13541-18-9

Basic information

• Product Name: 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one
• Synonyms: 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one
• CAS NO: 13541-18-9
• Molecular Formula: C9H6BrF3O
• Molecular Weight: 267.045
• Mol File: 13541-18-9.mol
• Article Data: 30

Chemical Properties

• Melting Point: 60 - 61 °C
• CAS DataBase Reference: 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one(13541-18-9)
• EPA Substance Registry System: 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one(13541-18-9)

Safety Data

• Hazardous Substances Data: 13541-18-9(Hazardous Substances Data)

Usage

Description

1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one, also known as 4-Bromo-3,3,3-trifluoroacetophenone, is a chemical compound that belongs to the class of aryl ketones. It is a white to off-white solid with a molecular formula of C9H6BrF3O and a molecular weight of 269.04 g/mol. 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one is characterized by its reactivity and unique properties, making it a valuable building block for the production of a wide range of compounds.

Uses

Used in Organic Synthesis:
1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one is used as a reagent in organic synthesis for its versatile intermediate properties, allowing for the creation of various pharmaceuticals and agrochemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(4-bromophenyl)-3,3,3-trifluoropropan-1-one is used as a key intermediate in the development of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, this compound serves as an essential intermediate for the synthesis of various products, playing a crucial role in the development of agricultural chemicals to improve crop protection and yield.

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 1122-91-4 4-bromo-benzaldehyde 
• 342808-62-2 1-(4-bromophenyl)vinyl acetate 
• 2926-29-6 Langlois reagent 
• 73387-60-7 1-(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 887144-94-7 Togni's reagent II 
• 55991-66-7 1-(4-bromophenyl)-1-(trimethylsilyloxy)ethylene 
• 99-90-1 para-bromoacetophenone 
• 407-25-0 trifluoroacetic anhydride 
• 64929-35-7 3-(4-bromophenyl)-3-oxopropanoic acid 
• 1374152-33-6 1-(1-azido-2-iodoethyl)-4-bromobenzene 
• 89108-50-9 1-(1-azidovinyl)-4-bromobenzene 

Relevant articles and documents

Scissoring Enaminone C=C Double Bond by Free Radical Process for the Synthesis of α-Trifluoromethyl Ketones with CF3SO2Na

The C=C double bond cleavage on tertiary enaminones, enabling the formation of a new C-CF3 bond, has been realized as a practical method for the synthesis of α-trifluoromethyl ketones with only the promotion of TBHP and ambient heating. Control experiments support that the reactions proceed via a featured free radical process. The deuterium labeling experiment employing D2O indicates that water participated in the product formation by donating the hydrogen atom for the newly generated α-C-H bond in the product.

Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates

The electrochemical synthesis of fluorinated ketones from enol acetates and RfSO2Na in an undivided cell under constant current conditions was developed. The electrosynthesis proceeded via perfluoroalkyl radical generation from sodium perfluoroalkyl sulfinate followed by addition to the enol acetate and transformation of the resulting C radical to a fluorinated ketone. The method is applicable to a wide range of enol acetates and results in the desired products in yields of 20 to 85%.

Regioselective Gold-Catalyzed Hydration of CF3- and SF5-alkynes

The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.