4-Methyl-3-nitroanisole

Base Information

• Chemical Name: 4-Methyl-3-nitroanisole
• CAS No.: 17484-36-5
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 29093090
• European Community (EC) Number: 241-500-0
• DSSTox Substance ID: DTXSID80169907
• Nikkaji Number: J154.680E
• Wikidata: Q72493390
• Mol file: 17484-36-5.mol

Synonyms:4-Methyl-3-nitroanisole;17484-36-5;4-Methoxy-2-nitrotoluene;4-Methoxy-1-methyl-2-nitrobenzene;Benzene, 4-methoxy-1-methyl-2-nitro-;2-Nitro-4-methoxytoluene;4-METHOXY-1-METHYL-2-NITRO-BENZENE;3-Nitro-4-methylanisole;Anisole, 4-methyl-3-nitro-;EINECS 241-500-0;MFCD00007173;2-Nitro-4-methoxytoluol;4-methyl-3-nitro-anisole;SCHEMBL178068;4-Methyl-3-nitroanisole, 99%;DTXSID80169907;1-methoxy-4-methyl-3-nitrobenzene;4-Methoxy-1-methyl-2-nitrobenzene #;AKOS015842372;AC-9004;CS-W002024;DS-0836;PS-3420;SB34278;1-methyl-4-(methyloxy)-2-nitrobenzene;SY004307;AM20050063;FT-0619032;A19674;W-107849

Chemical Property of 4-Methyl-3-nitroanisole

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 17 °C(lit.)
• Refractive Index: n20/D 1.552(lit.)
• Boiling Point: 269.4 °C at 760 mmHg
• Flash Point: 127.2 °C
• PSA: 55.05000
• Density: 1.18 g/cm³
• LogP: 2.43500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform
• Water Solubility.: insoluble
• XLogP3: 2.4
• 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-Methyl-3-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

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)OC)[N+](=O)[O-]
• Uses: 4-Methyl-3-nitroanisole (cas# 17484-36-5) is a compound useful in organic synthesis. 4-Methyl-3-nitroanisole was used as external standard in synthesis of antibody catalysts by bait and switch hapten strategy. It was used as starting material for synthesis of 4-fluoro and 2-fluoro-substituted acetylcholinesterase inhibitors.

Technology Process of 4-Methyl-3-nitroanisole

There total 14 articles about 4-Methyl-3-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: 93.0%

4-bromo-3-nitroanizole (5344-78-5) + dimethyl zinc(II) (544-97-8) → 4-Methyl-3-nitroanisole (17484-36-5)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; for 1h; Heating;

DOI:10.1016/j.tetlet.2003.11.018

Reference yield: 89.0%

4-methyl-5-nitrophenol (2042-14-0) + dimethyl sulfate (77-78-1) → 4-Methyl-3-nitroanisole (17484-36-5)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1055/s-1986-31759

Reference yield: 80.0%

4-methyl-5-nitrophenol (2042-14-0) + methyl iodide (74-88-4) → 4-Methyl-3-nitroanisole (17484-36-5)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; for 18h;

DOI:10.1016/j.tet.2017.12.053

upstream raw materials:

methanol

2-nitro-4-fluorotoluene

sodium methylate

p-toluidine

Downstream raw materials:

ethyl (4-methoxy-2-nitrobenzyl)aminoacetate

4-methyl-2,3-dinitroanisole

4-methyl-2,5-dinitroanisole

4-methoxy-2-nitro-benzaldehyde

Refernces

• 1、 Rashad, Adel A.,Neyts, Johan,Leyssen, Pieter,Keller, Paul A.. "A reassessment of mycophenolic acid as a lead compound for the development of inhibitors of chikungunya virus replication". . p. 1294 - 1306. Retrieved 2018/03/08.
• 2、 Herbert, John M.. "Negishi-type coupling of bromoarenes with dimethylzinc". . p. 817 - 819. Retrieved 2007/10/03.