69653-71-0

Basic information

• Product Name: Trichloro-1,4-dimethoxybenzene
• Synonyms: Trichloro-1,4-dimethoxybenzene
• CAS NO: 69653-71-0
• Molecular Formula: C₈H₇Cl₃O₂
• Molecular Weight: 241.49898
• Mol File: 69653-71-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 89-90 °C
• Boiling Point: 302.1±37.0 °C(Predicted)
• Appearance: /
• Density: 1.393±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Trichloro-1,4-dimethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: Trichloro-1,4-dimethoxybenzene(69653-71-0)
• EPA Substance Registry System: Trichloro-1,4-dimethoxybenzene(69653-71-0)

Safety Data

• Hazardous Substances Data: 69653-71-0(Hazardous Substances Data)

Usage

General Description

Trichloro-1,4-dimethoxybenzene is a chemical compound with the molecular formula C8H7Cl3O2. It is a white crystalline solid that is primarily used as an intermediate in the manufacturing of pharmaceuticals and agrochemicals. Trichloro-1,4-dimethoxybenzene is also used as an intermediate in the synthesis of dyes, pigments, and other organic compounds. The compound is considered to be of low toxicity, but exposure to high concentrations can cause irritation to the skin, eyes, and respiratory system. It is important to handle and use trichloro-1,4-dimethoxybenzene with caution and in accordance with proper safety protocols.

Upstream product

• 186581-53-3 diazomethane 
• 608-94-6 2,3,5-trichloro-1,4-hydroquinone 
• 74-88-4 methyl iodide 
• 944-78-5 1,2,4,5-tetrachloro-3,6-dimethoxybenzene 
• 98-80-6 phenylboronic acid 
• 21112-37-8 1,4-dimethoxy-2-tert-butylbenzene 

Relevant articles and documents

Homogeneous catalysis and selectivity in electrochemistry

The relationship between homogeneous catalysis and electrochemistry is examined in light of two examples based on our work concerning (a) catalyst activation, regarding selective electrochemical C-H oxidation with RuIII/RuIV mediation, and (b) catalyst suppression, regarding controlling selectivity in electrochemical aromatic chlorination. The first example (a) deals with the role of catalysis at the working electrode. The electrochemical (EC) oxidation of specific hydrocarbons such as tetralin and indane is performed using tris(acetonitrile)ruthenium trichloride (Ru(CH3CN)3Cl3) as a mediator. The role of this mediator in the oxidation of tetralin has been reported. This homogeneous C-H activation by electron transfer (ET) is accompanied by the redox transitions of the mediator in the course of the catalytic oxidation, and these are the main points of interest here. Additional studies with a rotating ring disk electrode (RRDE) provided a follow-up of creation and recovery of RuIII/RuII and RuIII/RuIV species in the process. Using electrochemistry linked with electrospray ionization mass spectrometry (EC/ESI-MS) gave additional information on the structure of the reduced and oxidized forms of Ru(CH3CN)3Cl3 and the effect of water in the solvent on their lifetimes. The second example (b) of electrochlorination has been reported elsewhere and is brought up as complementary remarks. Aromatic electrophilic chlorination of 1,4-dimethoxy-2-tertbutylbenzene is autocatalyzed and unselective. The EC procedure provides a simple means to inhibit the catalytic runaway reaction. This example shows how the counter electrode affects catalysis and selectivity. (Figure Presented)

13C and 17O NMR Study of Methoxy Groups in Chlorinated Di- and Trimethoxybenzenes

13C and 17O NMR data for the methoxy groups in isomeric 1,2-, 1,3- and 1,4-dimethoxybenzenes, 1,2,3-trimethoxybenzenes and most of their chlorinated derivatives and some related brominated compounds were measured for CDCl3 solutions.The 17O NMR chemical shifts show up to 60 ppm dispersion.Comparison between the compounds with and without adjacent chlorine atoms (2,6-di- and 2,4,6-trisubstitution) also showed a clear methoxy carbon chemical shift change.The number and position of the chlorine atoms in the aromatic ring give small but observable effects on the 17O NMR chemical shifts of the methoxy group if it is coplanar with the aromatic plane.Similarly, the degree and nature of the substitution have a minor effect (about 1 Hz) on the 1J(CH) direct coupling values.