3-(2-Nitrobenzylidene)-2,4-pentanedione

Base Information

• Chemical Name: 3-(2-Nitrobenzylidene)-2,4-pentanedione
• CAS No.: 27669-22-3
• Molecular Formula: C12H11NO4
• Molecular Weight: 233.224
• European Community (EC) Number: 668-613-1
• Nikkaji Number: J1.422.410F
• Mol file: 27669-22-3.mol

Synonyms:3-(2-Nitrobenzylidene)-2,4-pentanedione;2-nitrobenzylidene acetylacetone;SCHEMBL8038703;AKOS024337285

Chemical Property of 3-(2-Nitrobenzylidene)-2,4-pentanedione

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(2-Nitrobenzylidene)-2,4-pentanedione

There total 5 articles about 3-(2-Nitrobenzylidene)-2,4-pentanedione 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: 97.0%

acetylacetone (123-54-6,81235-32-7) + 2-nitro-benzaldehyde (552-89-6) → 3-(2-nitrobenzylidene)pentane-2,4-dione (27669-22-3)

Guidance literature:

With cross-linked polystyrene-titanium tetrachloride complex; In neat (no solvent); at 60 ℃; for 2h;

DOI:10.1016/j.catcom.2018.11.001

Reference yield: 73.0%

4-acetoxy-3-penten-2-one (41002-50-0) + 2-nitro-benzaldehyde (552-89-6) → 3-(2-nitrobenzylidene)pentane-2,4-dione (27669-22-3)

Guidance literature:

With Porcine Pancreas Lipase; In water; tert-butyl alcohol; at 20 ℃; for 72h; Enzymatic reaction;

DOI:10.1002/chem.201901491

Reference yield: 10.5%

acetylacetone (123-54-6,81235-32-7) + 2-nitro-benzaldehyde (552-89-6) → 3-(2-nitrobenzylidene)pentane-2,4-dione (27669-22-3) + (2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-diyl)diethanone (34551-63-8)

Guidance literature:

With ammonium hydroxide; In ethanol; for 5h; Heating;

DOI:10.1002/ardp.19843171209

upstream raw materials:

acetylacetone

2-nitro-benzaldehyde

4-acetoxy-3-penten-2-one

Downstream raw materials:

(2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-diyl)diethanone

ethyl 5-acetyl-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

4-[methoxy-(2-nitro-phenyl)-methyl]-3,5-dimethyl-isoxazole

(XV)