5-(4-Nitrophenyl)-2,4-pentadienal

Base Information

• Chemical Name: 5-(4-Nitrophenyl)-2,4-pentadienal
• CAS No.: 49678-09-3
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• UNII: DY58Y5T5YN
• Nikkaji Number: J55.625D,J308.234B
• Wikipedia: Nitrophenyl_pentadienal
• Wikidata: Q81983929
• Mol file: 49678-09-3.mol

Synonyms:5-(4-nitrophenyl)-2,4-pentadienal;NPPD;spy dust;Spydust

Chemical Property of 5-(4-Nitrophenyl)-2,4-pentadienal

Chemical Property:

• Vapor Pressure: 2.29E-05mmHg at 25°C
• PSA: 62.89000
• LogP: 2.88630
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

98% ^*data from raw suppliers

(2E,4E)-5-(4-nitrophenyl)penta-2,4-dienal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC=CC=O)[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C=C/C=O)[N+](=O)[O-]

Technology Process of 5-(4-Nitrophenyl)-2,4-pentadienal

There total 11 articles about 5-(4-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: 82.0%

(2E,4E)-5-(4-nitrophenyl)penta-2,4-dien-1-ol → (2E,4E)-5-(4-nitrophenyl)-2,4-pentadienal (49678-09-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1002/asia.201500473

Reference yield: 51.6%

3-(4-nitrophenyl)-propenal (49678-08-2) + (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide (52509-14-5) → (2E,4E)-5-(4-nitrophenyl)-2,4-pentadienal (49678-09-3)

Guidance literature:

With 18-crown-6 ether; sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1021/acschemneuro.1c00441

Reference yield: 47.0%

4-nitrobenzaldehdye (555-16-8) + triphenylarsonium salt of bromoacetaldehyde (103698-50-6) → 3-(4-nitrophenyl)-propenal (49678-08-2) + (2E,4E)-5-(4-nitrophenyl)-2,4-pentadienal (49678-09-3) + (2E,4E,6E)-7-(4-Nitro-phenyl)-hepta-2,4,6-trienal

Guidance literature:

With potassium carbonate; In tetrahydrofuran; diethyl ether; water; at 25 ℃; for 10h;

DOI:10.1039/p19960001057

upstream raw materials:

[3-(1,3-dioxolan-2-yl)allyl]phosphonic acid diethyl ester

4-nitrobenzaldehdye

(triphenylphosphoranylidene)acetaldehyde

triphenylarsonium salt of bromoacetaldehyde

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