1800-42-6

Basic information

• Product Name: 2,2,2-TRIFLUORO-1-NAPHTHALEN-2-YL-ETHANONE
• Synonyms: 2,2,2-TRIFLUORO-1-NAPHTHALEN-2-YL-ETHANONE;2-TRIFLUOROACETYLNAPHTHALENE;2-NAPHTHYL TRIFLUOROMETHYL KETONE
• CAS NO: 1800-42-6
• Molecular Formula: C₁₂H₇F₃O
• Molecular Weight: 224.18
• Mol File: 1800-42-6.mol
• Article Data: 22

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
• CAS DataBase Reference: 2,2,2-TRIFLUORO-1-NAPHTHALEN-2-YL-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRIFLUORO-1-NAPHTHALEN-2-YL-ETHANONE(1800-42-6)
• EPA Substance Registry System: 2,2,2-TRIFLUORO-1-NAPHTHALEN-2-YL-ETHANONE(1800-42-6)

Safety Data

• Hazardous Substances Data: 1800-42-6(Hazardous Substances Data)

Usage

General Description

2,2,2-Trifluoro-1-naphthalen-2-yl-ethanone is a chemical compound with the formula C13H8F3O. It is a fluorinated aromatic ketone that is commonly used as a building block in organic synthesis. The compound is a white to light yellow solid with a strong, sweet odor. It is primarily used in the pharmaceutical and agrochemical industries as a key intermediate in the production of various chemical compounds. Its unique fluorinated structure and reactivity make it a valuable component in the development of new drugs and crop protection products. Additionally, the compound is used in research and development applications to study the behavior and properties of fluorine-containing molecules.

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

Upstream product

• 91-20-3 naphthalene 
• 96254-05-6 2-(trifluoroacetyloxy)pyridine 
• 500-73-2 phenyl trifluoroacetate 
• 32316-92-0 naphthalene-2-boronic acid 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 104863-67-4 N-methoxy-N-methyltrifluoroacetamide 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 93-09-4 naphthalene-2-carboxylate 
• 75-46-7 trifluoromethan 
• 2459-25-8 methyl naphthalene-2-carboxylate 
• 181820-18-8 S-(tert-butyl)trifluorothioacetate 
• 3007-91-8 ethyl-2-naphthoate 
• 66-99-9 β-naphthaldehyde 
• 13081-18-0 ethyl-3,3,3-trifluoropyruvate 

Downstream Products

• 71365-99-6 2-fluoro-1-(naphthalen-2-yl)ethan-1-one 

Relevant articles and documents

Highly enantioselective construction of CF3-bearing all-carbon quaternary stereocenters: Hiral spiro-fused bisoxazoline ligands with 1,1′-binaphthyl sidearm for asymmetric Michael-type Friedel-Crafts reaction

A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was prepared. The developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type Friedel-Crafts reaction, affording the products bearing a trifluoromethylated all-carbon quaternary stereocenter with moderate to excellent yields (up to 99%) and good to excellent enantioselectivies (up to > 99.9% ee). Moreover, a proposed model of chiral pocket revealed that the attack of indole from the Re-face of β-CF3-β-disubstituted nitroalkene was favorable.

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.