54981-86-1

Basic information

• Product Name: 1H-Isoindole-1,3(2H)-dione, 2-(3-phenylpropyl)-
• CAS NO: 54981-86-1
• Molecular Formula: C17H15NO2
• Molecular Weight: 265.312
• Mol File: 54981-86-1.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: 1H-Isoindole-1,3(2H)-dione, 2-(3-phenylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Isoindole-1,3(2H)-dione, 2-(3-phenylpropyl)-(54981-86-1)
• EPA Substance Registry System: 1H-Isoindole-1,3(2H)-dione, 2-(3-phenylpropyl)-(54981-86-1)

Safety Data

• Hazardous Substances Data: 54981-86-1(Hazardous Substances Data)

Upstream product

• 17480-07-8 2-[(E)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione 
• 108-86-1 bromobenzene 
• 883-44-3 N-(3-hydroxypropyl)phthalimide 
• 4119-41-9 1-iodo-3-phenylpropan 
• 1074-82-4 potassium phtalimide 
• 524-38-9 N-hydroxyphthalimide 
• 1841512-58-0 1,3-dioxoisoindolin-2-yl 4-phenylbutanoate 
• 22509-74-6 N-ethoxycarbonylphthalimide 
• 2038-57-5 3-Phenylpropan-1-amine 
• 122-97-4 3-Phenyl-1-propanol 
• 104-52-9 phenylpropyl chloride 
• 612-14-6 phthalyl alcohol 
• 645-59-0 dihydrocinnamonitrile 
• 136918-14-4 phthalimide 

Downstream Products

• 64-04-0 phenethylamine 
• 877150-02-2 2-(3-phenylpropyl)isoindolin-1-one 
• 1383435-90-2 2-(3-phenylbutyl)isoindoline-1,3-dione 
• 30684-05-0 3-phenylpropylamine hydrochloride 
• 1609282-40-7 C₁₇H₁₄⁽¹⁸⁾FNO₂ 
• 103872-53-3 2-(3-Phenyl-propyl)-isoindole-1,3-dithione 
• 103872-52-2 2-(3-Phenyl-propyl)-3-thioxo-2,3-dihydro-isoindol-1-one 
• 2038-57-5 3-Phenylpropan-1-amine 

Relevant articles and documents

Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides

As alcohols are ubiquitous throughout chemical science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, we demonstrate that the combination of anodic preparation of the alkoxy triphenylphosphonium ion and nickel-catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp2)-C(sp3) bonds, in which free alcohols and aryl bromides - both readily available chemicals - can be directly used as coupling partners. This nickel-catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals.

Tunable System for Electrochemical Reduction of Ketones and Phthalimides

Herein, we report an efficient, tunable system for electrochemical reduction of ketones and phthalimides at room temperature without the need for stoichiometric external reductants. By utilizing NaN3 as the electrolyte and graphite felt as both the cathode and the anode, we were able to selectively reduce the carbonyl groups of the substrates to alcohols, pinacols, or methylene groups by judiciously choosing the solvent and an acidic additive. The reaction conditions were compatible with a diverse array of functional groups, and phthalimides could undergo one-pot reductive cyclization to afford products with indolizidine scaffolds. Mechanistic studies showed that the reactions involved electron, proton, and hydrogen atom transfers. Importantly, an N3/HN3 cycle operated as a hydrogen atom shuttle, which was critical for reduction of the carbonyl groups to methylene groups.

Photochemical Decarboxylative C(sp3)-X Coupling Facilitated by Weak Interaction of N-Heterocyclic Carbene

While N-hydroxyphthalimide (NHPI) ester has emerged as a powerful reagent as an alkyl radical source for a variety of C-C bond formations, the corresponding C(sp3)-N bond formation is still in its infancy. We demonstrate herein transition-metal-free decarboxylative C(sp3)-X bond formation enabled by the photochemical activity of the NHPI ester-NaI-NHC complex, giving primary C(sp3)-(N)phth, secondary C(sp3)-I, or tertiary C(sp3)-(meta C)phth coupling products. The primary C(sp3)-(N)phth coupling offers convenient access to primary amines.