2-Nitrochalcone

Base Information

• Chemical Name: 2-Nitrochalcone
• CAS No.: 53744-31-3
• Molecular Formula: C₁₅H₁₁NO₃
• Molecular Weight: 253.257
• European Community (EC) Number: 676-894-7
• NSC Number: 636937,401727
• UNII: MH3MVT883Z
• DSSTox Substance ID: DTXSID201247532
• Nikkaji Number: J860.912H,J103.563K
• Wikidata: Q106902662
• Pharos Ligand ID: KY19L9669ZXP
• ChEMBL ID: CHEMBL323025
• Mol file: 53744-31-3.mol

Synonyms:2-Nitrochalcone;7473-93-0;Chalcone, 2-nitro-;2-Nitrobenzylideneacetophenone;2-Propen-1-one, 3-(2-nitrophenyl)-1-phenyl-;(E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one;(2E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one;CCRIS 1671;NSC 401727;CHEMBL323025;53744-31-3;3-(2-nitrophenyl)-1-phenylprop-2-en-1-one;(E)-3-(2-Nitrophenyl)-1-phenyl-2-propen-1-one;NSC636937;NSC-401727;(2E)-3-(2-Nitrophenyl)-1-phenyl-2-propen-1-one;(E)-3-(2-nitrophenyl)-1-phenyl-prop-2-en-1-one;2-Propen-1-one, 3-(2-nitrophenyl)-1-phenyl-, (E)-;(E)-3-(2-Nitro-phenyl)-1-phenyl-propenone;trans-2-Nitrochalcone;(E)-2-Nitrochalcone;2-Nitro-trans-chalcone;MH3MVT883Z;Chalcone, 2-nitro- (8CI);SCHEMBL5474931;SCHEMBL5474937;2-propen-1-one, 3-(2-nitrophenyl)-1-phenyl-, (2E)-;KTXHLWZQKQDFRF-ZHACJKMWSA-N;DTXSID201247532;SMSF0003641;BDBM50572881;MFCD00031069;NSC401727;STK033694;1-(2-Nitrophenyl)-2-benzoyl-ethene;AKOS000483284;NSC-636937;PS-10394;BIM-0009065.P001;LS-188406;A838214;SR-01000196595;SR-01000196595-1;(2E)-3-(2-Nitrophenyl)-1-phenyl-2-propen-1-one #

Chemical Property of 2-Nitrochalcone

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 253.07389321
• Heavy Atom Count: 19
• Complexity: 353

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Nitrochalcone

There total 19 articles about 2-Nitrochalcone 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: 91.0%

phenylacetylene (536-74-3) + 2-nitro-benzaldehyde (552-89-6) → (E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one (7473-93-0,53744-31-3)

Guidance literature:

With phosphonic Acid; In water; at 110 ℃; for 24h; Schlenk technique; Green chemistry;

DOI:10.1055/s-0035-1560832

Reference yield: 90.0%

acetophenone (98-86-2) + 2-nitro-benzaldehyde (552-89-6) → (E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one (7473-93-0,53744-31-3)

Guidance literature:

acetophenone; 2-nitro-benzaldehyde; With sodium hydroxide; In ethanol; at 25 ℃; for 8h;

With sulfuric acid; In ethanol; at 80 ℃; for 2h;

DOI:10.1002/anie.201600257

Reference yield: 88.0%

[(2S,3R)-3-(2-Nitro-phenyl)-aziridin-2-yl]-phenyl-methanone (101854-90-4) → (E)-3-(2-nitrophenyl)-1-phenylprop-2-en-1-one (7473-93-0,53744-31-3)

Guidance literature:

With N-Bromosuccinimide; ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 1.5h;

DOI:10.3184/174751914X14176157994656

upstream raw materials:

2-Nitrochalkondibromid

ortho-nitrobenzoic acid

1-phenyl-propan-1-one

(Benzoylmethylene)triphenylphosphorane

Downstream raw materials:

2-Phenylquinoline

2-Nitrochalkondibromid

1,2,3,7-Tetrahydro-8-(2-imidazolin-2-yl)-7-(2-nitrophenyl)-5-phenylimidazo<1,2-a>pyridin-hydrochlorid

benzil