1-(3-Nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethan-1-one

Base Information

• Chemical Name: 1-(3-Nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethan-1-one
• CAS No.: 61748-04-7
• Molecular Formula: C₂₆H₂₀NO₃P
• Molecular Weight: 425.423
• DSSTox Substance ID: DTXSID70511294
• Wikidata: Q82370030

Synonyms:61748-04-7;DTXSID70511294;1-(3-Nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethan-1-one;1-(3-Nitrophenyl)-2-(triphenylphosphoranylidene)ethanone

Chemical Property of 1-(3-Nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethan-1-one

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 425.11808050
• Heavy Atom Count: 31
• Complexity: 614

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=CC(=O)C2=CC(=CC=C2)[N+](=O)[O-])(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 1-(3-Nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethan-1-one

There total 2 articles about 1-(3-Nitrophenyl)-2-(triphenyl-lambda~5~-phosphanylidene)ethan-1-one 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: 99.0%

3'-nitro-2-bromoacetophenone (2227-64-7) + triphenylphosphine (603-35-0) → 1-(3-nitrophenyl)-2-(triphenylphosphoranylidene)ethanone (61748-04-7,63072-24-2)

Guidance literature:

In tetrahydrofuran; for 4h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.5b00787

Reference yield:

3-Nitroacetophenone (121-89-1) → 1-(3-nitrophenyl)-2-(triphenylphosphoranylidene)ethanone (61748-04-7,63072-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(ll) bromide / ethyl acetate / 24 h / 20 °C

2: toluene / 18 h / 20 °C

With copper(ll) bromide; In ethyl acetate; toluene;

DOI:10.1002/adsc.201701518

Reference yield: 87.0%

1-(3-nitrophenyl)-2-(triphenylphosphoranylidene)ethanone (61748-04-7,63072-24-2) + 3-phenyl-propenal (104-55-2) → 1-(3-nitro-phenyl)-5-phenyl-penta-2,4-dien-1-one (131497-30-8,144561-05-7,87082-26-6)

Guidance literature:

In toluene; for 24h; Reflux; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.5b00787

upstream raw materials:

3'-nitro-2-bromoacetophenone

triphenylphosphine

3-Nitroacetophenone

Downstream raw materials:

(E)-1-(3-Nitro-phenyl)-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propenone

2-[(3aR,5S,6aR)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-(6Z)-ylidene]-1-(3-nitro-phenyl)-ethanone

(E)-1-(3-Nitro-phenyl)-3-((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-yl)-propenone

triphenylphosphine

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