Organothallium Compounds. XV. Thallation of Polyfluoroaromatic Compounds

1979 ◽  
Vol 32 (4) ◽  
pp. 737 ◽  
Author(s):  
GB Deacon ◽  
D Tunaley
Keyword(s):  
Trifluoroacetic Acid ◽  
Sodium Acetate ◽  
Room Temperature ◽  
Sodium Iodide ◽  
Trifluoromethanesulfonic Acid ◽  
Boiling Water ◽  
Similar Reaction ◽  
Aqueous Sodium ◽  
Organothallium Compounds

Thallic trifluoromethanesulfonate has been prepared by reaction of trifluoromethanesulfonic acid with either thallic oxide or solutions of thallic trifluoroacetate in trifluoroacetic acid, and has been isolated as the trihydrate on crystallization fromnitromethane. The polyfluoroarenes,p-CH3OC6F4H, p-CH3C6F4H, m-H2C6F4, o-H2C6F4, p-H2C6F4, C6F5H, 1,3,5-F3C6H3 or 1,2,4-F3C6H3, have been thallated by thallic trifluoromethanesulfonate in trifluoroacetic acid, giving the corresponding poly- fluorophenylthallium(III) bis(trifluoromethanesulfonates), which have been characterized spectroscopically and by conversion into the corresponding (polyfluoro)iodobenzenes on treatment with sodium iodide. Only slight thallation of m-BrC6F4H and m-O2NC6F4H was observed. By contrast with thallic trifluoromethanesulfonate, thallic trifluoroacetate in trifluoroacetic acid induced little thallation of the most reactive polyfluorobenzene, p-CH3OC6F4H. Thallic trifluoromethanesulfonate also thallated p-CH3OC6F4H in nitromethane, sulfolane, and with the substrate as solvent, but p-CH3C6F4H failed to react. Treatment of the polyfluorophenylthallium(III) bis(trifluoromethane- sulfonates) with boiling aqueous sodium acetate caused symmetrization into the corresponding acetatobis(polyfluorophenyl)thallium(III) compounds. A similar reaction between 2,4,6-trifluoro- phenylthallium(III) bis(trifluoromethanesulfonate) and sodium acetate at room temperature yielded 2,4,6-trifluorophenylthallium(III) diacetate. 2,3,4,6-Tetrafluorophenylthallium(III) bis(trifluor0- methanesulfonate) was converted by boiling water into bis(2,3,4,6-tetrafluorophenyl)thallium(III) trifluoromethanesulfonate.

Organothallium compounds. XVIII. The effect of antimony pentafluoride and fluorosulfuric acid on the thallation of polyfluoroarenes

1982 ◽  
Vol 35 (8) ◽  
pp. 1587 ◽  
Author(s):  
GB Deacon ◽  
RNM Smith
Keyword(s):  
Boron Trifluoride ◽  
Sodium Iodide ◽  
Boron Trifluoride Etherate ◽  
Antimony Pentafluoride ◽  
Aqueous Sodium ◽  
Organothallium Compounds

The polyfluoroarenes m-H2C6F4, m-O2NC6F4H, m- and p-BrC6F4H, (p-HC6F4)2, C6F5H, 1,3,5-F3C6H3 and m-FSO2C6F4H have been thallated by thallic trifluoroacetate in fluorosulfuric acid in the presence of antimony pentafluoride. Substantial dithallation of m-H2F4 and 1,3,5-F3C6H3 and slight trithallation of the latter have been achieved. The products were identified by conversion into the corresponding polyfluoroiodoarenes on reaction with aqueous sodium iodide. From the reaction with pentafluorobenzene, pentafluorophenylthallium(III) species have been characterized. 1,2,4,5-Tetrafluoro-3-methoxybenzene was thallated by thallic trifluoroacetate in 1,2-dichloroethane in the presence of boron trifluoride etherate, but C6F5H and p-MeC6F4H failed to react.

