73367-78-9Relevant academic research and scientific papers
Synthesis and extraction ability of phosphorylated carboxylic acids
Turanov,Karandashev,Yarkevich,Orlova,Kharitonov,Tsvetkov
, p. 1061 - 1067 (2007/10/03)
A series of carboxylic acids containing a phosphinoyl group in the α-position relative to the carboxy group were synthesized and tested for extraction ability with respect to Sc, Ga, In, Tl(III), Y, Zr, Pd(II), Pb, Hg(II), and Bi from aqueous phase to 1,2
Novel Synthesis of ω-(Diphenylphosphinyl)alkylcarboxylic Acids from Triphenyl-ω-carboxyalkylphosphonium Salts
Narayanan, Kolazi S.,Berlin, K. Darrell
, p. 2240 - 2243 (2007/10/02)
A novel method for the synthesis of triphenylphosphonium salts of the type (C6H5)3P+(CH2)nCO2H,X- (1: n=2,3; X=Cl; n=5,10,11; X=Br) from the corresponding ω-haloalkylcarboxylic acids and triphenylphosphine has been described.When members of 1 were treated with NaH/Me2SO/THF at room temperature under N2, the corresponding ω-(diphenylphosphinyl)alkylcarboxylic acids 2 (n=3,5,10,11) were isolated.The yields were good (62-75percent) for compounds with longer side chains (n=10,11).In one case (n=3), (C6H5)3P was isolated as a side product (yield 20percent).Attempts to prepare the Wittig reagents from 1 and the subsequent reaction with aldehydes (benzaldehyde and 9-anthraldehyde) failed to yield the expected alkenes.However, members of 2 were produced, and it was possible to recover >90percent of the unreacted 9-anthraldehyde.The structures of the compounds in the series 1 and 2 have been established via the spectral properties and elemental analyses.The 31P and 13C chemical shifts as well as C-P coupling constants have been evaluated and analyzed.A tentative mechanism has been proposed for the formation of 2 from 1.
