4840-91-9

Basic information

• Product Name: 2-IODOSTYRENE
• Synonyms: 2-IODOSTYRENE;1-IODO-2-VINYL-BENZENE
• CAS NO: 4840-91-9
• Molecular Formula: C₈H₇I
• Molecular Weight: 230.05
• Product Categories: monomer
• Mol File: 4840-91-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 88-90 °C(Press: 3 Torr)
• Appearance: /
• Density: 1.6734 g/cm3
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-IODOSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOSTYRENE(4840-91-9)
• EPA Substance Registry System: 2-IODOSTYRENE(4840-91-9)

Safety Data

• Hazardous Substances Data: 4840-91-9(Hazardous Substances Data)

Usage

Description

2-Iodostyrene, also known as 1-iodo-2-phenylethylene, is a chemical compound with the molecular formula C8H7I. It is a derivative of styrene, containing an iodine atom attached to the benzene ring. This versatile building block in organic synthesis is commonly used in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. Its ability to undergo various chemical reactions, such as palladium-catalyzed cross-coupling reactions, allows for the formation of a wide range of functionalized products. 2-IODOSTYRENE also plays a significant role in the production of polymers and materials with specific properties, making it an important intermediate in the chemical industry. However, it is considered a hazardous substance and should be handled and stored with care in a controlled environment.

Uses

Used in Pharmaceutical Industry:
2-Iodostyrene is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be functionalized through different chemical reactions. This allows for the creation of a broad spectrum of medicinal compounds with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Iodostyrene is utilized as a starting material for the development of new agrochemicals. Its reactivity and capacity to form a variety of products make it valuable in creating substances that can protect crops and enhance agricultural productivity.
Used in Polymer and Material Science:
2-Iodostyrene is used as a monomer or a building block in the production of polymers and materials with tailored properties. Its incorporation into these materials can lead to advancements in areas such as electronics, plastics, and coatings, where specific characteristics are required.
Used in Organic Synthesis:
As a versatile intermediate in organic synthesis, 2-Iodostyrene is used for the preparation of a wide range of fine chemicals. Its ability to participate in palladium-catalyzed cross-coupling reactions and other chemical processes makes it an essential component in the synthesis of complex organic molecules for various applications.

Upstream product

• 609-67-6 2-Iodobenzoyl chloride 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 88-67-5 2-Iodobenzoic acid 
• 105952-36-1 1-iodo-2-(2-iodoethyl)-benzene 
• 50-00-0 formaldehyd 
• 5159-41-1 2-iodobenzyl alcohol 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 294190-47-9 2-iodo-N-methoxy-N-methyl-benzamide 
• 26260-02-6 2-iodobenzaldehyde 
• 19493-09-5 Methylenetriphenylphosphorane 
• 28269-50-3 2-vinylbenzoic acid chloride 
• 2039-88-5 2-bromostyrene 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 111-34-2 -butyl vinyl ether 

Downstream Products

• 6908-41-4 4-(methoxycarbonyl)benzyl alcohol 
• 72525-47-4 2-(2-iodophenyl)oxirane 
• 815577-93-6 1-(2-iodo-pheyl)-hex-5-en-1-ol 
• 88-67-5 2-Iodobenzoic acid 

Relevant articles and documents

Free-radical cyclization approach to polyheterocycles containing pyrrole and pyridine rings

A wide range of derivatives with new pyrido[2,1-a]pyrrolo[3,4-c]isoquinoline skeleton was synthesized by free-radical intramolecular cyclization of o-bromophenyl-substituted pyrrolylpyridinium salts using the (TMS)3SiH/AIBN system. The cyclizat

Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides

Current methods for functional group interconversion have, for the most part, relied on relatively strong driving forces which often require highly reactive reagents to generate irreversibly a desired product in high yield and selectivity. These approaches generally prevent the use of the same catalytic strategy to perform the reverse reaction. Here we describe a catalytic functional group metathesis approach to interconvert, under CO-free conditions, two synthetically important classes of electrophiles that are often employed in the preparation of pharmaceuticals and agrochemicals—aroyl chlorides (ArCOCl) and aryl iodides (ArI). Our reaction design relies on the implementation of a key reversible ligand C–P bond cleavage event, which enables a non-innocent, metathesis-active phosphine ligand to mediate a rapid aryl group transfer between the two different electrophiles. Beyond enabling a practical and safer approach to the interconversion of ArCOCl and ArI, this type of ligand non-innocence provides a blueprint for the development of a broad range of functional group metathesis reactions employing synthetically relevant aryl electrophiles.

Diastereoselective C?H Bond Amination for Disubstituted Pyrrolidines

We report herein the improved diastereoselective synthesis of 2,5-disubstituted pyrrolidines from aliphatic azides. Experimental and theoretical studies of the C?H amination reaction mediated by the iron dipyrrinato complex (AdL)FeCl(OEt2) provided a model for diastereoinduction and allowed for systematic variation of the catalyst to enhance selectivity. Among the iron alkoxide and aryloxide catalysts evaluated, the iron phenoxide complex exhibited superior performance towards the generation of syn 2,5-disubstituted pyrrolidines with high diastereoselectivity.