66785-34-0

Upstream product

• 3246-80-8 9-phenyl-9H-xanthene 
• 923582-22-3 dimethyl sulfone cesium salt 
• 746-22-5 biphenylyl diphenyl methane cesium salt 
• 132020-26-9 1,3-Diphenylacetone O-methyloxime Cs⁽¹⁺⁾ salt 

Downstream Products

• 3246-80-8 9-phenyl-9H-xanthene 
• 132020-26-9 1,3-Diphenylacetone O-methyloxime Cs⁽¹⁺⁾ salt 
• 923582-22-3 dimethyl sulfone cesium salt 
• 746-22-5 biphenylyl diphenyl methane cesium salt 

Relevant academic research and scientific papers

Ion pair pKs of some amines: Extension of the computed lithium pK scale

The pK of p-(methylamino)biphenyl, 1, on our Li scale, pK(Li) = 22.09, compared to the cesium scale, pK(Cs) = 28.60. For hexamethyldisilazane, HMDS, pK(Li) = 23.05, pK(Cs) = 29.26. These results are those for the monomers in THF; corrections were made for dimers present in some cases. The pK(Li) of these two amines fit well the previously found correlation with Hartree-Fock calculations at 6-31+g(d) using RLi coordinated with three dimethyl ethers as a computational model for RLi in THF. The results are also compared with earlier pK(Li)s reported from equilibria with lithium amides in which aggregation was not considered.

Equilibrium acidities of some sulfones and sulfoxides in tetrahydrofuran

Ion pair acidities are reported in tetrahydrofuran (THF) solution for the lithium and cesium salts of several sulfones and one sulfoxide. These salts are shown to be monomeric in the THF solutions studied. Thermodynamic constants are reported for several salts. The results and some conductivity studies show that both the lithium and cesium salts are contact ion pairs in THF. Because of ion association the relative pKs are slightly lower for cesium salts and much lower for lithium salts than for the free ions in DMSO solution.

Carbon Acidity. 79. Acidity of Enolate Equivalent Compounds: Oxime Ethers

A series of benzylic oxime ethers were synthesized (CH3ON=C(CH2Ar)2, Ar = phenyl (1), 4-biphenylyl (2), 1-naphthyl (3), and the equilibrium ion pair acidities in THF were determined.The lithium ion pair acidity of 1 was found to be approximately 5 pK units lower than the corresponding cesium ion pair acidity.The oxime ethers are approximately 10 orders of magnitude less acidic than their corresponding ketones for cesium ion pairs.Thermodynamic parameters for the equilibrium acidities were measured and are consistent for contact ion pair monomers being the important species in solution.An aggregation study also indicated that these cesium oxime ether enolates exist mainly as ion pair monomers.The role of gegenion in the stability of oxime ether anions is discussed.