16184-89-7

Basic information

• Product Name: 4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE
• Synonyms: 4-BROMO-ALPHA,ALPHA,ALPHA-TRIFLUOROACETOPHENONE;4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE;4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE, >=98%;1-(4-Bromophenyl)-2,2,2-trifluoroethanone;4-bromo-α,α,α-trifluoroacetophenone;4'-Bromo-2,2,2-trifluoroacetophenone 99%;1-(4-broMophenyl)-2,2,2-trifluoro-1-ethanone;1-(4-Bromophenyl)-2,2,2-trifluoroethan-1-one
• CAS NO: 16184-89-7
• Molecular Formula: C₈H₄BrF₃O
• Molecular Weight: 253.02
• EINECS: 1592732-453-0
• Product Categories: Building Blocks;C7 to C8;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks;Fluorine series
• Mol File: 16184-89-7.mol
• Article Data: 34

Chemical Properties

• Melting Point: 26-30 °C(lit.)
• Boiling Point: 95 °C4 mm Hg(lit.)
• Flash Point: 205 °F
• Appearance: pale yellow transparent liquid
• Density: 1.662 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0845mmHg at 25°C
• Refractive Index: 1.4610 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Slightly soluble in water.
• Sensitive: Moisture Sensitive
• BRN: 1956460
• CAS DataBase Reference: 4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE(16184-89-7)
• EPA Substance Registry System: 4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE(16184-89-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 16184-89-7(Hazardous Substances Data)

Usage

Description

4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE is a clear light yellow liquid with unique chemical properties that make it valuable in various applications across different industries.

Uses

Used in Pharmaceutical Industry:
4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE is used as a key intermediate in the synthesis of carbonyl-bridged bithiazole derivatives, which are important compounds in the development of pharmaceuticals targeting various medical conditions.
Used in Obesity Treatment:
4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE is used as a reagent for synthesizing MK-5046, a selective Bombesin receptor subtype-3 agonist. 4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE is utilized in the treatment of obesity, helping to regulate appetite and promote weight loss.
Used in Chemical Synthesis:
4'-BROMO-2,2,2-TRIFLUOROACETOPHENONE, due to its unique chemical structure, is also employed in various chemical synthesis processes, particularly in the creation of novel compounds with potential applications in different industries, such as materials science and agrochemicals.

InChI:InChI=1/C10H9F3O/c1-2-9(14)7-5-3-4-6-8(7)10(11,12)13/h3-6H,2H2,1H3

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 22480-64-4 4-bromophenyllithium 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 407-25-0 trifluoroacetic anhydride 
• 16261-79-3 O₂NCF₂C(4-Br-C₆H₄)(OH)CF₃ 
• 106-37-6 1.4-dibromobenzene 
• 108-86-1 bromobenzene 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 80418-12-8 1-(4-bromo-phenyl)-2,2,2-trifluoro-ethanol 
• 583-53-9 2,3-dibromobenzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 586-75-4 4-chlorobenzoyl chloride 
• 104863-67-4 N-methoxy-N-methyltrifluoroacetamide 
• 1122-91-4 4-bromo-benzaldehyde 

Downstream Products

• 35462-59-0 1-bromo-4-(2,2,2-trifluoro-1-trifluoromethyl-ethyl)-benzene 
• 122243-28-1 2‐(4‐bromophenyl)‐1,1,1‐trifluoropropan‐2‐ol 
• 80418-12-8 1-(4-bromo-phenyl)-2,2,2-trifluoro-ethanol 
• 80418-12-8 (R)-1-(4-bromophenyl)-2,2,2-trifluoroethanol 
• 76911-73-4 (S)-1-(4-bromophenyl)-2,2,2-trifluoroethan-1-ol 
• 70783-32-3 2,2,2-trifluoro-1-(4-phenoxyphenyl)-ethanone 
• 413598-07-9 ((1-(4-bromophenyl)-2,2-difluorovinyl)oxy)trimethylsilane 
• 842169-72-6 [1-(4-bromophenyl)-2,2,2-trifluoroethyl]amine hydrochloride 
• 902453-28-5 N-[1-(4-bromophenyl)-1-ethoxy-2,2,2-trifluoroethyl]-P,P-diphenylphosphinic amide 
• 1011484-02-8 N-[(1R)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-S-methyl-L-cysteine 
• 1011484-01-7 N-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-S-methyl-L-cysteine 
• 935265-36-4 1-(4-(2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazol-5-yl)phenyl)-2,2,2-trifluoroethanone 
• 945428-26-2 1-(1-(4-bromophenyl)-2,2,2-trifluoroethylidene)hydrazine 

Relevant articles and documents

Enantioselective Synthesis of Trifluoromethyl α,β-Unsaturated δ-Lactones via Vinylogous Aldol-Lactonization Cascade

The novel vinylogous aldol-lactonization cascade of alkylidene oxindole with trifluoromethyl ketones is presented. The reaction, catalyzed by a bifunctional tertiary amine, provides an efficient application of the vinylogous reactivity of alkylidene oxindoles for the preparation of enantioenriched trifluoromethylated α,β-unsaturated δ-lactones.

Direct Synthesis of Tri-/Difluoromethyl Ketones from Carboxylic Acids by Cross-Coupling with Acyloxyphosphonium Ions

A simple and straightforward approach to the synthesis of trifluoromethyl and difluoromethyl ketones from widely available carboxylic acids is disclosed. The transformation utilizes an acyloxyphosphonium ion as the active electrophile, conveniently generated in situ from the carboxylic acid substrate by using commodity chemicals. The utility of the reaction system is exemplified by its chemoselectivity, with tolerance to a variety of important functional groups. The late-stage functionalization of carboxylic acid active pharmaceutical ingredients and pharmaceutically relevant compounds is also discussed.

Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization

Alkenes, ethers, and alcohols account for a significant percentage of bulk reagents available to the chemistry community. The petrochemical, pharmaceutical, and agrochemical industries each consume gigagrams of these materials as fuels and solvents each year. However, the utilization of such materials as building blocks for the construction of complex small molecules is limited by the necessity of prefunctionalization to achieve chemoselective reactivity. Herein, we report the implementation of efficient, sustainable, diaryl ketone hydrogen-atom transfer (HAT) catalysis to activate native C-H bonds for multicomponent dicarbofunctionalization of alkenes. The ability to forge new carbon-carbon bonds between reagents typically viewed as commodity solvents provides a new, more atom-economic outlook for organic synthesis. Through detailed experimental and computational investigation, the critical effect of hydrogen bonding on the reactivity of this transformation was uncovered.