EUROPIUM OXALATE ION ASSOCIATION IN WATER

1966 ◽  
Vol 44 (24) ◽  
pp. 3057-3062 ◽  
Author(s):  
P. G. Manning
Keyword(s):  
Acetic Acid ◽  
Ionic Strength ◽  
Stability Constant ◽  
Stability Constants ◽  
Aqueous Phase ◽  
Sodium Acetate ◽  
Ion Association ◽  
Sodium Oxalate ◽  
Aqueous Sodium ◽  
Oxalate Ion

The partitioning of radiotracer 152/151Eu between aqueous sodium oxalate (Na2L) solutions and toluene solutions of thenoyltrifluoroacetone (HTTA) has been studied as a function of the oxalate concentration. The pH of the aqueous phase was controlled by means of sodium acetate – acetic acid mixtures and the ionic strength (I) by NaCl or NaClO4.At low ionic strengths (~0.05) and [L] ~10−4 M EuL+ formed, but at I = 0.95 and [L] ~10−3 M EuL2− also formed. Stability constants for the 1:1 and 1:2 (metal:ligand) complexes are reported.The magnitudes of the stepwise stability constant ratios are discussed.

Effect on Vulcanized Rubber Compounds of Immersion in Boiling Water

1931 ◽  
Vol 4 (3) ◽  
pp. 426-436
Author(s):  
K. J. Soule
Keyword(s):  
Water Absorption ◽  
Room Temperature ◽  
Anomalous Behavior ◽  
Boiling Water ◽  
Vulcanized Rubber ◽  
Rubber Compounds ◽  
Different Temperatures ◽  
Actual Change

Abstract Further work is very desirable on the effect of different accelerators, antioxidants, and fluxes. It is possible that their study will throw more light on the mechanism of the swelling phenomena, and also help to explain the anomalous behavior of some of the fillers tested. It would also seem to be worth while to study the action of a few selected stocks in water, at several temperatures between room temperature and 100° C., to determine if the water absorption and swelling merely increase with rising temperatures, or whether there might be an actual change in behavior at different temperatures.

Room-temperature phosphorescence of compounds adsorbed on sodium acetate

1977 ◽  
Vol 49 (14) ◽  
pp. 2164-2169 ◽  
Author(s):  
R. M. A. Von Wandruszka ◽  
R. J. Hurtubise
Keyword(s):  
Sodium Acetate ◽  
Room Temperature ◽  
Room Temperature Phosphorescence

Synthesis of Novel Isoquinolino[5,4-ab]phenanthridine Derivatives via Pictet–Spengler Reaction

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1377-1382
Author(s):  
Tzenge-Lien Shih ◽  
Min-Chen Tsai ◽  
Pei Huang ◽  
Liang Syu
Keyword(s):  
Phosphoric Acid ◽  
Trifluoroacetic Acid ◽  
Trifluoromethanesulfonic Acid ◽  
Acidic Media

The reaction of 5-amino-2-[2-(dimethylamino)ethyl]-6-phenyl-1H-benzo[de]isoquinoline-1,3(2H)-dione with a series of aldehydes in acidic media (phosphoric acid, trifluoromethanesulfonic acid, and trifluoroacetic acid) is described. This key step is based on the Pictet–Spengler reaction to synthesize ten novel isoquinolino[5,4-ab]phenanthridine derivatives. The most effective acid is phosphoric acid and optimized yields were obtained. The frameworks of target compounds are unique and have never been reported.

Teachers for the New Millennium

2011 ◽  
pp. 1757-1760
Author(s):  
James Lerman
Keyword(s):  
Room Temperature ◽  
Boiling Water ◽  
New Millennium

They say if you drop a live frog into a pot of boiling water, it will jump right out. But, if you place the same frog into a pot of water at room temperature and then gradually raise the flame under it, the frog will not notice the changes and remain in the pot until it is cooked.

Teachers for the New Millennium

2011 ◽  
pp. 2040-2043
Author(s):  
James Lerman
Keyword(s):  
Room Temperature ◽  
September 11 ◽  
Boiling Water ◽  
The Moon ◽  
The Future ◽  
New Millennium

They say if you drop a live frog into a pot of boiling water, it will jump right out. But, if you place the same frog into a pot of water at room temperature and then gradually raise the flame under it, the frog will not notice the changes and remain in the pot until it is cooked. Now, you might ask, what is the connection between a frog in a pot and what a millennium teacher should know and be able to do? My view of the connection is that there are events and processes happening around us every day. Most of the time, we do not pay them much attention because they occur so frequently or gradually that from moment to moment they do not seem to signify very much—like the gradually rising temperature in the pot of the cooking frog. Once in a great while, a potentially transformative event occurs and it makes us jump: September 11, Columbine, sending a man to the moon, or Y2K hysteria. Usually though, we conduct our routines and make our way through the day or the semester and tend to rely on the comfort of the familiar, seemingly unchanging, landscape. Yet, were we to carefully study and reflect upon that landscape, we might discern important trends that hold meaning for how we conduct ourselves presently, and in the future.

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