4-Methyl-3,4-dinitrocyclohexa-2,5-dien-1-one

Base Information

• Chemical Name: 4-Methyl-3,4-dinitrocyclohexa-2,5-dien-1-one
• CAS No.: 112251-86-2
• Molecular Formula: C₇H₆N₂O₅
• Molecular Weight: 198.135
• DSSTox Substance ID: DTXSID70551337
• Mol file: 112251-86-2.mol

Synonyms:112251-86-2;4-Methyl-3,4-dinitrocyclohexa-2,5-dien-1-one;DTXSID70551337

Chemical Property of 4-Methyl-3,4-dinitrocyclohexa-2,5-dien-1-one

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 198.02767130
• Heavy Atom Count: 14
• Complexity: 373

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC(=O)C=C1[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 4-Methyl-3,4-dinitrocyclohexa-2,5-dien-1-one

There total 3 articles about 4-Methyl-3,4-dinitrocyclohexa-2,5-dien-1-one 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:

4-Methyl-3-nitroanisole (17484-36-5) → 4-methyl-2,3-dinitroanisole (27077-78-7) + 4-methyl-2,5-dinitroanisole (112251-88-4) + 4-methyl-3,4-dinitrocyclohexa-2,5-dienone (112251-86-2) + (Z)-3-methoxy-6-methyl-5,6-dinitrocyclohexa-2,4-dienyl acetate (112251-94-2)

Guidance literature:

With nitric acid; acetic anhydride; trifluoroacetic anhydride; at -40 ℃; for 0.5h;

Reference yield:

4-Methyl-3-nitroanisole (17484-36-5) + acetic anhydride (108-24-7) → 4-methyl-2,3-dinitroanisole (27077-78-7) + 4-methyl-2,5-dinitroanisole (112251-88-4) + 4-methyl-3,4-dinitrocyclohexa-2,5-dienone (112251-86-2) + (Z)-3-methoxy-6-methyl-5,6-dinitrocyclohexa-2,4-dienyl acetate (112251-94-2)

Guidance literature:

With nitric acid; trifluoroacetic anhydride; at -40 ℃; for 0.5h; Title compound not separated from byproducts;

Reference yield:

4-methyl-5-nitrophenol (2042-14-0) → 4-methyl-3,4-dinitrocyclohexa-2,5-dienone (112251-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / aq. NaOH / 3 h / Heating

2: nitric acid, Ac₂O, trifluoroacetic anhydride / 0.5 h / -40 °C

With sodium hydroxide; nitric acid; acetic anhydride; trifluoroacetic anhydride;

upstream raw materials:

4-Methyl-3-nitroanisole

acetic anhydride

4-methyl-5-nitrophenol