10541-71-6

Basic information

• Product Name: 1,4-dichloro-2-(trichloromethyl)benzene
• Synonyms: 1,4-dichloro-2-(trichloromethyl)benzene;1-(Trichloromethyl)-2,5-dichlorobenzene;Einecs 234-120-1
• CAS NO: 10541-71-6
• Molecular Formula: C₇H₃Cl₅
• Molecular Weight: 264.36372
• EINECS: 234-120-1
• Mol File: 10541-71-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 283.3 °C at 760 mmHg
• Flash Point: 126.5 °C
• Appearance: /
• Density: 1.605 g/cm³
• Vapor Pressure: 0.00547mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: 1,4-dichloro-2-(trichloromethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dichloro-2-(trichloromethyl)benzene(10541-71-6)
• EPA Substance Registry System: 1,4-dichloro-2-(trichloromethyl)benzene(10541-71-6)

Safety Data

• Hazardous Substances Data: 10541-71-6(Hazardous Substances Data)

Usage

General Description

1,4-dichloro-2-(trichloromethyl)benzene is a chemical compound that consists of a benzene ring with two chlorine atoms and a trichloromethyl group attached at the 1 and 4 positions. It is a colorless to white crystalline solid with a strong, pungent odor. 1,4-dichloro-2-(trichloromethyl)benzene is used in the production of herbicides, insecticides, and fungicides, as well as in the synthesis of other organic compounds. It is also used as an intermediate in the production of dyes, pigments, and pharmaceuticals. 1,4-dichloro-2-(trichloromethyl)benzene is classified as a hazardous substance and exposure to this compound can cause irritation to the skin, eyes, and respiratory system. It is important to handle and use this chemical with caution and in accordance with safety guidelines.

InChI:InChI=1/C7H3Cl5/c8-4-1-2-6(9)5(3-4)7(10,11)12/h1-3H

Upstream product

• 106-46-7 para-dichlorobenzene 
• 81-19-6 2,6-dichlorobenzalchloride 
• 67-66-3 chloroform 

Downstream Products

• 50-79-3 2,5-dichlorobenzoic acid 

Relevant articles and documents

Ionic Liquids Catalyzed Friedel–Crafts Alkylation of Substituted Benzenes with CCl4 Toward Trichloromethylarenes

Abstract: An ionic liquid catalyzed Friedel–Crafts alkylation reaction of substituted benzenes with CCl4 was developed. The reaction proceeded efficiently under mild conditions, gave corresponding trichloromethylarenes with diversity functional groups in moderate to good yields. The influence of Lewis acidity of ionic liquids on the conversion of the alkylation reaction has been investigated. Notably, the probable mechanism of this reaction has been proposed with the assistance of 27Al NMR spectroscopy. It was noteworthy that the predominance of [Al2Cl7]? species in EmimCl–AlCl3, N = 0.67 could be detected by 27Al NMR spectral analysis, and [AlCl4]? was generated at the beginning of reaction. Additionally, it was found that [AlCl4]? could be transformed into [Al2Cl7]? when the reaction finished. Some control experiments confirmed that the interaction between Lewis acidic species [Al2Cl7]? of the ionic liquid and CCl4 led to the change in speciation of aluminum during the alkylation reactions. Graphical Abstract: [Figure not available: see fulltext.].

Cyclopentadienyliron-mediated introduction of functionalized alkyl or alkynyl groups to arenes in an addition-demetallation sequence

Nitromethyl, cyanomethyl, and phenylethynyl anions add selectively ortho to arenes containing electron-withdrawing groups and complexed with cyclopentadienyliron.Under similar reaction conditions anions such as alkyl, dichloromethyl and trichloromethyl add in a non-selective way.Addition of the trichloromethyl anion is thermodynamically controlled at extended reaction times and, due to the size of the anion, the meta addition is favoured.Demetallation of adducts leads to ortho-nitromethylated, cyanomethylated or phenylethynylated arenes, respectively.With symmetrical arene complexes the addition-demetallation sequence leads to the introduction of a trichloromethyl group into the arene ring, yielding a single product.A one-pot procedure for trichloromethylation of dialkylarenes starting from appropriate cyclopentadienyliron complexes gives β-trichloromethylated dialkylarenes in a good yield.