6500-37-4

Basic information

• Product Name: 1-NAPHTHYL TRIFLUOROMETHYL KETONE
• Synonyms: 1-NAPHTHYL TRIFLUOROMETHYL KETONE;1-TRIFLUOROACETYLNAPHTHALENE;2,2,2-TRIFLUORO-1-NAPHTHALEN-1-YL-ETHANONE;1-(1-Naphtyl)-2,2,2-trifluoroethanone;1-Naphtyl(trifluoromethyl) ketone
• CAS NO: 6500-37-4
• Molecular Formula: C₁₂H₇F₃O
• Molecular Weight: 224.18
• Mol File: 6500-37-4.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 284°C at 760 mmHg
• Flash Point: 126.3°C
• Appearance: /
• Density: 1.307g/cm³
• Vapor Pressure: 0.00305mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-NAPHTHYL TRIFLUOROMETHYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHYL TRIFLUOROMETHYL KETONE(6500-37-4)
• EPA Substance Registry System: 1-NAPHTHYL TRIFLUOROMETHYL KETONE(6500-37-4)

Safety Data

• Hazardous Substances Data: 6500-37-4(Hazardous Substances Data)

Usage

Structure

A ketone derivative with a trifluoromethyl group attached to a naphthalene ring.

Usage

Commonly used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals.

Biological and pharmacological properties

Has potential antimicrobial, antifungal, and anti-inflammatory effects.

Other applications

Has been investigated for use as a fluorescent dye and in the development of new materials for various applications.

InChI:InChI=1/C12H7F3O/c13-12(14,15)11(16)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

Upstream product

• 703-55-9 1-naphthylmagnesiumbromide 
• 76-05-1 trifluoroacetic acid 
• 91-20-3 naphthalene 
• 96254-05-6 2-(trifluoroacetyloxy)pyridine 
• 500-73-2 phenyl trifluoroacetate 
• 13922-41-3 1-Naphthylboronic acid 
• 66-77-3 1-naphthaldehyde 
• 17556-44-4 2,2,2-trifluoro-1-(1-naphthyl)ethanol 
• 2459-24-7 methyl 1-naphthoate 
• 86-55-5 1-naphthalenecarboxylic acid 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 75-46-7 trifluoromethan 
• 181820-18-8 S-(tert-butyl)trifluorothioacetate 
• 4780-79-4 1-naphthalene methanol 

Downstream Products

• 112260-69-2 2-fluoro-1-(naphthalen-1-yl)ethanone 
• 715-80-0 2,2-difluoro-1-(naphthalen-1-yl)ethan-1-one 
• 123492-58-0 C₁₉H₁₄F₃NO₃S 
• 17556-44-4 2,2,2-trifluoro-1-(1-naphthyl)ethanol 

Relevant articles and documents

Trifluoromethylation of Benzoic Acids: An Access to Aryl Trifluoromethyl Ketones

The trifluoromethylation of benzoic acids with TMSCF3 was achieved through nucleophilic substitution with the use of anhydrides as an in situ activating reagent. Under the reaction conditions, a wide range of carboxylic acids including the bioactive ones worked well, thus providing a facile and efficient method for preparing aryl trifluoromethyl ketones from the readily available starting materials.

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.

Catalytic Oxidation of Alcohols Using a 2,2,6,6-Tetramethylpiperidine-N-hydroxyammonium Cation

The oxidation of alcohols to aldehydes, ketones, and carboxylic acids is reported using 2,2,6,6-tetramethylpiperidine-4-acetamido-hydroxyammonium tetrafluoroborate as a catalyst in conjunction with sodium hypochlorite pentahydrate as a terminal oxidant. The reaction is generally complete within 30–120 min using an acetonitrile/water mix as the solvent, and no additives are required. Product yields are good to excellent and of particular note is that the methodology can be used to access aryl α-trifluoromethyl ketones.