19357-21-2

Basic information

• Product Name: N-(2-BROMOPHENYL)PHTHALIMIDE
• Synonyms: N-(2-BROMOPHENYL)PHTHALIMIDE;2-(2-broMobenzyl)isoindoline-1,3-dione
• CAS NO: 19357-21-2
• Molecular Formula: C₁₄H₈BrNO₂
• Molecular Weight: 302.12
• Product Categories: alkyl bromide
• Mol File: 19357-21-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(2-BROMOPHENYL)PHTHALIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-BROMOPHENYL)PHTHALIMIDE(19357-21-2)
• EPA Substance Registry System: N-(2-BROMOPHENYL)PHTHALIMIDE(19357-21-2)

Safety Data

• Hazardous Substances Data: 19357-21-2(Hazardous Substances Data)

Upstream product

• 615-42-9 1,2-Diiodobenzene 
• 201230-82-2 carbon monoxide 
• 615-36-1 2-bromoaniline 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 85-44-9 phthalic anhydride 
• 108-86-1 bromobenzene 
• 3481-09-2 N-chlorophthalimide 
• 136918-14-4 phthalimide 
• 88-67-5 2-Iodobenzoic 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.

PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.

Sterically controlled, palladium-catalyzed intermolecular amination of arenes

We report the Pd-catalyzed amination of arenes to form N-aryl phthalimides with regioselectivity controlled predominantly by steric effects. Mono-, di-, and trisubstituted arenes lacking a directing group undergo amination reactions with moderate to high yields and high regioselectivities from sequential addition of PhI(OAc)2 as an oxidant in the presence of Pd(OAc) 2 as catalyst. This sterically derived selectivity contrasts that for analogous arene acetoxylation.