2-Chloroquinoline

2-Chloroquinoline Basic information

Product Name:	2-Chloroquinoline
Synonyms:	2-chloro-quinolin;Quinoline2-chloro-;2-CHLOROQUINOLINE;2CQ;2-Chloroquinoline,99%;2-Chloroquinoline ,99.70%;2-Chloroquinoline, 99% 1GR;2-Chloroquinoline, 99% 5GR
CAS:	612-62-4
MF:	C9H6ClN
MW:	163.6
EINECS:	210-317-8
Product Categories:	Quinolines, Quinazolines and derivatives;Quinoline&Isoquinoline;Organohalides;Quinoline;Haloquinolines;Quinolines;Halides;Heterocycles;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;QuinolinesHeterocyclic Building Blocks
Mol File:	612-62-4.mol

2-Chloroquinoline Chemical Properties

Melting point	34-37 °C (lit.)
Boiling point	266-267 °C (lit.)
density	1.23 g/mL at 25 °C (lit.)
refractive index	1.6342 (estimate)
Fp	>230 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	methanol: 0.1 g/mL, clear
form	Crystalline Powder, Crystals and/or Chunks or Fused Mass
pka	0.41±0.40(Predicted)
color	White to yellow
Water Solubility	Insoluble
BRN	112561
InChIKey	OFUFXTHGZWIDDB-UHFFFAOYSA-N
CAS DataBase Reference	612-62-4(CAS DataBase Reference)
NIST Chemistry Reference	Quinoline, 2-chloro-(612-62-4)
EPA Substance Registry System	Quinoline, 2-chloro- (612-62-4)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36-37/39
WGK Germany	3
RTECS	VB2320000
F	8
TSCA	Yes
HS Code	29334900

MSDS Information

Provider	Language
2-Chloroquinoline	English
SigmaAldrich	English
ACROS	English
ALFA	English

2-Chloroquinoline Usage And Synthesis

Chemical Properties	white to yellowish crystals, powder, chunks or
Uses	2-Chloroquinoline is an intermediate used in the synthesis of various compounds that exhibits antifungal properties.
Uses	2-Chloroquinoline is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. It reacts with benzotriazole, followed by cyclization with loss of nitrogen, gives the indolo[2,3-b]quinoline ring system for use in novel cytotoxic DNA topoisomerase II inhibitors.
Synthesis Reference(s)	The Journal of Organic Chemistry, 67, p. 7884, 2002 DOI: 10.1021/jo016196i Synthesis, p. 1013, 1987 DOI: 10.1055/s-1987-28152
Purification Methods	Purify it by crystallisation of its picrate to constant melting point (123-124o) from *benzene, regenerating the base and distilling it under vacuum [Cumper et al. J Chem Soc 1183 1962]. 2-Chloroquinoline can be crystallised from EtOH. Its picrate has m 123-124o (from EtOH). [Beilstein 20 H 359, 20/7 V 312.]

2-Chloroquinoline Preparation Products And Raw materials

Raw materials

Ethanol-->Hydrochloric acid-->Ethyl acetate-->Acetic acid-->N,N-Dimethylformamide-->Toluene-->Phosphorus oxychloride-->Acetic anhydride-->Triethylamine-->Benzene-->Hydrogen peroxide-->Pyridine-->1,4-Dioxane-->Acetyl chloride-->Phosphorus trichloride-->Triphenylphosphine-->Tosyl chloride-->Quinoline-->N-Chlorosuccinimide-->Cesium carbonate-->2-Quinolinol-->Trichloroisocyanuric acid-->2-Aminobenzaldehyde

4-Chloroquinoline 2,4-DICHLORO-8-METHOXY-3-PHENYLQUINOLINE Isoquinoline 2-CHLORO-3-(3-METHYLPHENYL)QUINOLINE Quinclorac 7-CHLOROQUINOLINE 2,6-DIMETHOXY-4-METHYLQUINOLINE Ethoxyquin 2-Chloroquinoline 2-CHLOROQUINOLINE-4-CARBOXYLIC ACID CHLOROQUINE 2,4-DICHLORO-6-FLUORO-3-PHENYLQUINOLINE 6-BROMO-2-CHLOROQUINOLINE-4-CARBONYL CHLORIDE 2-CHLORO-4,7-DIMETHYLQUINOLINE 8-Hydroxyquinoline 6-Hydroxy-2(1H)-3,4-dihydroquinolinone 2,4-DICHLORO-7-METHOXY-3-PHENYLQUINOLINE Quinhydrone

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