N-(2,4-Dinitrophenoxy)-N-methylacetamide

Base Information

• Chemical Name: N-(2,4-Dinitrophenoxy)-N-methylacetamide
• CAS No.: 38100-40-2
• Molecular Formula: C₉H₉N₃O₆
• Molecular Weight: 255.187
• DSSTox Substance ID: DTXSID601275379
• Mol file: 38100-40-2.mol

Synonyms:N-(2,4-Dinitrophenoxy)-N-methylacetamide;DTXSID601275379;38100-40-2

Chemical Property of N-(2,4-Dinitrophenoxy)-N-methylacetamide

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 255.04913502
• Heavy Atom Count: 18
• Complexity: 349

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)N(C)OC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of N-(2,4-Dinitrophenoxy)-N-methylacetamide

There total 2 articles about N-(2,4-Dinitrophenoxy)-N-methylacetamide 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: 94.0%

N-methylacetohydroxamic acid (13115-24-7) + 1-chloro-2,4-dinitro-benzene (97-00-7) → N-acetyl-N-methyl-O-2,4-dinitrophenylhydroxylamine (38100-40-2)

Guidance literature:

N-methylacetohydroxamic acid; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Schlenk technique; Inert atmosphere;

1-chloro-2,4-dinitro-benzene; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.6b04920

Reference yield:

N,O-diacetyl-N-methylhydroxylamine (10328-61-7) + 1-chloro-2,4-dinitro-benzene (97-00-7) → N-acetyl-N-methyl-O-2,4-dinitrophenylhydroxylamine (38100-40-2)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1) EtOH, 20 deg C, 15 min, 2.) EtOH, 5-7 deg C, 30 min, 20 deg C, 1.5 h;

DOI:10.1007/BF01433769

Reference yield: 96.0%

N-acetyl-N-methyl-O-2,4-dinitrophenylhydroxylamine (38100-40-2) → N-methyl-N-nitro-O-dinitrophenylhydroxylamine

Guidance literature:

With nitronium tetrafluoborate; In acetonitrile; at 20 ℃; for 2h; further reagent: NO₂BF₄, 3,5-lutidine;

DOI:10.1007/BF01433769

upstream raw materials:

N,O-diacetyl-N-methylhydroxylamine

1-chloro-2,4-dinitro-benzene

N-methylacetohydroxamic acid

Downstream raw materials:

N-methyl-acetamide

2,4-Dinitrophenol