3-(1-Nitro-2-oxocyclohexyl)propanal

Base Information

• Chemical Name: 3-(1-Nitro-2-oxocyclohexyl)propanal
• CAS No.: 81590-76-3
• Molecular Formula: C9H13NO4
• Molecular Weight: 199.207
• DSSTox Substance ID: DTXSID60512356
• Nikkaji Number: J3.182.509A
• Mol file: 81590-76-3.mol

Synonyms:3-(1-NITRO-2-OXOCYCLOHEXYL)PROPANAL;81590-76-3;DTXSID60512356

Chemical Property of 3-(1-Nitro-2-oxocyclohexyl)propanal

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 199.08445790
• Heavy Atom Count: 14
• Complexity: 258

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(=O)C1)(CCC=O)[N+](=O)[O-]

Technology Process of 3-(1-Nitro-2-oxocyclohexyl)propanal

There total 3 articles about 3-(1-Nitro-2-oxocyclohexyl)propanal 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: 98.0%

2-nitrocyclohexanone (4883-67-4) + acrolein (107-02-8,25068-14-8) → 3-(1-nitro-2-oxocyclohexyl)propanal (81590-76-3)

Guidance literature:

In water; at 20 ℃; for 14h;

DOI:10.1055/s-2003-42096

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 3-(1-nitro-2-oxocyclohexyl)propanal (81590-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / 24 h / Heating

2: aq. HNO₃; Ac₂O; glacial acetic acid / H₂SO₄ / CH₂Cl₂

3: 98 percent / H₂O / 14 h / 20 °C

With nitric acid; acetic anhydride; toluene-4-sulfonic acid; acetic acid; sulfuric acid; In dichloromethane; water; 3: Michael addition;

DOI:10.1055/s-2003-42096

Reference yield:

1-cyclohexenyl acetate (1424-22-2) → 3-(1-nitro-2-oxocyclohexyl)propanal (81590-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HNO₃; Ac₂O; glacial acetic acid / H₂SO₄ / CH₂Cl₂

2: 98 percent / H₂O / 14 h / 20 °C

With nitric acid; acetic anhydride; acetic acid; sulfuric acid; In dichloromethane; water; 2: Michael addition;

DOI:10.1055/s-2003-42096

upstream raw materials:

2-nitrocyclohexanone

acrolein

cyclohexanone

1-cyclohexenyl acetate

Downstream raw materials:

4-oxononanedioic acid

3-(1'-nitro-2'-oxocyclohexyl)propionic acid

5-(2',3',4',5'-Tetrahydro-2'-nitro-5'-oxo-2'-furyl)pentansaeure

2-(3-oxopropyl)cyclohexanone