1-Methoxy-4-methyl-2-nitrobenzene

Base Information

• Chemical Name: 1-Methoxy-4-methyl-2-nitrobenzene
• CAS No.: 119-10-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29093090
• European Community (EC) Number: 204-296-4
• UNII: 3B4205T5ZM
• DSSTox Substance ID: DTXSID3029152
• Nikkaji Number: J154.679A
• Wikidata: Q27256991
• ChEMBL ID: CHEMBL3188546
• Mol file: 119-10-8.mol

Synonyms:4-Methyl-2-nitroanisole;119-10-8;1-methoxy-4-methyl-2-nitrobenzene;4-Methoxy-3-nitrotoluene;Anisole, 4-methyl-2-nitro-;Methyl 2-nitro-p-tolyl ether;Benzene, 1-methoxy-4-methyl-2-nitro-;EINECS 204-296-4;UNII-3B4205T5ZM;DTXSID3029152;3B4205T5ZM;MFCD00024540;2-Methoxy-5-methylnitrobenzene;4-methyl-2-nitroanisol;3-nitro-4-methoxytoluene;4-methyl-2-nitro-anisole;SCHEMBL317536;DTXCID409152;2-NITRO-4-METHYLANISOLE;CHEMBL3188546;4-Methyl-2-nitroanisole, 99%;STR08535;4-methyl-2-nitrophenol methyl ether;Tox21_201221;AKOS015890178;AC-1354;PS-4995;NCGC00248962-01;NCGC00258773-01;CAS-119-10-8;SY106192;2-METHOXY-5-METHYL-1-NITROBENZENE;J154.679A;METHYL 4-METHYL-2-NITROPHENYL ETHER;CS-0009464;FT-0619008;M1205;D72475;EN300-2010055;A804199;AJ-797/43492807;J-004066;Q27256991

Chemical Property of 1-Methoxy-4-methyl-2-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.00384mmHg at 25°C
• Melting Point: 8-9 °C(lit.)
• Refractive Index: n20/D 1.557(lit.)
• Boiling Point: 289.36 °C at 760 mmHg
• Flash Point: 136.054 °C
• PSA: 55.05000
• Density: 1.181 g/cm³
• LogP: 2.43500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (sparingly), DMSO (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxy-3-nitrotoluene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)OC)[N+](=O)[O-]
• Uses: 4-Methyl-2-nitroanisole may be used in the synthesis of 1-dibromomethyl-4-methoxy-2-nitrobenzene.

Technology Process of 1-Methoxy-4-methyl-2-nitrobenzene

There total 40 articles about 1-Methoxy-4-methyl-2-nitrobenzene 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%

p-methylanizole (104-93-8) → 4-methoxy-3-nitrotoluene (119-10-8)

Guidance literature:

With sodium nitrate; acetic acid; trifluoroacetic acid; at 20 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02183

Reference yield: 90.0%

4-methyl-2-nitrophenol (119-33-5) + dimethyl sulfate (77-78-1) → 4-methoxy-3-nitrotoluene (119-10-8)

Guidance literature:

4-methyl-2-nitrophenol; With sodium hydroxide; In water;

dimethyl sulfate; With tetrabutylammomium bromide; In dichloromethane; water; at 10 - 25 ℃; for 10 - 12h;

Reference yield: 90.0%

4-methyl-2-nitrophenol (119-33-5) + methyl iodide (74-88-4) → 4-methoxy-3-nitrotoluene (119-10-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

upstream raw materials:

p-methylanizole

methanol

1-chloro-4-methyl-2-nitro-benzene

4-methyl-2-nitrophenol

Downstream raw materials:

bis-(2-methoxy-5-methyl-phenyl)-diazene

5,5'-dimethoxy-2,2'-dimethyl-benzidine

Cresidine

2-methoxy-5-methyl-4-chloroaniline

Refernces

• 1、 Fischer, Alfred,Fyles, Deborah L.,Henderson, George N.. "ipso-Nitration: Formation of Nitronium Acetate Adducts in the Nitration of p-Acetamido-, p-Halogeno-, and p-Methoxy-toluenes, and α-p-Tolyloxyisobutyric acid". . p. 513 - 514. Retrieved 1980.
• 2、 Richards, Kenza,Petit, Eddy,Legrand, Yves-Marie,Grison, Claude. "Eco-Friendly Methodology for the Formation of Aromatic Carbon–Heteroatom Bonds by Using Green Ionic Liquids". supporting information. p. 809 - 814. Retrieved 2020/11/30.
• 3、 -. "4-METHOXYACRIDINE-1-CARBOXAMIDE DERIVATIVES AND THE PHENAZINE AND OXANTHRENE ANALOGS AS PDE4-INHIBITORS FOR THE TREATMENT OF ASTHMA AND CHRONIC PULMONARY DISEASE (COPD)". Page/Page column 31-32. . Retrieved 2010/11/08.