3-Methyl-4-nitroanisole

Base Information

• Chemical Name: 3-Methyl-4-nitroanisole
• CAS No.: 5367-32-8
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29093090
• European Community (EC) Number: 226-356-9
• NSC Number: 37985
• UNII: MMV9GLL8Y4
• DSSTox Substance ID: DTXSID40201913
• Nikkaji Number: J149.998J
• Wikidata: Q72493393
• Mol file: 5367-32-8.mol

Synonyms:3-Methyl-4-nitroanisole;5367-32-8;4-Methoxy-2-methyl-1-nitrobenzene;5-Methoxy-2-nitrotoluene;Benzene, 4-methoxy-2-methyl-1-nitro-;1-Methoxy-3-methyl-4-nitrobenzene;MFCD00007167;Anisole, 3-methyl-4-nitro-;2-Nitro-5-methoxytoluene;EINECS 226-356-9;3-Methyl-4-nitrophenol methyl ether;NSC-37985;4-methoxy-2-methyl-1-nitro-benzene;NSC37985;MMV9GLL8Y4;2-Methyl-4-methoxynitrobenzene;SCHEMBL1897174;3-Methyl-4-nitroanisole, 97%;DTXSID40201913;Nitrobenzene, 4-methoxy-6-methyl-;NSC 37985;STL026209;AKOS005111367;AC-3814;AM62020;CS-W017846;AS-10830;SY035726;FT-0616087;M1369;A19874;EN300-102351;AE-562/43286417;W-105714;Z208835124

Chemical Property of 3-Methyl-4-nitroanisole

Chemical Property:

• Appearance/Colour: yellow to brown powder
• Vapor Pressure: 0.00631mmHg at 25°C
• Melting Point: 48-50 °C(lit.)
• Refractive Index: 1.538
• Boiling Point: 280.775 °C at 760 mmHg
• Flash Point: 135.142 °C
• Density: 1.181 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• 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:

98% ^*data from raw suppliers

3-Methyl-4-nitroanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)OC)[N+](=O)[O-]
• Uses: 3-Methyl-4-nitroanisole was used in the preparation of enamine.

Technology Process of 3-Methyl-4-nitroanisole

There total 38 articles about 3-Methyl-4-nitroanisole 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: 98.4%

5-Fluoro-2-nitrotoluene (446-33-3) + sodium methylate (124-41-4) → 5-methoxy-2-nitrotoluene (5367-32-8)

Guidance literature:

In methanol; at 0 - 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.1c01411

Reference yield: 93.0%

3-methyl-4-nitrophenol (2581-34-2,910311-23-8) → 5-methoxy-2-nitrotoluene (5367-32-8)

Guidance literature:

Reference yield: 79.0%

4-methoxy-2-methylbenzoic acid (6245-57-4) → 5-methoxy-2-nitrotoluene (5367-32-8)

Guidance literature:

With nitronium tetrafluoborate; silver carbonate; In N,N-dimethyl acetamide; at 90 ℃; for 12h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.5b02133

upstream raw materials:

diazomethane

3-methyl-4-nitrophenol

2,5-dinitrotoluene

sodium methylate

Downstream raw materials:

5-methoxy-2-nitro-benzoic acid

2-methyl-4-methoxyaniline

(5-methoxy-2-nitro-phenyl)-pyruvic acid

ethyl 3-(5-methoxy-2-nitrophenyl)-2-oxopropanoate

Refernces

• 1、 Natarajan, Palani,Chaudhary, Renu,Venugopalan, Paloth. "Silver(I)-Promoted ipso-Nitration of Carboxylic Acids by Nitronium Tetrafluoroborate". . p. 10498 - 10504. Retrieved 2015/11/18.
• 2、 Todd, Matthew H.,Oliver, Steven F.,Abell, Chris. "A novel safety-catch linker for the solid-phase synthesis of amides and esters". . p. 1149 - 1151. Retrieved 2008/02/09.