6-Ethoxy-2-methylquinoline

Base Information

• Chemical Name: 6-Ethoxy-2-methylquinoline
• CAS No.: 6628-28-0
• Molecular Formula: C12H13NO
• Molecular Weight: 187.241
• Hs Code.: 2933499090
• European Community (EC) Number: 229-609-1
• NSC Number: 60562
• UNII: 8XN28S08GI
• DSSTox Substance ID: DTXSID4064428
• Nikkaji Number: J208.476G
• Wikidata: Q81991539
• Mol file: 6628-28-0.mol

Synonyms:6-Ethoxy-2-methylquinoline;2-Methyl-6-ethoxyquinoline;6628-28-0;6-Ethoxyquinaldine;Quinaldine, 6-ethoxy-;Quinoline, 6-ethoxy-2-methyl-;8XN28S08GI;EINECS 229-609-1;NSC 60562;NSC-60562;Quinoline,6-ethoxy-2-methyl-;NSC60562;UNII-8XN28S08GI;SCHEMBL9694076;DTXSID4064428;VTGXHCUQALWXCR-UHFFFAOYSA-;MFCD00023987;AKOS005206985;CS-W015987;SB67592;AS-58717;E0251;FT-0621108;H11812;A835405

Chemical Property of 6-Ethoxy-2-methylquinoline

Chemical Property:

• Melting Point: 70 °C
• Refractive Index: 1.633
• Boiling Point: 301.3 °C at 760 mmHg
• PKA: 5.90±0.43(Predicted)
• Flash Point: 110.5 °C
• PSA: 22.12000
• Density: 1.078 g/cm³
• LogP: 2.94190
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-6-ethoxyquinoline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC2=C(C=C1)N=C(C=C2)C

Technology Process of 6-Ethoxy-2-methylquinoline

There total 9 articles about 6-Ethoxy-2-methylquinoline 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: 91.0%

ethanol (64-17-5) + 4-Ethoxyaniline (156-43-4) → 6-ethoxy-2-methyl-quinoline (6628-28-0)

Guidance literature:

With platinum-loaded TiO₂ nanoparticles; at 30 ℃; for 4h; Irradiation; Inert atmosphere;

DOI:10.1007/s11164-011-0415-7

Reference yield: 26.0%

2-(4-ethoxyphenylazo)-5-methyl-1-vinylpyrrole → 6-ethoxy-2-methyl-quinoline (6628-28-0)

Guidance literature:

With trifluoroacetic acid; In isopropyl alcohol; for 6h; Heating;

DOI:10.1134/S1070428007100156

Reference yield:

6-hydroxyquinaldine (613-21-8) + ethyl iodide (75-03-6) → 6-ethoxy-2-methyl-quinoline (6628-28-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere; Cooling with ice;

DOI:10.1002/anie.202103803

upstream raw materials:

acetaldehyde

4-Ethoxyaniline

N-(4-ethoxyphenyl)formamide

paracetaldehyde

Downstream raw materials:

4-[trans-2-(6-ethoxy-[2]quinolyl)-vinyl]-N,N-dimethyl-aniline

6-ethoxy-1-methyl-2-(3-nitro-trans-styryl)-quinolinium; toluene-4-sulfonate

6-ethoxy-1,2-dimethyl-quinolinium; methyl sulfate

6-ethoxyquinoline-2-carbaldehyde

Refernces

• 1、 Hong, Xin,Shi, Shi-Liang,Wang, Zi-Chao,Xie, Pei-Pei,Xu, Youjun. "Low-Temperature Nickel-Catalyzed C?N Cross-Coupling via Kinetic Resolution Enabled by a Bulky and Flexible Chiral N-Heterocyclic Carbene Ligand". supporting information. p. 16077 - 16084. Retrieved 2021/06/17.
• 2、 Selvam, Kaliyamoorthy,Sreedhar, Bojja,Swaminathan, Meenakshisundaram. "Nano Pt-TiO2 for an efficient one-pot photocatalytic synthesis of quinaldines from anilines and ethanol". experimental part. p. 761 - 773. Retrieved 2012/08/07.