2923-16-2

Basic information

• Product Name: Potassium trifluoroacetate
• Synonyms: POTASSIUM TRIFLUOROACETATE;TRIFLUOROACETIC ACID POTASSIUM SALT;TRIFLUOROACETIC ACID POTASSIUM;Potassium trifluoroacetate 98%;Potassiumtrifluoroacetate98%;Trifluoroacetic acid, potassium salt,98%;potassiuM 2,2,2-trifluoroacetate
• CAS NO: 2923-16-2
• Molecular Formula: C₂F₃O₂*K
• Molecular Weight: 152.11
• EINECS: 220-877-5
• Product Categories: top
• Mol File: 2923-16-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 140-142 °C(lit.)
• Boiling Point: 72.2 °C at 760 mmHg
• Appearance: /solid
• Density: 1.49 g/mL(lit.)
• Vapor Pressure: 96.2mmHg at 25°C
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: H2O: 0.1 g/mL, clear, colorless
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• Stability: Very Hygroscopic
• BRN: 3717603
• CAS DataBase Reference: Potassium trifluoroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Potassium trifluoroacetate(2923-16-2)
• EPA Substance Registry System: Potassium trifluoroacetate(2923-16-2)

Safety Data

• Hazard Codes: Xi,N,T+
• Statements: 36/37/38-50-28
• Safety Statements: 26-36-61-45-22-20-37
• RIDADR: 3288
• WGK Germany: 3
• F: 3-10
• TSCA: No
• HazardClass: IRRITANT, MOISTURE SENSITIVE, HY
• PackingGroup: II
• Hazardous Substances Data: 2923-16-2(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Uses

It is a reagent for preparation of aryl trifluoromethyl sulfides, by heating with the diaryl disulfide.

Flammability and Explosibility

Nonflammable

Purification Methods

To purify it, dissolve the salt in trifluoroacetic acid with ca 2% of trifluoroacetic anhydride, filter it and evaporate it carefully to dryness (avoid over heating), and finally dry it in a vacuum at 100o. It can be recrystallised from trifluoroacetic acid (solubility in the acid is ca 50.1%). [Simons & Lorentzen J Am Chem Soc 74 4746 1952, Hara & Cady J Am Chem Soc 76 4285 1954, Watt & Muga J Inorg Nucl Chem 9 166 1959, Beilstein 2 IV 458.]

InChI:InChI=1/C2HF3O2.K/c3-2(4,5)1(6)7;/h(H,6,7);/q;+1/p-1

Upstream product

• 76-05-1 trifluoroacetic acid 
• 124-38-9 carbon dioxide 
• 75-89-8 2,2,2-trifluoroethanol 
• 353-85-5 trifluoroacetonitrile 
• 164858-24-6 Pentafluorethylseleninsaeure 

Downstream Products

• 461-73-4 2-Methyl-2-butyl trifluoroacetate 
• 691-75-8 3-methyl-2-butyl trifluoroacetate 
• 108-43-0 3-monochlorophenol 
• 104410-90-4 tert-butyldimethylsilyl trifluoroacetate 
• 407-16-9 4-chlorophenyl trifluoromethyl sulfide 
• 352-68-1 4-trifluoromethylthiotoluene 
• 78914-94-0 4-methoxyphenyl trifluoromethylsulfide 
• 940-76-1 (4-fluorophenyl)(trifluoromethyl)thioether 
• 342638-02-2 2-(toluene-4-sulfonyl)-5-trifluoromethyl-2,3-dihydro-1H-isoindole 
• 213598-09-5 4-methoxy-3-(trifluoromethyl)benzoic acid 
• 651-94-5 α,α,α-trifluoro-2,4,6-trinitrotoluene 
• 75168-99-9 1-methoxy-2-[(trifluoromethyl)sulfanyl]benzene 
• 1644-87-7 1-nitro-2-[(trifluoromethyl)thio]benzene 
• 855921-71-0 [RuH(κ2-O2CCF3)(=C=CH2)(PCy3)2] 

Relevant articles and documents

Alkali metal trifluoroacetates for the nucleophilic trifluoromethylation of fullerenes

Fullerene C60 readily reacts with potassium and cesium trifluoroacetates yielding C60(CF3)–M+ salts, and subsequent acid hydrolysis gives ortho-C60(CF3)H. The reaction rate and the probability of the alternative reaction pathways strongly depend on the particular metal cation. Thus, the reactivity increases in the order Li 2- rather than CF3-functionalization of the fullerene, in good accordance with the hard/soft acids and bases theory. The nucleophilic trifluoromethylation is found to be applicable to other pristine fullerenes like C70 as well as to fullerene derivatives like p7mp-C70(CF3)10. It enables selective preparation of low trifluoromethylated fullerenes via regioselective consecutive trifluoromethylation under accurately controlled solution-phase conditions.

Recyclable Trifluoromethylation Reagents from Fluoroform

We present a strategy to rationally prepare CF3- transfer reagents at ambient temperature from HCF3. We demonstrate that a highly reactive CF3- adduct can be synthesized from alkali metal hydride, HCF3, and borazine Lewis acids in quantitative yield at room temperature. These nucleophilic reagents transfer CF3- to substrates without additional chemical activation, and after CF3 transfer, the free borazine is quantitatively regenerated. These features enable syntheses of popular nucleophilic, radical, and electrophilic trifluoromethylation reagents with complete recycling of the borazine Lewis acid.

TEMPO mediated oxidation of fluorinated alcohols to carboxylic acids

Fluorinated carboxylic acids (3a-f) have been prepared in good yield by oxidizing the corresponding alcohols (2a-f) in the presence of TEMPO (1) as catalyst, using oxidants like bleach and oxygen.