| Identification | More | [Name]
2,4-DICHLOROQUINOLINE | [CAS]
703-61-7 | [Synonyms]
AURORA KA-3862
IFLAB-BB F1706-0118
2,4-DICHLOROQUINOLINE
Quinoline,2,4-dichloro-
2,4-Dichloroquinoline>
2,4-Dichloroquinoline 98%
2-4-Dichloro-1-azanaphthalene
2,4-dichloroquinoline(SALTDATA: FREE) | [EINECS(EC#)]
640-568-2 | [Molecular Formula]
C9H5Cl2N | [MDL Number]
MFCD00023939 | [Molecular Weight]
198.05 | [MOL File]
703-61-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
52-54 | [Boiling point ]
282°C(lit.) | [density ]
1.4178 (rough estimate) | [refractive index ]
1.6610 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Solid | [pka]
-1.10±0.50(Predicted) | [color ]
White | [λmax]
305nm(MeOH)(lit.) | [InChIKey]
QNBJYUUUYZVIJP-UHFFFAOYSA-N | [CAS DataBase Reference]
703-61-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2811 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
2933491090 |
| Hazard Information | Back Directory | [Uses]
2,4-Dichloroquinoline is used in the synthesis of tRNA synthetase inhibitors with antibacterial activity against gram-positive bacteria. Also used in the preparation of arylquinolines displaying anthelmintic properties. | [Synthesis]
The synthesis of 2,4-dichloroquinoline is as follows:A suspension of quinoline-2,4-diol (150 g, 931 mmol) in POCl3 (975 mL, 10.4 mol) was stirred at reflux for 6 hr and the reaction mixture was concentrated. The residue was diluted with CHCl3 (500 mL) and the solution was poured into ice water. The aqueous layer was extracted with CHCl3 (three times). The combined organic layer was dried over MgSO4, filtrated, concentrated, and purified by flash chromatography (silica gel, 20% EtOAc in hexane) to give 2,4-dichloroquinoline (177 g, 96%) as a pale brown solid. |
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