929099-06-9

Basic information

• Product Name: 1-(3,5-DIMETHOXYPHENYL)-2,2,2-TRIFLUOROETHANONE
• Synonyms: 1-(3,5-DIMETHOXYPHENYL)-2,2,2-TRIFLUOROETHANONE
• CAS NO: 929099-06-9
• Molecular Formula: C₁₀H₉F₃O₃
• Molecular Weight: 234.17
• Mol File: 929099-06-9.mol

Chemical Properties

• Boiling Point: 256.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.263±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-(3,5-DIMETHOXYPHENYL)-2,2,2-TRIFLUOROETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,5-DIMETHOXYPHENYL)-2,2,2-TRIFLUOROETHANONE(929099-06-9)
• EPA Substance Registry System: 1-(3,5-DIMETHOXYPHENYL)-2,2,2-TRIFLUOROETHANONE(929099-06-9)

Safety Data

• Hazardous Substances Data: 929099-06-9(Hazardous Substances Data)

Usage

Family

Trifluoromethyl ketones

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Potential Applications

a. Antipsychotic drug
b. Treatment of depression, anxiety, and other psychiatric disorders

Research

Being studied for its potential therapeutic effects

Additional Use

Building block in organic synthesis for creating new chemical compounds

Upstream product

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Relevant articles and documents

[3-(Trifluoromethyl)-3H-diazirin-3-yl] coumarin as a carbene-generating photocross-linker with masked fluorogenic beacon

A coumarin-fused diazirine photolabeling agent exhibited dramatic enhancement in fluorescence after cross-linking with the target protein. Fluorescence emission from the coumarin moiety was efficiently quenched by the diazirine group, and was then intensively recovered from photolysis treatment by irradiation with light at a wavelength of 365 nm.

Access to Aryl and Heteroaryl Trifluoromethyl Ketones from Aryl Bromides and Fluorosulfates with Stoichiometric CO

We report a sequential one-pot preparation of aromatic trifluoromethyl ketones starting from readily accessible aryl bromides and fluorosulfates, the latter easily prepared from the corresponding phenols. The methodology utilizes low pressure carbon monoxide generated ex situ from COgen to generate Weinreb amides as reactive intermediates that undergo monotrifluoromethylation affording the corresponding aromatic trifluoromethyl ketones (TFMKs) in good yields. The stoichiometric use of CO enables the possibility for accessing 13C-isotopically labeled TFMK by switching to the use of 13COgen.

Palladium-catalyzed fluoroacylation of (Hetero)arylboronic acid with fluorothioacetates at ambient temperature

A palladium-catalyzed fluoroacylation of (hetero)aryl boronic acid with the fluorothioacetates is described at ambient temperature. A variety of aryl, and heteroaryl boronic acids are compatible in the reaction, affording the corresponding fluoroalkyl ketones in moderate to good yields. Further late-stage di-, and trifluoroacylation of drug molecule clofibrate and estrone demonstrated the synthetic practicability of this protocol.2009 Elsevier Ltd. All rights reserved.

A Weinreb amide approach to the synthesis of trifluoromethylketones

A novel route to access trifluoromethylketones (TFMKs) from Weinreb amides is reported. This represents the first documented case of the Ruppert-Prakash reagent (TMS-CF3) reacting in a constructive manner with an amide and enables synthesis of TMFKs without risk of over-trifluoromethylation.