)-one was slowly added dropwise. After completion of the dropwise addition, the reaction mixture was refluxed for 2 hours. After completion of the reaction, the dichloroethane solvent was removed by distillation under reduced pressure. The residue was neutralized to pH 5-6 with cold aqueous sodium bicarbonate and filtered. The filter cake was washed with water to neutral and finally dried under vacuum to give 154.22 g of light gray solid 4-chloro-6-fluoroquinoline in 85.0% yield. | [References]
[1] Patent: CN106565602, 2017, A. Location in patent: Paragraph 0008; 0024; 0025; 0026; 0027 |
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