2-[(1E,3E)-4-nitrobuta-1,3-dienyl]furan

Base Information

• Chemical Name: 2-[(1E,3E)-4-nitrobuta-1,3-dienyl]furan
• CAS No.: 20164-02-7
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• NSC Number: 186521
• Mol file: 20164-02-7.mol

Synonyms:NSC186521;NSC-186521;20164-02-7

Chemical Property of 2-[(1E,3E)-4-nitrobuta-1,3-dienyl]furan

Chemical Property:

• Vapor Pressure: 0.00445mmHg at 25°C
• Boiling Point: 286.8°C at 760 mmHg
• Flash Point: 127.3°C
• Density: 1.213g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-[(1E,3E)-4-nitrobuta-1,3-dienyl]furan

There total 2 articles about 2-[(1E,3E)-4-nitrobuta-1,3-dienyl]furan 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: 69.0%

nitromethane (75-52-5) + (E)-3-(2-furanyl)-2-propenal (39511-08-5) → 2-(4t-nitro-buta-1,3-dien-t-yl)-furan (20164-02-7)

Guidance literature:

With sodium hydroxide; In methanol; at -6 - 5 ℃;

DOI:10.1021/acs.joc.1c01586

Reference yield:

→ 2-(4t-nitro-buta-1,3-dien-t-yl)-furan (20164-02-7)

Guidance literature:

aus Fur-2-yl-acrolein, Nitromethan in methanol. NaOH;

Reference yield: 89.0%

para-chloroacetophenone (99-91-2) + 2-(4t-nitro-buta-1,3-dien-t-yl)-furan (20164-02-7) → (S,E)-1-(4-chlorophenyl)-5-(furan-2-yl)-3-(nitromethyl)pent-4-en-1-one

Guidance literature:

With 1-((1R,2R)-2-aminocyclohexyl)-3-(((1R,4aS,10ar)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthren-1-yl)methyl)thiourea; p-Toluic acid; In dichloromethane; at 25 ℃; for 168h; enantioselective reaction;

DOI:10.1055/s-0036-1588604

upstream raw materials:

nitromethane

(E)-3-(2-furanyl)-2-propenal