97608-49-6

Basic information

• Product Name: 2,6-Dichelorotrifluoromethoxybenzene
• Synonyms: 2,6-Dichelorotrifluoromethoxybenzene;1,3-dichloro-2-(trifluoromethoxy)benzene;2,6-Dichlorophenyl trifluoromethyl ether;1,3-Dichloro-2-(trifluoromethoxy);2,6-dichloro-1-(trifluoromethoxy)benzen
• CAS NO: 97608-49-6
• Molecular Formula: C₇H₃Cl₂F₃O
• Molecular Weight: 230.9993296
• Mol File: 97608-49-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,6-Dichelorotrifluoromethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichelorotrifluoromethoxybenzene(97608-49-6)
• EPA Substance Registry System: 2,6-Dichelorotrifluoromethoxybenzene(97608-49-6)

Safety Data

• Hazardous Substances Data: 97608-49-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2,6-Dichelorotrifluoromethoxybenzene is used as a synthetic intermediate for the production of 4-Chloro-3-(trifluoromethoxy)aniline (C421915), a compound with potential applications in the pharmaceutical industry.
Used in Inflammatory Disease Treatment:
In the field of medicinal chemistry, 2,6-Dichelorotrifluoromethoxybenzene is utilized as a reagent in the preparation of diazepanone compounds. These compounds act as chemokine receptor antagonists, which are essential in the treatment of inflammatory diseases by modulating the immune response and reducing inflammation.
Used in Chemical Synthesis:
2,6-Dichelorotrifluoromethoxybenzene is also employed as a key intermediate in the synthesis of other organic compounds, contributing to the development of new materials and chemical products across various industries.

InChI:InChI=1S/C7H3Cl2F3O/c8-4-2-1-3-5(9)6(4)13-7(10,11)12/h1-3H

Upstream product

• 541-73-1 1,3-Dichlorobenzene 
• 1984-65-2 2,6-dichloroanisole 
• 87-65-0 2,6-Dichlorophenol 
• 97608-48-5 1,3-Dichloro-2-trichloromethoxy-benzene 

Downstream Products

• 97608-50-9 4-chloro-3-(trifluoromethoxy) aniline 
• 1437779-74-2 2-(3,5-dichloro-4-(trifluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1437779-75-3 1,3-dichloro-2-(trifluoromethoxy)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene 
• 1437779-34-4 5-(5-(3,5-Dichloro-4-(trifluoromethoxy)phenyl)-5-(trifluoromethyl)-4,5-dihydro-isoxazol-3-yl)-3,3-dimethylbenzo[c][1,2]oxaborol-1(3H)-ol 

Relevant articles and documents

DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME

The present invention provides a compound having the structure (I), a processing of making the compound; and a process of using the compound as a reagent for the difluoromethoxylation and trifluoromethoxylation of arenes or heteroarenes.

Catalytic C?H Trifluoromethoxylation of Arenes and Heteroarenes

The intermolecular C?H trifluoromethoxylation of arenes remains a long-standing and unsolved problem in organic synthesis. Herein, we report the first catalytic protocol employing a novel trifluoromethoxylating reagent and redox-active catalysts for the direct (hetero)aryl C?H trifluoromethoxylation. Our approach is operationally simple, proceeds at room temperature, uses easy-to-handle reagents, requires only 0.03 mol % of redox-active catalysts, does not need specialized reaction apparatus, and tolerates a wide variety of functional groups and complex structures such as sugars and natural product derivatives. Importantly, both ground-state and photoexcited redox-active catalysts are effective. Detailed computational and experimental studies suggest a unique reaction pathway where photoexcitation of the trifluoromethoxylating reagent releases the OCF3 radical that is trapped by (hetero)arenes. The resulting cyclohexadienyl radicals are oxidized by redox-active catalysts and deprotonated to form the desired products of trifluoromethoxylation.

A safe and economical synthesis of 3-(trifluoromethoxy) aniline from 2-chlorophenol

A simple, safe and realistic synthesis of 3-(trifluoromethoxy) aniline from 2-chlorophenol is proposed, the key step being a regiospecific arynic amination of 2-chloro (trifluoromethoxy) benzene.This method has been extended to the synthesis of 4-chloro-3-(trifluoromethoxy) aniline from 2,6-dichlorophenol.Some unusual products are obtained during the reaction between sodium amide and 2-chloro (chlorodifluoromethoxy) benzene, the formation of which is discussed.