3-Methylbenzo[f]quinoline

Base Information

• Chemical Name: 3-Methylbenzo[f]quinoline
• CAS No.: 85-06-3
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2933990090
• European Community (EC) Number: 201-584-1
• NSC Number: 43316,4999
• UNII: J67OCR12XN
• DSSTox Substance ID: DTXSID7058917
• Nikkaji Number: J4.908E
• Wikidata: Q72487861
• Mol file: 85-06-3.mol

Synonyms:3-Methylbenzo[f]quinoline;85-06-3;Benzo[f]quinoline, 3-methyl-;beta-Naphthoquinaldine;Benzo(f)quinoline, 3-methyl-;.beta.-Naphthoquinaldine;3-METHYLBENZO(F)QUINOLINE;J67OCR12XN;NSC-4999;EINECS 201-584-1;NSC 43316;NSC-43316;NSC4999;3-methylbenzo[f]quinolin;UNII-J67OCR12XN;SCHEMBL7058875;DTXSID7058917;NSC43316;MFCD00046906;STK396447;AKOS005433630;NCGC00341648-01;FT-0631393;AB01333819-02;W-109307

Chemical Property of 3-Methylbenzo[f]quinoline

Chemical Property:

• Vapor Pressure: 7.75E-05mmHg at 25°C
• Melting Point: 73-78 °C
• Refractive Index: 1.703
• Boiling Point: 352.5 °C at 760 mmHg
• PKA: 5.92±0.40(Predicted)
• Flash Point: 154.8 °C
• PSA: 12.89000
• Density: 1.155 g/cm³
• LogP: 3.69640
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

3-Methylbenzo[f]quinoline 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C3=CC=CC=C3C=C2

Technology Process of 3-Methylbenzo[f]quinoline

There total 15 articles about 3-Methylbenzo[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: 90.0%

ethanol (64-17-5) + naphthalen-2-ylamine (91-59-8) → 3-methylbenzo[f]quinoline (85-06-3)

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

Reference yield: 87.0%

3-methyl-1,2,3,4-tetrahydrobenzo[f]quinoline (1136-25-0) → 3-methylbenzo[f]quinoline (85-06-3)

Guidance literature:

With rose bengal; oxygen; In N,N-dimethyl acetamide; at 20 ℃; for 24h; Irradiation;

DOI:10.1002/chem.201703642

Reference yield: 79.0%

5,6-benzoquinoline N-oxide (17104-69-7) + methyl-triphenylphosphonium iodide (2065-66-9) → 3-methylbenzo[f]quinoline (85-06-3)

Guidance literature:

With potassium tert-butylate; In tert-butyl methyl ether; at 110 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.201807159

upstream raw materials:

trans-Crotonaldehyde

naphthalen-2-ylamine

2-naphthylamine hydrochloride

2-acetylaminonaphthalene

Downstream raw materials:

3-[(E)-2-phenylethenyl]benzo[f]quinoline

benzene-1,2-dicarboxylic acid

3-benzo[f]quinolin-3-yl-N-(2-carboxy-phenyl)-N'''-phenyl-formazan

3-(E)-(4-hydroxystyryl)benzo[f]quinoline

Refernces

• 1、 -. "A ortho position alkylation method of organic compound containg pyridine". Paragraph 0108-0116. . Retrieved 2020/12/05.
• 2、 Han, Sangil,Chakrasali, Prashant,Park, Jihye,Oh, Hyunjung,Kim, Saegun,Kim, Kyuneun,Pandey, Ashok Kumar,Han, Sang Hoon,Han, Soo Bong,Kim, In Su. "Reductive C2-Alkylation of Pyridine and Quinoline N-Oxides Using Wittig Reagents". supporting information. p. 12737 - 12740. Retrieved 2018/09/20.