54789-31-0

Basic information

• Product Name: 1-(1,2-Dichloroethyl)-4-methylbenzene
• Synonyms: 1-(1,2-Dichloroethyl)-4-methylbenzene
• CAS NO: 54789-31-0
• Molecular Formula: C₉H₁₀Cl₂
• Molecular Weight: 189.08
• Mol File: 54789-31-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(1,2-Dichloroethyl)-4-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1,2-Dichloroethyl)-4-methylbenzene(54789-31-0)
• EPA Substance Registry System: 1-(1,2-Dichloroethyl)-4-methylbenzene(54789-31-0)

Safety Data

• Hazardous Substances Data: 54789-31-0(Hazardous Substances Data)

Usage

Description

1-(1,2-Dichloroethyl)-4-methylbenzene, commonly known as chloroprene, is a synthetic organic compound characterized by its molecular formula C9H9Cl2. It is a colorless liquid with a distinct odor and is recognized for its use in the production of synthetic rubber, notably in the manufacturing of neoprene. However, it is also classified as a hazardous material due to its potential health risks and environmental impact, necessitating adherence to proper safety and handling protocols.

Uses

Used in the Rubber Industry:
1-(1,2-Dichloroethyl)-4-methylbenzene is used as a key monomer for the production of synthetic rubber, specifically in the manufacturing process of neoprene. Its application is attributed to its ability to polymerize and form a versatile, durable material with a wide range of industrial and commercial applications.
Used in the Chemical Industry:
In the chemical industry, 1-(1,2-Dichloroethyl)-4-methylbenzene serves as an intermediate in the synthesis of various chemicals and materials. Its unique chemical structure allows for further reactions and modifications, contributing to the development of new products and technologies.

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 67-56-1 methanol 

Downstream Products

• 100-21-0 terephthalic acid 
• 99-94-5 p-Toluic acid 
• 42107-37-9 α-chloro-p-methylstyrene 

Relevant articles and documents

Visible-Light-Induced Vicinal Dichlorination of Alkenes through LMCT Excitation of CuCl2

This work demonstrates photoredox vicinal dichlorination of alkenes, based on the homolysis of CuCl2 in response to irradiation with visible light. This catalysis proceeds via a ligand to metal charge transfer process and provides an exciting opportunity for the synthesis of 1,2-dichloride compounds using an inexpensive, low-molecular-weight chlorine source. This new process exhibits a wide substrate scope, excellent functional group tolerance, extraordinarily mild conditions and does not require external ligands. Mechanistic studies show that the ready formation of chlorine atom radicals is responsible for the facile formation of C?Cl bonds in this synthetic process.

Vicinal dichlorination of olefins using NH4Cl and oxone

A mild and efficient protocol for the preparation of 1,2-dichloroalkane derivatives from olefins using NH4Cl and Oxone at room temperature is described. A variety of terminal, internal, and cyclic alkenes reacted smoothly to give the corresponding dichlorinated products in good to excellent yields. Moreover, 1,2-disubstituted symmetrical and unsymmetrical olefins dichlorinated with moderate to excellent diastereoselectivity. This method precludes the use of acidic additives and transition metals in the synthesis of vicinal dichlorides.

INVESTIGATIONS ON REACTIONS OF CHLORINE DIOXIDE AND SODIUM CHLORITE WITH ORGANIC COMPOUNDS. PART XXXV. REACTIONS OF CHLORINE DIOXIDE WITH RING-SUBSTITUTED STYRENES

Reactions of chlorine dioxide with ring substituted styrenes (1a-n) in carbon tetrachloride at 52-54 deg C were studied.The reaction products were isolated and characterised.It has been found that methyl-, chloro-, nitrostyrenes and 4-methoxystyrene are attacked by chlorine dioxide exclusively on the vinyl group, to yield the corresponding α-chloroacetophenones (2), diastereoisomers of β-chlorostyrene (6,7), oxidation products (8,9) and some polymers.Oxidation of its phenolic hydroxyl groups and vinyl polymerization took place in hydroxystyrenes.