4'-Nitro-2-phenylacetophenone

Base Information

• Chemical Name: 4'-Nitro-2-phenylacetophenone
• CAS No.: 3769-84-4
• Molecular Formula: C14H11NO3
• Molecular Weight: 241.246
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID60446900
• Nikkaji Number: J639.925H
• Wikidata: Q82265646
• Mol file: 3769-84-4.mol

Synonyms:4'-NITRO-2-PHENYLACETOPHENONE;3769-84-4;1-(4-NITROPHENYL)-2-PHENYLETHANONE;MFCD02260681;4-Nitrodeoxybenzoin;SCHEMBL199347;DTXSID60446900;AKOS000282732;FS-6567

Chemical Property of 4'-Nitro-2-phenylacetophenone

Chemical Property:

• Vapor Pressure: 1.79E-06mmHg at 25°C
• Boiling Point: 395.8oC at 760 mmHg
• Flash Point: 188.3oC
• PSA: 62.89000
• Density: 1.246g/cm3
• LogP: 3.54340
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.07389321
• Heavy Atom Count: 18
• Complexity: 297

Purity/Quality:

95% ^*data from raw suppliers

4'-Nitro-2-phenylacetophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4'-Nitro-2-phenylacetophenone

There total 31 articles about 4'-Nitro-2-phenylacetophenone 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%

4-nitrophenylboronic acid (24067-17-2) + phenylacetonitrile (140-29-4) → p-nitrodeoxybenzoin (3769-84-4)

Guidance literature:

With bathophenanthroline; water; copper diacetate; manganese(III) triacetate dihydrate; In 1,4-dioxane; at 90 ℃;

DOI:10.1016/j.tetlet.2018.09.021

Reference yield: 78.0%

4-nitrobenzaldehdye (555-16-8) + sodium 2-benzylidene-1-tosylhydrazin-1-ide (27992-27-4,40154-38-9) → p-nitrodeoxybenzoin (3769-84-4) + 1-(4-nitro-phenyl)-1,3-diphenyl-propan-2-one

Guidance literature:

In tetrahydrofuran; water; at 50 ℃; for 48h;

DOI:10.1016/S0040-4039(00)01856-6

Reference yield: 73.0%

4-nitrobenzenediazonium tetrafluoroborate (456-27-9) + β-(benzyloxy)styrene → p-nitrodeoxybenzoin (3769-84-4)

Guidance literature:

With palladium diacetate; In tetrahydrofuran; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1039/d1ob01503f

upstream raw materials:

1-(4-nitro-stilben-α-yl)-pyridinium; bromide

phenyldiazomethane

4-nitrobenzaldehdye

β-(p-nitrophenyl)-α-phenylglycidate

Downstream raw materials:

4'-nitro-deoxybenzoin oxime

3-(4-nitrophenyl)-2-phenyl-2H-azirine