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

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.

Uses

Used in Pesticide Production:
1,4-dichloro-2-(trichloromethyl)benzene is used as an intermediate in the production of herbicides, insecticides, and fungicides. It contributes to the development of these pesticides due to its chemical properties that can be utilized in their synthesis.
Used in Organic Compound Synthesis:
1,4-dichloro-2-(trichloromethyl)benzene serves as a key intermediate in the synthesis of other organic compounds, playing a crucial role in the creation of various chemical products.
Used in Dye and Pigment Production:
1,4-dichloro-2-(trichloromethyl)benzene is used as a starting material or intermediate in the production of dyes and pigments, contributing to the coloration and properties of these substances.
Used in Pharmaceutical Production:
As an intermediate, 1,4-dichloro-2-(trichloromethyl)benzene is also utilized in the synthesis of pharmaceuticals, aiding in the development of new drugs and medications.

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

Upstream product

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

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.