75767-95-2

Basic information

• Product Name: 2-[2-(2-bromophenyl)ethyl]-1H-isoindole-1,3(2H)-dione
• CAS NO: 75767-95-2
• Molecular Formula: C₁₆H₁₂BrNO₂
• Molecular Weight: 330.176
• Mol File: 75767-95-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 454.5°C at 760 mmHg
• Flash Point: 228.7°C
• Density: 1.521g/cm³
• Vapor Pressure: 1.9E-08mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 2-[2-(2-bromophenyl)ethyl]-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(2-bromophenyl)ethyl]-1H-isoindole-1,3(2H)-dione(75767-95-2)
• EPA Substance Registry System: 2-[2-(2-bromophenyl)ethyl]-1H-isoindole-1,3(2H)-dione(75767-95-2)

Safety Data

• Hazardous Substances Data: 75767-95-2(Hazardous Substances Data)

Usage

Derivative of isoindole

The compound is derived from the isoindole structure, which is a fused bicyclic aromatic system consisting of a six-membered benzene ring and a five-membered nitrogen-containing ring.

Bromophenyl group

The compound contains a bromine atom attached to a phenyl group (a six-membered benzene ring), which contributes to its potential biological and pharmacological activities.

Medicinal chemistry and drug development

2-[2-(2-bromophenyl)ethyl]-1H-isoindole-1,3(2H)-dione is used in the field of medicinal chemistry and drug development, as it may possess potential biological and pharmacological activities.

Therapeutic applications

Researchers are interested in studying the potential applications of this compound in various therapeutic treatments due to its unique structure and properties.

Upstream product

• 1074-15-3 1-bromo-2-(2-bromoethyl)benzene 
• 1074-82-4 potassium phtalimide 
• 136918-14-4 phthalimide 
• 1074-16-4 2-bromophenylethyl alcohol 

Downstream Products

• 65185-58-2 2-(2-bromophenyl)ethanamine 
• 75780-68-6 N-benzylidene-β-(2-bromophenyl)ethylamin 
• 22990-19-8 1-phenyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

One-Pot Substitution of Aliphatic Alcohols Mediated by Sulfuryl Fluoride

The Mitsunobu reaction is a powerful transformation for the one-pot activation and substitution of aliphatic alcohols. Significant efforts have focused on modifying the classic conditions to overcome problems associated with purification from phosphine-based byproducts. Herein, we report a phosphine free method for alcohol activation and substitution that is mediated by sulfuryl fluoride. This new method is effective for a wide range of primary alcohols using phthalimide, di-tert-butyl-iminodicarboxylate, and aromatic thiol nucleophiles in 74 % average yield. Activated carbon nucleophiles and a deactivated phenol were also effective for this reaction in good yields. Secondary alcohols were also successful substrates using aryl thiols, affording the corresponding sulfides in 56 % average yield with enantiomeric ratios up to 99:1. This new protocol has a distinct synthetic advantage over many existing phosphine-based methods as the byproducts are readily separable. This feature was exploited in several examples that did not require chromatography for purification. Furthermore, the mild reaction conditions enabled further in situ derivatization for the one-pot conversion of alcohols to amines or sulfones. This method also provides a boarder nucleophile scope compared to existing phosphine-free methods.

Schiff Bases as External and Internal Electrophiles in Reactions of Functionalized Organolithium Reagents. A New Route to Isoindoline Derivatives and 1,2,3,4-Tetrahydroisoquinolines

Reaction of Schiff bases with certain functionalized organolithium reagents is useful in the synthesis of 1,2-diarylisoindolines and 2,3-diarylphthalimidines.Schiff bases derived from 2-(2-bromophenyl)ethylamines on halogen-metal exchange with butyllithium undergo a Parham-type cyclization to yield 1-aryl-1,2,3,4-tetrahydroisoquinolines.