2-(2-Nitrobenzylidene)Malonic Acid

Base Information

• Chemical Name: 2-(2-Nitrobenzylidene)Malonic Acid
• CAS No.: 103582-31-6
• Molecular Formula: C10H7NO6
• Molecular Weight: 237.169
• ChEMBL ID: CHEMBL2148181
• DSSTox Substance ID: DTXSID90544726
• Mol file: 103582-31-6.mol

Synonyms:2-(2-Nitrobenzylidene)Malonic Acid;103582-31-6;CHEMBL2148181;2-[(2-nitrophenyl)methylidene]propanedioic acid;SCHEMBL7829304;DTXSID90544726;BDBM50391690;MFCD03003034;[(2-Nitrophenyl)methylidene]propanedioic acid

Chemical Property of 2-(2-Nitrobenzylidene)Malonic Acid

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 237.02733694
• Heavy Atom Count: 17
• Complexity: 354

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(2-Nitrobenzylidene)Malonic Acid

There total 10 articles about 2-(2-Nitrobenzylidene)Malonic Acid 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: 52.0%

dimethyl 2-[(2-nitrophenyl)methylidene]malonate (65974-52-9) → 3-(2-nitrophenyl)-2-carboxy-2-propenoic acid (103582-31-6)

Guidance literature:

dimethyl 2-[(2-nitrophenyl)methylidene]malonate; With potassium hydroxide; In tetrahydrofuran; methanol; water; for 16h; Reflux;

With hydrogenchloride; In water; pH=3 - 4;

DOI:10.1016/j.bmc.2012.08.022

Reference yield: 45.0%

malonic acid (141-82-2) + 2-nitro-benzaldehyde (552-89-6) → 3-amino-3-(2-nitrophenyl)propionic acid (5678-48-8,732242-02-3,756814-14-9) + 3-(2-nitrophenyl)-2-carboxy-2-propenoic acid (103582-31-6)

Guidance literature:

With ammonium acetate; In butan-1-ol; Heating;

DOI:10.1007/s11176-005-0377-9

Reference yield: 42.6%

malonic acid (141-82-2) + 2-nitro-benzaldehyde (552-89-6) → 3-(2-nitrophenyl)-2-carboxy-2-propenoic acid (103582-31-6)

Guidance literature:

With ammonium acetate; In ethanol; at 20 ℃; for 120h;

DOI:10.1039/b608785j

upstream raw materials:

diethyl 2-(2-nitrobenzylidene)malonate

malonic acid

2-nitro-benzaldehyde

N-(2-nitrobenzylidene)aniline

Downstream raw materials:

2-hydroxyquinoline-3-carboxylic acid

malonic acid

carbon dioxide

2-nitro-benzaldehyde