alpha-Nitro-beta-phenylacrylophenone

Base Information

• Chemical Name: alpha-Nitro-beta-phenylacrylophenone
• CAS No.: 18315-85-0
• Molecular Formula: C15H11NO3
• Molecular Weight: 253.257
• DSSTox Substance ID: DTXSID801277240
• Nikkaji Number: J938.797H
• Mol file: 18315-85-0.mol

Synonyms:o-nitrochalcone;SCHEMBL10716419;DTXSID801277240;alpha-Nitro-beta-phenylacrylophenone;(2Z)-2-Nitro-1,3-diphenyl-2-propen-1-one;18315-85-0

Chemical Property of alpha-Nitro-beta-phenylacrylophenone

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 253.07389321
• Heavy Atom Count: 19
• Complexity: 358

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

Technology Process of alpha-Nitro-beta-phenylacrylophenone

There total 2 articles about alpha-Nitro-beta-phenylacrylophenone 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: 76.0%

benzaldehyde (100-52-7) + 2-nitroacetophenone (614-21-1) → (Z)-2-nitro-1,3-diphenylprop-2-en-1-one (18315-85-0)

Guidance literature:

With 4-methyl-morpholine; titanium tetrachloride; In tetrahydrofuran; tetrachloromethane; at 0 ℃; for 13h;

DOI:10.1016/S0040-4020(01)81729-4

Reference yield:

E-β-benzoyl-β-nitrostyrene (18315-79-2) → (Z)-2-nitro-1,3-diphenylprop-2-en-1-one (18315-85-0)

Guidance literature:

Irradiation;

DOI:10.1246/bcsj.44.2440

Reference yield: 85.0%

(Z)-2-nitro-1,3-diphenylprop-2-en-1-one (18315-85-0) + Benzenesulfinic acid (618-41-7) → 3-benzenesulfonyl-2-nitro-1,3-diphenyl-propan-1-one

Guidance literature:

In ethanol; at 20 ℃; for 100h;

DOI:10.1080/10426500500366236

upstream raw materials:

E-β-benzoyl-β-nitrostyrene

benzaldehyde

2-nitroacetophenone

Downstream raw materials:

E-β-benzoyl-β-nitrostyrene

3-benzoyl 4-phenyl 5,5-dimethyl isoxazoline N-oxide

1-(2-methyl-5-nitro-4,6-diphenyl-1,4-dihydro-pyridin-3-yl)-ethanone

(2-methyl-5-nitro-4,6-diphenyl-1,4-dihydro-pyridin-3-yl)-phenyl-methanone