4-Chloroquinoline

Base Information

• Chemical Name: 4-Chloroquinoline
• CAS No.: 611-35-8
• Molecular Formula: C9H6ClN
• Molecular Weight: 163.606
• Hs Code.: 29339900
• European Community (EC) Number: 210-267-7
• NSC Number: 96902
• UNII: FXK6W2A3GT
• DSSTox Substance ID: DTXSID40209979
• Nikkaji Number: J95.373C
• Wikidata: Q72459277
• Mol file: 611-35-8.mol

Synonyms:4-Chloroquinoline;611-35-8;Quinoline, 4-chloro-;MFCD00006773;4-chloro-quinoline;CCRIS 3979;EINECS 210-267-7;FXK6W2A3GT;NSC 96902;NSC-96902;4-chioroquinoline;UNII-FXK6W2A3GT;4-Chloroquinoline, 99%;SCHEMBL201545;KNDOFJFSHZCKGT-UHFFFAOYSA-;DTXSID40209979;AMY37085;BCP26812;NSC96902;STR08502;STK760070;AKOS002680474;CS-W007603;SB15637;AC-23128;BP-12079;SY003930;LS-188172;C2284;FT-0602290;EN300-53992;A15688;SR-01000523978;J-650262;SR-01000523978-1;W-203282;F0907-4178;Z431511604

Chemical Property of 4-Chloroquinoline

Chemical Property:

• Appearance/Colour: Pale yellow low melting solid
• Vapor Pressure: 0.0256mmHg at 25°C
• Melting Point: 28-31 °C(lit.)
• Refractive Index: 1.652
• Boiling Point: 255.82 °C at 760 mmHg
• PKA: 3.57±0.13(Predicted)
• Flash Point: 133.262 °C
• PSA: 12.89000
• Density: 1.271 g/cm³
• LogP: 2.88820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Partly soluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 163.0188769
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98% HPLC ^*data from raw suppliers

4-Chloroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=N2)Cl
• Uses: 4-Chloroquinoline is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of 4-Chloroquinoline

There total 47 articles about 4-Chloroquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

4-Chloroquinoline N-oxide (4637-59-6) → 4-chloroquinoline (611-35-8)

Guidance literature:

With titanium; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1055/s-1987-28152

Reference yield: 92.0%

quinolin-4-ol (611-36-9) → 4-chloroquinoline (611-35-8)

Guidance literature:

With trichlorophosphate; for 0.333333h; Heating / reflux;

Reference yield: 92.0%

4(1H)-quinolinone (529-37-3) → 4-chloroquinoline (611-35-8)

Guidance literature:

With trichlorophosphate; for 0.333333h; Heating;

DOI:10.1016/j.bmc.2004.03.076

upstream raw materials:

Quinoline N-oxide

p-toluenesulfonyl chloride

4-aminoquinoline

4-Chloroquinoline N-oxide

Downstream raw materials:

N-methylquinolin-4-amine

C₆H₄NCH₂CHCCH₂

4-((2-hydroxyethyl)amino)quinoline

4-phenylquinoline

Refernces

• 1、 Fang, Meijuan,He, Fengming,Huang, Qingqing,Li, Baicun,Liu, Xiaoguang,Qiu, Yingkun,Wu, Tong,Wu, Zhen,Xue, Yuhua,Zhao, Taige,Zhu, Feifeng. "Synthesis and biological evaluations of N′-substituted methylene-4-(quinoline-4-amino) benzoylhydrazides as potential anti-hepatoma agents". . . Retrieved 2020/02/13.
• 2、 Burgess, Steven J.,Gunsaru, Bornface,Kelly, Jane X.,Li, Yuexin,Liebman, Katherine M.,Liebman, Michael C.,Morrill, Westin,Peyton, David H.. "Unsymmetrical bisquinolines with high potency against P. falciparum Malaria". supporting information. . Retrieved 2020/05/18.