715-80-0

Basic information

• Product Name: Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)
• Synonyms: Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI);2,2-Difluoro-1-naphthalen-1-yl-ethanone
• CAS NO: 715-80-0
• Molecular Formula: C12H8F2O
• Molecular Weight: 206.1881264
• Product Categories: ACETYLHALIDE
• Mol File: 715-80-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)(715-80-0)
• EPA Substance Registry System: Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)(715-80-0)

Safety Data

• Hazardous Substances Data: 715-80-0(Hazardous Substances Data)

Upstream product

• 686-11-3 N,N-diethyl-2,2-difluoroacetamide 
• 90-11-9 1-Bromonaphthalene 
• 413598-04-6 (2,2-difluoro-1-naphthalen-1-yl-vinyloxy)-trimethyl-silane 
• 6500-37-4 2,2,2-trifluoro-1-(naphthalen-1-yl)ethanone 
• 1200401-13-3 C₁₃H₁₁F₂N 
• 1195886-74-8 1-(2,2-difluoro-1-((2-methoxyethoxy)methoxy)vinyl)naphthalene 
• 76103-97-4 3-(naphthalene-1-yl)-3-oxopropanoic acid 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 86-55-5 1-naphthalenecarboxylic acid 
• 65864-64-4 trimethyl(difluoromethyl)silane 
• 14040-11-0 tungsten hexacarbonyl 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 13922-41-3 1-Naphthylboronic acid 

Downstream Products

• 112260-69-2 2-fluoro-1-(naphthalen-1-yl)ethanone 

Relevant articles and documents

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Controllable catalytic difluorocarbene transfer enables access to diversified fluoroalkylated arenes

Difluorocarbene has important applications in pharmaceuticals, agrochemicals and materials, but all these applications proceed using just a few types of reaction by taking advantage of its intrinsic electrophilicity. Here, we report a palladium-catalysed strategy that confers the formed palladium difluorocarbene (Pd=CF2) species with both nucleophilicity and electrophilicity by switching the valence state of the palladium centre (Pd(0) and Pd(ii), respectively). Controllable catalytic difluorocarbene transfer occurs between readily available arylboronic acids and the difluorocarbene precursor diethyl bromodifluoromethylphosphonate (BrCF2PO(OEt)2). From just this simple fluorine source, difluorocarbene transfer enables access to four types of product: difluoromethylated and tetrafluoroethylated arenes and their corresponding fluoroalkylated ketones. The transfer can also be applied to the modification of pharmaceuticals and agrochemicals as well as the one-pot diversified synthesis of fluorinated compounds. Mechanistic and computational studies consistently reveal that competition between nucleophilic and electrophilic palladium difluorocarbene ([Pd]=CF2) is the key factor controlling the catalytic difluorocarbene transfer.

Difluoromethylation of carboxylic acids via the addition of difluorinated phosphorus ylide to acyl chlorides

A one-step protocol for the difluoromethylation of carboxylic acids is described. The reaction involves the interaction of intermediate acyl chlorides with in situ generated difluorinated phosphorus ylide Ph3P=CF2. Aromatic acids can be selectively transformed within one step either to bis-difluoromethylated alcohols or to difluorinated ketones depending on the particular reaction conditions. For bulky α-branched carboxylic acids, only ketones are produced.