35180-14-4

Basic information

• Product Name: 2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE
• Synonyms: 2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE;N-BeNzyl-isoiNdoliNe;B90100;1H-Isoindole, 2,3-dihydro-2-(phenylMethyl)-
• CAS NO: 35180-14-4
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.2863
• Mol File: 35180-14-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 303.6°C at 760 mmHg
• Flash Point: 125.3°C
• Appearance: /
• Density: 1.113g/cm³
• Vapor Pressure: 0.000923mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: 2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE(35180-14-4)
• EPA Substance Registry System: 2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE(35180-14-4)

Safety Data

• Hazardous Substances Data: 35180-14-4(Hazardous Substances Data)

Usage

General Description

2-Benzyl-2,3-dihydro-1H-isoindole is a chemical compound with a molecular formula of C16H15N. It is an organic compound that belongs to the class of isoindole derivatives. 2-BENZYL-2,3-DIHYDRO-1H-ISOINDOLE has a benzene ring and a nitrogen-containing six-membered ring in its structure. It is commonly used for its potential medicinal properties, including its use as a building block in the synthesis of various pharmaceuticals. Additionally, this compound has also been studied for its potential use in various chemical reactions and processes. Overall, 2-Benzyl-2,3-dihydro-1H-isoindole has various applications and is an important chemical compound in the field of organic chemistry and pharmaceutical research.

InChI:InChI=1/C15H15N/c1-2-6-13(7-3-1)10-16-11-14-8-4-5-9-15(14)12-16/h1-9H,10-12H2

Upstream product

• 2142-01-0 N-benzylphthalimide 
• 100-46-9 benzylamine 
• 612-14-6 phthalyl alcohol 
• 91-13-4 α,α'-dibromo-o-xylene 
• 13380-32-0 2-benzylisoindolin-1-one 
• 119-67-5 o-carboxybenzaldehyde 
• 496-12-8 isoindoline 
• 100-39-0 benzyl bromide 

Downstream Products

• 496-12-8 isoindoline 
• 100-39-0 benzyl bromide 
• 2142-01-0 N-benzylphthalimide 
• 13380-32-0 2-benzylisoindolin-1-one 
• 17448-14-5 2-benzyl-3-hydroxy-2,3-dihydro-isoindol-1-one 

Relevant articles and documents

Oxidative Desymmetrization of Isoindolines Realized by tert -Butyl Nitrite (TBN) Initiated Radical sp 3C-H Activation Relay (CHAR)

An oxidative desymmetrization of isoindolines was realized by TBN initiated radical sp 3C-H activation relay (CHAR), providing a series of ω-hydroxylactams in high yields. This reaction exhibits broad substrate scope and functional group tolerance, and even N -alkyl iso-indolines can be well tolerated. The mechanistic study shows that the C-H bond oxidation, dioxygen trapping and intramolecular 1,5-H shift might be the key steps to achieve the oxidative desymmetrization.

Iron-Catalysed Switchable Synthesis of Pyrrolidines vs Pyrrolidinones by Reductive Amination of Levulinic Acid Derivatives via Hydrosilylation

A selective production of pyrrolidines vs pyrrolidinones via hydrosilylation of levulinic acid and levulinates by switching of the iron complex catalyst is presented herein. The reactions proceeded efficiently with various anilines and alkylamines under both visible light irradiation and thermal conditions with 43 examples in isolated yields up to 93%. Noticeably, under similar conditions, cyclic amines such as piperidines and azepanes were efficiently synthesized with yields up to 92%, by reaction of anilines with 1,5- or 1,6-keto acids, respectively. Similarly, N-arylinsolidoline compounds can be prepared from 2-formylbenzoic acid in 57–93% yields. (Figure presented.).

Isoindolinone Synthesis: Selective Dioxane-Mediated Aerobic Oxidation of Isoindolines

N-Alkyl and N-aryl-isoindolinones were prepared by a dioxane-mediated oxidation of isoindoline precursors. The transformation exhibits unique chemoselectivity for isoindonlines. A chiral tertiary (3°)-benzylic position was not racemized during oxidation, and methyl indoprofen was prepared by late stage oxidation. Mechanistic studies suggest a selective H atom transfer, which avoids many known oxidation (by-)products of isoindolinones.