318-46-7

Basic information

• Product Name: 2-(TRIFLUOROACETYL)-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
• Synonyms: 2-TRIFLUOROACETYL-1-TETRALONE;2-(TRIFLUOROACETYL)-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
• CAS NO: 318-46-7
• Molecular Formula: C₁₂H₉F₃O₂
• Molecular Weight: 242.19
• Mol File: 318-46-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 49 °C
• Boiling Point: 310.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.342±0.06 g/cm3(Predicted)
• PKA: 6.48±0.20(Predicted)
• CAS DataBase Reference: 2-(TRIFLUOROACETYL)-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIFLUOROACETYL)-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE(318-46-7)
• EPA Substance Registry System: 2-(TRIFLUOROACETYL)-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE(318-46-7)

Safety Data

• Hazardous Substances Data: 318-46-7(Hazardous Substances Data)

Usage

Appearance

White to off-white crystalline powder, which describes the physical form and color of the compound.

Melting point

112-115°C, which is the temperature range at which the compound changes from a solid to a liquid state.

Solubility

Soluble in various organic solvents such as methanol, ethanol, and acetone, which indicates the compound's ability to dissolve in certain liquids.

Uses

Often used as an intermediate in the production of various pharmaceuticals and agrochemicals, which highlights the compound's role in the synthesis of other chemicals.

Synthesis

Mainly used as a building block in the synthesis of other complex organic compounds, which indicates that the compound is a precursor or a starting material in the production of more complex molecules.

Safety

Can be irritant to the skin, eyes, and respiratory system, which emphasizes the need for proper handling and safety precautions when working with this chemical.

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 

Downstream Products

• 1581726-23-9 C₁₅H₉F₃N₂S 

Relevant articles and documents

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Highly selective trifluoroacetic ester/ketone metathesis: An efficient approach to trifluoromethyl ketones and esters

A highly selective and atom efficient 'trifluoroacetic ester/ketone metathesis' has been sincerely witnessed. Enolizable alkyl (at least two non-hydrogen atoms) aryl ketones were found to react readily with ethyl trifluoroacetate under the promotion of NaH to afford trifluoroacetic ester/ketone exchange products, trifluoromethyl ketones (TFMKs), and aromatic acid esters, which were quite different from the general Claisen condensation products, 1,3-diketones. The outcome of the reaction between ketone and ethyl trifluoroacetate is strongly related to the structures of substrates, the steric congestion caused by alkyl group is in favor of the C-C bond cleavage. DFT investigation further disclosed that the metathesis reaction was a kinetically favored pathway. Using only a slight excess of cheap trifluoromethylation reagent, simple operation and mild conditions make it a practical method for preparation of TFMKs on large scale, as well as a new choice of converting aryl alkyl ketones to aromatic acid esters.

Synthesis of trifluoromethyl ketones via tandem Claisen condensation and retro-Claisen C-C bond-cleavage reaction

A highly efficient, operationally simple approach to trifluoromethyl ketones has been developed that builds on the use of a tandem process involving Claisen condensation and retro-Claisen C-C bond cleavage reaction. Enolizable alkyl phenyl ketones were found to react readily with ethyl trifuoroacetate under the promotion of NaH to afford trifluoroacetic ester/ketone exchange products, trifluoromethyl ketones, which were quite different from the general Claisen condensation products, β-diketones. This procedure uses readily available starting materials and can be extended to the preparation of perfluoroalkyl ketones in excellent yield.