83665-31-0

Basic information

• Product Name: O-(N-phthalimido)acetophenone
• Synonyms: O-(N-phthalimido)acetophenone
• CAS NO: 83665-31-0
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 0
• Mol File: 83665-31-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 451.3°C at 760 mmHg
• Flash Point: 213°C
• Appearance: /
• Density: 1.337g/cm³
• Vapor Pressure: 2.46E-08mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: O-(N-phthalimido)acetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: O-(N-phthalimido)acetophenone(83665-31-0)
• EPA Substance Registry System: O-(N-phthalimido)acetophenone(83665-31-0)

Safety Data

• Hazardous Substances Data: 83665-31-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H11NO3/c1-10(18)11-6-4-5-9-14(11)17-15(19)12-7-2-3-8-13(12)16(17)20/h2-9H,1H3

Upstream product

• 136918-14-4 phthalimide 
• 98-86-2 acetophenone 
• 2142-69-0 2-bromophenyl methyl ketone 
• 114601-91-1 N-(2-acetyl-phenyl)-phthalamic acid 
• 85-44-9 phthalic anhydride 
• 551-93-9 2-aminoacetophenone 

Downstream Products

• 22394-23-6 N-[2-(α-bromoacetyl)phenyl]phthalimide 
• 198828-62-5 methyl 2-(4-oxo-1,4-dihydroquinolin-2-yl)benzoate 
• 149063-45-6 N-[(5H,11H-isoindolo[2,1-a]quinoline-5,11-dione)-6-yl]iminotriphenylphosphorane 
• 424827-08-7 2,3-dihydro-3-hydroxy-2-[2-(1-hydroxyethyl)phenyl]-1H-isoindol-1-one 
• 198828-60-3 2-(4-oxo-1,4-dihydro-quinolin-2-yl) benzoic acid 

Relevant articles and documents

Visible-Light-Induced Metal-/Photocatalyst-Free C-H Bond Imidation of Arenes

In this study, a visible-light-induced intermolecular C-H bond imidation of arenes was achieved at ambient condition. By using simple phthalimide with (diacetoxyiodo)benzene and molecular iodine, direct metal-/photocatalyst-free C-N bond formation was achieved. The imidation protocol was designed by using time-dependent density functional theory calculations and experimentally demonstrated for 28 substrates with as high as 96% yield. Mechanistic studies indicated that radical-mediated aromatic substitution occurred via photolysis of N-iodophthalimide under visible-light irradiation.

Synthesis, spectroscopic studies, and x-ray crystal structure of N-heteryliminophosphoranes

N-[2-(α-Bromoacetyl)phenyl]imides (prepared in two steps from 2-aminoacetophenone) gave, upon treatment with sodium azide, fused azidoquinolines via an intramolecular cyclization. Reaction of the above azides with phosphines gave N-heteryliminophosphoranes. The IR, 1H-, 13C-, and 31P-NMR and MS spectra of these compounds as well as the x-ray crystal structure of two of them is reported.

Synthesis and spectroscopic studies of some novel quinoline derivatives

An intramolecular Wittig reaction of some substituted aminoacetophenones was used for the synthesis of novel quinoline derivatives. In addition, the base induced cyclization of the aminoacetophenones was investigated. The IR and NMR spectra of the quinoline derivatives are reported.