553-82-2

Basic information

• Product Name: 2,4-DICHLOROANISOLE
• Synonyms: 2,4-dichloro-1-methoxy-benzen;2,4-Dichloro-1-methoxybenzene;2,4-Dichloro-1-methoxy-benzene;Anisole, 2,4-dichloro-;Benzene, 1,3-dichloro-4-methoxy;2,4-DICHLOROANISOLE;2,4-DICHLOROMETHOXYBENZENE;1,3-DICHLORO-4-METHOXYBENZENE
• CAS NO: 553-82-2
• Molecular Formula: C₇H₆Cl₂O
• Molecular Weight: 177.03
• EINECS: 209-051-5
• Product Categories: Aromatic Ethers;Anisoles, Alkyloxy Compounds & Phenylacetates;Chlorine Compounds;Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 553-82-2.mol
• Article Data: 42

Chemical Properties

• Melting Point: 24-27 °C(lit.)
• Boiling Point: 110 °C (12 mmHg)
• Flash Point: >230 °F
• Appearance: clear, colorless liquid
• Density: 1.288 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.164mmHg at 25°C
• Refractive Index: n20/D 1.561(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 1940358
• CAS DataBase Reference: 2,4-DICHLOROANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLOROANISOLE(553-82-2)
• EPA Substance Registry System: 2,4-DICHLOROANISOLE(553-82-2)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/22
• Safety Statements: 37/39-26-23
• WGK Germany: 3
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 553-82-2(Hazardous Substances Data)

Usage

Description

2,4-Dichloroanisole is a haloanisole compound that is characterized as a clear, colorless liquid. It is commonly found as a contaminant in consumer products, particularly in the wine industry.

Uses

Used in Consumer Products Industry:
2,4-Dichloroanisole is used as a contaminant in the production of various consumer products, most notably in the wine industry. Its presence, although unintended, can significantly impact the sensory characteristics of these products, leading to off-flavors and odors that can be detrimental to the overall quality and consumer experience.
As a contaminant, 2,4-dichloroanisole poses a challenge to the wine industry, as it can lead to the development of musty, moldy, or chemical-like aromas in the final product. This can result in a negative perception of the wine and may even lead to economic losses for producers. Efforts are being made to identify and mitigate the sources of this contaminant to ensure the production of high-quality wines.

InChI:InChI=1/C7H6Cl2O/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 3757-76-4 sodium 2,4-dichlorophenolate 
• 6505-37-9 2,6-dichloro-3-methoxybenzaldehyde 
• 100-66-3 methoxybenzene 
• 77-78-1 dimethyl sulfate 
• 120-83-2 2,4-dichlorophenol 
• 95-03-4 5-chloro-2-methoxyaniline 
• 623-12-1 4-chloromethoxybenzene 
• 766-51-8 2-Chloroanisole 
• 36309-68-9 p-methoxyphenyltellurium trichloride 
• 87-40-1 2,4,6-trichloroanisole 
• 598-99-2 Methyl trichloroacetate 
• 74-88-4 methyl iodide 
• 7782-50-5 chlorine 

Downstream Products

• 99357-09-2 5,6′-methylenebis(2,4-dichlorophenol) 
• 107922-32-7 bis-(2,4-dichloro-5-methoxy-phenyl)-methane 
• 132318-47-9 1,1,1-trichloro-2,2-bis-(2,4-dichloro-5-methoxy-phenyl)-ethane 
• 133044-18-5 1,1-dichloro-2,2-bis-(2,4-dichloro-5-methoxy-phenyl)-ethane 
• 133044-19-6 1,1-dichloro-2,2-bis-(3,5-dichloro-2-methoxy-phenyl)-ethane 
• 37138-82-2 2-methoxy-3,5-dichloronitrobenzene 
• 13543-09-4 2,4-dichlorophenoxymethyl chloride 
• 104392-33-8 dichloromethyl-(2,4-dichloro-phenyl)-ether 
• 50353-36-1 2,4-dichloro-1-trichloromethoxy-benzene 
• 79214-30-5 2-chloro-1-(3,5-dichloro-2-hydroxyphenyl)ethanone 
• 72083-07-9 4-{[1-(2-Chloro-phenyl)-1-(3,5-dichloro-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-butyramide 
• 72083-08-0 4-{[1-(2-Chloro-phenyl)-1-(3,5-dichloro-2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-butyric acid 
• 126644-80-2 1,3-dichloro-4-methoxy-2-<2-(phenylsulfonyl)ethyl>benzene 
• 609-89-2 2,4-dichloro-6-nitrophenol 

Relevant articles and documents

Fabrication of La2O3/Bi2O3/silver orthophosphate Heterojunction Catalyst for the Visible Light Mediated Remediation of Refractory Pollutants

The development of silver orthophosphate based ternary composite catalyst for the augmented visible light assisted photocatalytic abatement of toxic refractory pollutants was accepted. It was confounded that the synthesized catalyst effectively degrade toxic organic dyes including methylene blue (MB), methyl orange (MO), rhodamine B (RhB) and acid red 18 (AR 18) with complete decolourisation and above 90 % mineralization. The hazardous pesticides such as 2, 4-dichlorophenoxyacetic acid (2,4-D), highly toxic insecticide acephate and the pharmaceutical antibiotic tetracycline were succesfully degraded. Here, it is the first time reporting La2O3/Bi2O3 doped silver orthophosphate ternary catalyst for the removal of toxic organic pollutants in a short time with excellent mineralization. The better reproducibility and accountable stability of the composite catalyst paved the way for making it a promising catalyst for future applications.

From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions

We have developed a simple and direct method for the synthesis of aryl ethers by reacting alcohols/phenols (ROH) with aryl ammonium salts (ArNMe3+), which are readily prepared from anilines (ArNR′2, R′=H or Me). This reaction proceeds smoothly and rapidly (within a few hours) at room temperature in the presence of a commercially available base, such as KOtBu or KHMDS, and has a broad substrate scope with respect to both ROH and ArNR′2. It is scalable and compatible with a wide range of functional groups.

Cation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis

Nucleophilic aromatic substitution (SNAr) is a direct method for arene functionalization; however, it can be hampered by low reactivity of arene substrates and their availability. Herein we describe a cation radical-accelerated nucleophilic aromatic substitution using methoxy- and benzyloxy-groups as nucleofuges. In particular, lignin-derived aromatics containing guaiacol and veratrole motifs were competent substrates for functionalization. We also demonstrate an example of site-selective substitutive oxygenation with trifluoroethanol to afford the desired trifluoromethylaryl ether.