(2E,4E)-5-(4-Methoxy-3-nitrophenyl)-2,4-pentadienal

Base Information

• Chemical Name: (2E,4E)-5-(4-Methoxy-3-nitrophenyl)-2,4-pentadienal
• CAS No.: 685523-47-1
• Molecular Formula: C12H11NO4
• Molecular Weight: 233.224
• DSSTox Substance ID: DTXSID101224571
• Mol file: 685523-47-1.mol

Synonyms:(2E,4E)-5-(4-Methoxy-3-nitrophenyl)-2,4-pentadienal;DTXSID101224571;685523-47-1

Chemical Property of (2E,4E)-5-(4-Methoxy-3-nitrophenyl)-2,4-pentadienal

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC=CC=O)[N+](=O)[O-]
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C/C=C/C=O)[N+](=O)[O-]

Technology Process of (2E,4E)-5-(4-Methoxy-3-nitrophenyl)-2,4-pentadienal

There total 2 articles about (2E,4E)-5-(4-Methoxy-3-nitrophenyl)-2,4-pentadienal 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:

(2E,4E)-5-(4-Methoxy-3-nitro-phenyl)-penta-2,4-dien-1-ol → 5-(4-methoxy-3-nitrophenyl)-(2E,4E)-penta-2,4-dienal (685523-47-1)

Guidance literature:

With manganese(IV) oxide;

DOI:10.1021/ja039336+

Reference yield:

ethyl 5-(4-methoxy-3-nitrophenyl)-(2E,4E)-penta-2,4-dienoate → 5-(4-methoxy-3-nitrophenyl)-(2E,4E)-penta-2,4-dienal (685523-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL-H

2: MnO₂

With manganese(IV) oxide; diisobutylaluminium hydride;

DOI:10.1021/ja039336+

Reference yield: 67.3%

[13C2]-triethyl phosphonoacetate (100940-60-1) + 5-(4-methoxy-3-nitrophenyl)-(2E,4E)-penta-2,4-dienal (685523-47-1) → ethyl 7-(4-methoxy-3-nitrophenyl)-(2E,4E,6E)-[1,2-13C2]hepta-2,4,6-trienoate (1026324-81-1)

Guidance literature:

With potassium carbonate; at 20 ℃; for 72h;

DOI:10.1021/ja039336+

Downstream raw materials:

ethyl 7-(4-methoxy-3-nitrophenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienoate

N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(3-amino-4-methoxyphenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide

N₁-(2-hydroxy-5-oxocyclopent-1-enyl)-7-(4-methoxy-3-nitrophenyl)-(2E,4E,6E)-[1,2-13C₂]hepta-2,4,6-trienamide