1-Naphthyl-4-nitrophenyl ketone

Base Information

• Chemical Name: 1-Naphthyl-4-nitrophenyl ketone
• CAS No.: 42495-51-2
• Molecular Formula: C17H11NO3
• Molecular Weight: 277.279
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID201284499
• Nikkaji Number: J2.564.003I
• Mol file: 42495-51-2.mol

Synonyms:1-Naphthyl-4-nitrophenyl ketone;42495-51-2;naphthalen-1-yl-(4-nitrophenyl)methanone;MFCD03841018;DTXSID201284499;AKOS016018317;1-Naphthalenyl(4-nitrophenyl)methanone

Chemical Property of 1-Naphthyl-4-nitrophenyl ketone

Chemical Property:

• Vapor Pressure: 1.69E-09mmHg at 25°C
• Melting Point: 89-91 °C
• Boiling Point: 483.4oC at 760 mmHg
• Flash Point: 237.5oC
• PSA: 62.89000
• Density: 1.298g/cm3
• LogP: 4.50220
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 277.07389321
• Heavy Atom Count: 21
• Complexity: 395

Purity/Quality:

97% ^*data from raw suppliers

1-Naphthyl-4-nitrophenylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(=O)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 1-Naphthyl-4-nitrophenyl ketone

There total 9 articles about 1-Naphthyl-4-nitrophenyl ketone 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: 90.0%

1-Naphthylboronic acid (13922-41-3) + 4-nitro-benzoyl chloride (122-04-3) → (naphthalen-1-yl)(4-nitrophenyl)methanone (42495-51-2)

Guidance literature:

With sodium hydroxide; In toluene; at 100 ℃; for 2h; Schlenk technique;

DOI:10.1016/j.tetlet.2017.06.048

Reference yield: 88.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) + 4-nitro-benzoic acid (62-23-7) → naphthalen-2-yl(4-nitrophenyl)methanone + (naphthalen-1-yl)(4-nitrophenyl)methanone (42495-51-2)

Guidance literature:

With P₂O₅/silica gel; In 1,2-dichloro-ethane; for 2h; Reflux;

DOI:10.1016/j.tetlet.2008.09.062

Reference yield: 87.0%

naphthalene (91-20-3,71998-51-1,72931-45-4) + 4-nitro-benzoic acid (62-23-7) → (naphthalen-1-yl)(4-nitrophenyl)methanone (42495-51-2)

Guidance literature:

With phosphorus pentoxide on alumina; In 1,2-dichloro-ethane; for 2h; chemoselective reaction; Reflux;

DOI:10.1080/00397910802663436

upstream raw materials:

naphthalene

4-nitro-benzoyl chloride

1-Naphthylboronic acid

4-nitrobenzaldehdye

Downstream raw materials:

4-aminophenyl-1-naphthylketone

Refernces

• 1、 Jadhav, Sanjay,Rashinkar, Gajanan,Salunkhe, Rajashri,Kumbhar, Arjun. "Transition metal-free Suzuki type cross-coupling reaction for the synthesis of dissymmetric ketones". supporting information. p. 3201 - 3204. Retrieved 2017/07/27.
• 2、 Jadhav, Sanjay N.,Kumbhar, Arjun S.,Rode, Chadrashekhar V.,Salunkhe, Rajashri S.. "Ligand-free Pd catalyzed cross-coupling reactions in an aqueous hydrotropic medium". supporting information. p. 1898 - 1911. Retrieved 2016/04/19.