3-(5-Nitro-2-furyl)acrylophenone

Base Information

• Chemical Name: 3-(5-Nitro-2-furyl)acrylophenone
• CAS No.: 4332-88-1
• Molecular Formula: C13H9NO4
• Molecular Weight: 243.219
• Wikidata: Q76325256
• Mol file: 4332-88-1.mol

Synonyms:3-(5-Nitro-2-furyl)acrylophenone;ACRYLOPHENONE, 3-(5-NITRO-2-FURYL)-;3-(5-Nitro-2-furanyl)-1-phenyl-2-propen-1-one;2-Propen-1-one, 3-(5-nitro-2-furanyl)-1-phenyl-;4332-88-1;AKOS027461234

Chemical Property of 3-(5-Nitro-2-furyl)acrylophenone

Chemical Property:

• Vapor Pressure: 2.05E-06mmHg at 25°C
• Boiling Point: 393.9°C at 760 mmHg
• Flash Point: 192°C
• Density: 1.318g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 243.05315777
• Heavy Atom Count: 18
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C=CC2=CC=C(O2)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)/C=C\C2=CC=C(O2)[N+](=O)[O-]

Technology Process of 3-(5-Nitro-2-furyl)acrylophenone

There total 2 articles about 3-(5-Nitro-2-furyl)acrylophenone 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:

5-nitrofurane-2-carboxaldehyde (698-63-5) + acetophenone (98-86-2) → 3-(5-nitrofuran-2-yl)-1-phenylprop-2-en-1-one (4332-88-1)

Guidance literature:

With sulfuric acid; acetic acid; at 60 - 100 ℃;

DOI:10.1016/j.bmcl.2010.08.127

Reference yield:

→ 3-(5-nitrofuran-2-yl)-1-phenylprop-2-en-1-one (4332-88-1)

Guidance literature:

5-Nitro-furfurol, Acetophenon in Eg. ;

Reference yield: 84.0%

3-(5-nitrofuran-2-yl)-1-phenylprop-2-en-1-one (4332-88-1) + sarcosine (107-97-1,25951-24-0) + indan-1,2,3-trione hydrate (485-47-2) → (3'R,4'R)-4'-(benzoyl)-1'-methyl-3'-(5-nitro-2-furyl)spiro[indene-2,2'-pyrrolidine]-1,3-dione

Guidance literature:

In ethanol; at 100 - 120 ℃; for 5h; regioselective reaction;

DOI:10.1002/jhet.2092

upstream raw materials:

5-nitrofurane-2-carboxaldehyde

acetophenone

Downstream raw materials:

[4-(5-nitro-furan-2-yl)-4,5-dihydro-1H-pyrazol-3-yl]-phenyl-methanone

[4-(5-nitro-furan-2-yl)-3-phenyl-4,5-dihydro-isoxazol-5-yl]-phenyl-methanone

[5-(5-nitro-furan-2-yl)-3-phenyl-4,5-dihydro-isoxazol-4-yl]-phenyl-methanone

[2,3-Bis-(5-nitro-furan-2-yl)-indolizin-1-yl]-phenyl-methanone

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