Related Products of 1038-95-5. Let’s face it, organic chemistry can seem difficult to learn. Especially from a beginner’s point of view. Like 1038-95-5, Name is Tri-p-tolylphosphine. In a document type is Article, introducing its new discovery.
Reaction of diphenylphosphane with glyoxylic acid hydrate in diethyl ether furnished diphenylphosphanylglycolic acid 1 and in a 1:2 molar ratio almost quantitatively the zwitterionic phosphonioglycolic acid glycolate 2. Tertiary phosphanes with aryl or alkyl groups (phenyl, m/p-tolyl, p-anisyl, n-butyl, tert-butyl) react similarly to triorganylphosphonioglycolates 3a-h, which like 2 precipitate from the etheral solutions of the reactants. Tri-n- butylphosphonioglycolate (3e) forms an ionic liquid and tri-tert- butylphosphonioglycolate (3f) a viscous product whereas the other phosphonioglycolates are solids. Yields and stabilities of 3a-e increase with the P-basicity of the starting phosphane whereas bulky groups like tert-butyl cause destabilization. Compound 2 is the most stable phosphonioglycolate with only minor amounts of 1 in the solvolysis equilibrium in D2O. The triaryl and tributylphosphonioglycolates 3a-f decompose in protic solvents with recovery of tertiary phosphanes. On heating at 100 C the compounds decompose to the corresponding phosphine oxides, minor amounts of glycolic acid and unidentified products.
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Reference：
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate