1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline
• CAS No.: 39275-18-8
• Molecular Formula: C₁₀H₁₂N₂O₂
• Molecular Weight: 192.217
• Hs Code.: 29334900
• DSSTox Substance ID: DTXSID10467221
• Nikkaji Number: J2.123.544J
• Wikidata: Q72493844
• Mol file: 39275-18-8.mol

Synonyms:1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline;39275-18-8;N-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline;1-methyl-7-nitro-3,4-dihydro-2H-quinoline;MFCD00496655;7-NITRO-N-METHYL-1,2,3,4-TETRAHYDRO-QUINOLINE;1-Methyl-7-nitro-1,2,3,4-tetrahydro-quinoline;SCHEMBL3586952;DTXSID10467221;UIQYGCGBKBKFJY-UHFFFAOYSA-N;BBL100871;STL554665;AKOS005255359;AC-1921;CS-W010705;MS-20092;FT-0639542;A824506;J-504984;1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline, AldrichCPR

Chemical Property of 1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 8.98E-05mmHg at 25°C
• Melting Point: 93-94 °C
• Boiling Point: 339.8°C at 760 mmHg
• PKA: 3.49±0.20(Predicted)
• Flash Point: 159.3°C
• PSA: 49.06000
• Density: 1.207g/cm³
• LogP: 2.56540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 192.089877630
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99.3% ^*data from raw suppliers

1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC2=C1C=C(C=C2)[N+](=O)[O-]
• Uses: 1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline is useful as a metal chelate azo for optical disc.

Technology Process of 1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline

There total 5 articles about 1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline 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: 71.4%

7-nitro-1,2,3,4-tetrahydro-quinoline (30450-62-5) + methyl iodide (74-88-4) → 1-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline (39275-18-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 4h; Inert atmosphere;

Reference yield:

N-methyl-1,2,3,4-tetrahydroquinoline (491-34-9) → 1-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline (39275-18-8)

Guidance literature:

With sulfuric acid; nitric acid;

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → 1-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline (39275-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / HNO₃; H₂SO₄ / 0 - 5 °C

2: K₂CO₃ / dimethylformamide / 20 °C

With sulfuric acid; nitric acid; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.06.026

upstream raw materials:

N-methyl-1,2,3,4-tetrahydroquinoline

7-nitro-1,2,3,4-tetrahydro-quinoline

methyl iodide

1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 -. "AZO METAL CHELATE COLORING MATTER AND OPTICAL RECORDING MEDIUM". Page/Page column 73-74. . Retrieved 2008/06/13.
• 2、 -. "Amide derivatives as ion-channel ligands and pharmaceutical compositions and methods of using the same". Page/Page column 48. . Retrieved 2008/06/13.