6-Chloroquinoline

Base Information

• Chemical Name: 6-Chloroquinoline
• CAS No.: 612-57-7
• Molecular Formula: C9H6ClN
• Molecular Weight: 163.606
• Hs Code.: 29334900
• European Community (EC) Number: 210-314-1
• NSC Number: 4682
• UNII: K4A4BAU5SE
• DSSTox Substance ID: DTXSID3060611
• Nikkaji Number: J95.375J
• Wikidata: Q27281945
• Mol file: 612-57-7.mol

Synonyms:Quinoline, 6-chloro-;6-chloroquinline;

Chemical Property of 6-Chloroquinoline

Chemical Property:

• Appearance/Colour: beige to brown crystals
• Vapor Pressure: 0.0172mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: 1.652
• Boiling Point: 263 °C at 760 mmHg
• PKA: 4.18±0.10(Predicted)
• Flash Point: 145.2 °C
• PSA: 12.89000
• Density: 1.27 g/cm³
• LogP: 2.88820
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.7
• 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:

99% ^*data from raw suppliers

6-Chloroquinoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)Cl)N=C1
• Uses: 6-chloroquinoline is a useful research chemical. 6-Chloroquinoline may be used in the synthesis of 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine. It may be used as catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.

Technology Process of 6-Chloroquinoline

There total 31 articles about 6-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: 95.0%

6-chloro-1,2,3,4-tetrahydroquinoline (49716-18-9) → 6-chloroquinoline (612-57-7)

Guidance literature:

With [Ru(1,10-phenanthroline-5,6-dione)₃](PF₆)₂; Co(salophen); In acetonitrile; at 27 ℃; for 48h;

DOI:10.1021/ja506546w

Reference yield: 94.0%

6-chloroquinoline N-oxide (6563-10-6) → 6-chloroquinoline (612-57-7)

Guidance literature:

With Methyl phenyldiazoacetate; copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 60 ℃; for 12h; Inert atmosphere; Sealed tube; Molecular sieve;

DOI:10.1039/c5cc01739d

Reference yield: 86.0%

4-chloro-aniline (106-47-8) + trimethyleneglycol (504-63-2) → 6-chloroquinoline (612-57-7)

Guidance literature:

With tetrachloromethane; iron(III) chloride hexahydrate; at 150 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1134/S1070363215120105

upstream raw materials:

4-chloro-aniline

glycerol

nitrobenzene

6-chloro-1,2,3,4-tetrahydroquinoline

Downstream raw materials:

6‐chloro‐5‐nitroquinoline

1-benzoyl-6-chloro-1,2-dihydro-quinoline-2-carbonitrile

6-chloro-8-nitroquinoline

6-phenylquinoline

Refernces

• 1、 Manna, Srimanta,Kong, Wei-Jun,B?ckvall, Jan-E.. "Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of N-Heterocycles". supporting information. p. 13725 - 13729. Retrieved 2021/09/08.
• 2、 Shao, Fangjun,Yao, Zihao,Gao, Yijing,Zhou, Qiang,Bao, Zhikang,Zhuang, Guilin,Zhong, Xing,Wu, Chuan,Wei, Zhongzhe,Wang, Jianguo. "Geometric and electronic effects on the performance of a bifunctional Ru2P catalyst in the hydrogenation and acceptorless dehydrogenation of N-heteroarenes". . p. 1185 - 1194. Retrieved 2021/02/16.