1261835-37-3

Basic information

• Product Name: 1,2-dimethoxy-4-(trifluoromethyl)benzene
• Synonyms: 1,2-dimethoxy-4-(trifluoromethyl)benzene
• CAS NO: 1261835-37-3
• Molecular Weight: 206.164
• Mol File: 1261835-37-3.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1,2-dimethoxy-4-(trifluoromethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dimethoxy-4-(trifluoromethyl)benzene(1261835-37-3)
• EPA Substance Registry System: 1,2-dimethoxy-4-(trifluoromethyl)benzene(1261835-37-3)

Safety Data

• Hazardous Substances Data: 1261835-37-3(Hazardous Substances Data)

Upstream product

• 129946-88-9 Umemoto's reagent 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 
• 91-16-7 1,2-dimethoxybenzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 67-56-1 methanol 
• 261951-78-4 1-fluoro-2-methoxy-4-(trifluoromethyl)benzene 
• 93-07-2 Veratric acid 
• 120120-26-5 (trifluoromethyl)triethylsilane 
• 75-63-8 Bromotrifluoromethane 
• 5460-32-2 1-iodo-3,4-dimethoxybenzene 
• 2926-29-6 Langlois reagent 
• 887144-97-0 Togni's reagent 
• 2314-97-8 iodotrifluoromethane 

Downstream Products

• 34636-92-5 2-methoxy-5-(trifluoromethyl)benzonitrile 
• 132927-08-3 2-methoxy-4-trifluoromethyl-benzonitrile 

Relevant articles and documents

Deoxyfluorination of acyl fluorides to trifluoromethyl compounds by FLUOLEAD/Olah's reagent under solvent-free conditions

A new protocol enabling the formation of trifluoromethyl compounds from acyl fluorides has been developed. The combination of FLUOLEAD and Olah's reagent in solvent-free conditions at 70 °C initiated the significant deoxyfluorination of the acyl fluorides and resulted in the corresponding trifluoromethyl products with high yields (up to 99%). This strategy showed a great tolerance for various acyl fluorides containing aryloyl, (heteroaryl)oyl, or aliphatic acyl moieties, providing good to excellent yields of the trifluoromethyl products. Synthetic drug-like molecules were also transformed into the corresponding trifluoromethyl compounds under the same reaction conditions. A reaction mechanism is proposed.

TCDA: Practical Synthesis and Application in the Trifluoromethylation of Arenes and Heteroarenes

A practical synthesis of the reagent trimethylsilyl chlorodifluoroacetate (TCDA) is reported on 50 g scale. The trifluoromethylation with TCDA was optimized, and the reaction shows very broad scope with respect to electron-deficient, -neutral, -rich aryl/heteroaryl iodides, as well as excellent functional group tolerability, such as ester, amide, aldehyde, hydroxyl, and carboxylic acid. The reagent was also applied to the late-stage trifluoromethylation of three medicinally relevant compounds. Additionally, the building block trifluoromethylpyridine and one drug related molecule Boc-Fluoxetin were synthesized in 10 g scale by this method, demonstrating its practical applications in process chemistry.

Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution

Herein we describe a cation radical-accelerated-nucleophilic aromatic substitution (CRA-SNAr) of alkoxy arenes utilizing a highly oxidizing acridinium photoredox catalyst and acetone cyanohydrin, an inexpensive and commercially available cyanide source. This cyanation is selective for carbon-oxygen (C-O) bond functionalization and is applicable to a range of methoxyarenes and dimethoxyarenes. Furthermore, computational studies provide a model for predicting regioselectivity and chemoselectivity in competitive C-H and C-O cyanation of methoxyarene cation radicals.

METHOD FOR PREPARATION OF FLUORO, CHLORO AND FLUOROCHLORO ALKYLATED COMPOUNDS BY HOMOGENEOUS CATALYSIS

The invention discloses a method for preparation of fluoro, chloro and fluorochloro alkylated compounds by homogeneous Pd catalyzed fluoro, chloro and fluorochloro alkylation with fluoro, chloro and fluorochloroalkyl halides in the presence of di(1-adamantyl)-n-butylphosphine and in the presence of 2,2,6,6-tetramethylpiperidine 1-oxyl.