4-Chloroquinoline

4-Chloroquinoline Basic information
Product Name:4-Chloroquinoline
Synonyms:4-Chloroquinoline,99%;Butyraldehyde,Butanal;4-Chloroquinoline, 98%+;4-CHLOROQUINOLINE;Quinoline, 4-chloro-;4-Chloroquinoline 97%;oroquinoL;4-CHLOROQUINOLINE ISO 9001:2015 REACH
CAS:611-35-8
MF:C9H6ClN
MW:163.6
EINECS:210-267-7
Product Categories:QuinolinesHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines
Mol File:611-35-8.mol
4-Chloroquinoline Structure
4-Chloroquinoline Chemical Properties
Melting point 28-31 °C (lit.)
Boiling point 260-261 °C (lit.)
density 1.25 g/mL at 20 °C (lit.)
refractive index 1.6110 (estimate)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka3.57±0.13(Predicted)
form powder to lump
color White to Almost white
Water Solubility Partly soluble in water.
λmax316nm(EtOH aq.)(lit.)
BRN 114721
InChIKeyKNDOFJFSHZCKGT-UHFFFAOYSA-N
CAS DataBase Reference611-35-8(CAS DataBase Reference)
NIST Chemistry Reference4-Chloroquinoline(611-35-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
Hazard Note Irritant
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrichEnglish
4-Chloroquinoline Usage And Synthesis
Chemical PropertiesPale yellow low melting solid
Uses4-Chloroquinoline is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.
Purification MethodsPossible impurities include the 2-isomer. It is best purified by converting to the picrate (m 212-213o dec) in EtOH and recrystallising it from EtOH (where the picrate of the 2-chloroquinoline remains in solution) or EtOAc . The picrate is decomposed with 5% aqueous NaOH, extracted in CHCl3, washed with H2O, dried (MgSO4), evaporated and distilled in a vacuum. It can be steam distilled from slightly alkaline aqueous solutions, the aqueous distillate is extracted with Et2O, evaporated and distilled. The distillate solidifies on cooling. [Bobránski Chem Ber 71 578 1938, Beilstein 20/7 V 314.]
4-Chloroquinoline Preparation Products And Raw materials
Raw materialsSodium hydroxide–>Ethyl acetate–>Diethyl ether–>PETROLEUM ETHER–>Phosphorus oxychloride–>Chloroform–>Magnesium sulfate–>Triethyl orthoformate–>Aniline–>Diphenyl ether–>2,2-Dimethyl-1,3-dioxane-4,6-dione–>4-Hydroxyquinoline
Preparation Products4-Methoxyquinoline–>SGI-1027–>4-CHLORO-2-METHYLQUINOLINE

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