Benzo[f]quinoline

Base Information

• Chemical Name: Benzo[f]quinoline
• CAS No.: 85-02-9
• Molecular Formula: C13H9 N
• Molecular Weight: 179.221
• Hs Code.: 29334990
• European Community (EC) Number: 201-582-0
• NSC Number: 9850
• UNII: 525476DTML
• DSSTox Substance ID: DTXSID2024585
• Nikkaji Number: J4.907G
• Wikidata: Q27260966
• Metabolomics Workbench ID: 123642
• ChEMBL ID: CHEMBL1565107
• Mol file: 85-02-9.mol

Synonyms:5,6-benzoquinoline;benzo(f)quinoline

Chemical Property of Benzo[f]quinoline

Chemical Property:

• Appearance/Colour: BROWN CRYSTALLINE POWDER
• Vapor Pressure: 8.89E-05mmHg at 25°C
• Melting Point: 89-91 °C
• Refractive Index: 1.7270 (estimate)
• Boiling Point: 349 °C (721 mmHg)
• PKA: pK1: 5.00(+1) (25°C)
• Flash Point: 166 °C
• PSA: 12.89000
• Density: 1.187g/cm³
• LogP: 3.38800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 179.073499291
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

Benzo[f]quinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40-36/37/38
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=CC=N3
• Uses: As a reagent for the determination of cadmium which is pptd as (C13H9N)2H2(CdI4) from dil nitric or sulfuric acid solution in the presence of potassium iodide.

Technology Process of Benzo[f]quinoline

There total 34 articles about Benzo[f]quinoline 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%

5,6-benzoquinoline N-oxide (17104-69-7) → benzo[f]quinoline (85-02-9)

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: 80.0%

2-(2-methyl-pyridin-3-yl)-benzaldehyde (1086561-19-4) → benzo[f]quinoline (85-02-9)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tet.2008.09.015

Reference yield: 80.0%

naphthalen-2-ylamine (91-59-8) + trimethyleneglycol (504-63-2) → benzo[f]quinoline (85-02-9)

Guidance literature:

With 2,4,6-trimethyl-pyridine; oxygen; palladium diacetate; trifluoroacetic acid; at 150 ℃; for 16h; Schlenk technique;

DOI:10.1021/acs.joc.6b03064

upstream raw materials:

benzo[f]quinolin-2-amine

1,2,3,4-tetrahydrobenzo[f]quinolin-2-ol

benzo{f}quinaldinic acid

naphthalen-2-ylamine

Downstream raw materials:

N-[1-[3-(1H-Indol-3-yl)-3H-benzo[f]quinolin-4-yl]-1-phenyl-meth-(E)-ylidene]-benzenesulfonamide

7,10-difluorobenzoquinoline

3-(4-methylphenyl)benzo[f]quinoline

Refernces

• 1、 De, Chandra Kanta,Gerosa, Gabriela Guillermina,List, Benjamin,Maji, Rajat,Schwengers, Sebastian Armin. "Homologation of the Fischer Indolization: A Quinoline Synthesis via Homo-Diaza-Cope Rearrangement". supporting information. p. 20485 - 20488. Retrieved 2020/09/09.
• 2、 Jeong, Jisu,Lee, Donggun,Chang, Sukbok. "Copper-catalyzed oxygen atom transfer of N-oxides leading to a facile deoxygenation procedure applicable to both heterocyclic and amine N-oxides". supporting information. p. 7035 - 7038. Retrieved 2015/04/22.