6591-08-8

Upstream product

• 708-96-3 phenyl-phosphonous acid ethyl ester-dimethylamide 
• 172487-18-2 ethyl Phenylphosphinate 
• 64-17-5 ethanol 
• 644-97-3 Dichlorophenylphosphine 
• 1779-48-2 phenylphosphinic acid 
• 30540-37-5 3,4-dimethyl-1-phenylphosphole-1-sulfide 
• 55499-33-7 2,4,5-triphenyl-1,3,2,4,5-dithiatriphospholane 4-sulfide 
• 5075-13-8 O-ethyl phenylphosphonochloridothioate 

Downstream Products

• 115414-21-6 5-deoxy-5-C-<(ethoxy)phenylphosphinothioyl>-1,2-O-isopropylidene-3-O-methyl-α-D-xylofuranose 
• 115414-25-0 5-deoxy-3-O-methyl-5-C-(phenylphosphinothioyl)-D-xylopyranose 
• 115414-23-8 5-deoxy-1,2-O-isopropylidene-3-O-methyl-5-C-phenylphosphinothioyl-α-D-xylofuranose 
• 39177-96-3 4-(ethoxy-phenyl-phosphinothioylsulfanyl)-morpholine 

Relevant academic research and scientific papers

Reactions of P_Cl compounds in presence of SMI2

Conversion of P-Cl to P-H and P-C bonds are induced by SmI2 in mild conditions. Especially phosphines oxides and sulfides are obtained in good yields.

Radical addition reactions of phosphorus hydrides: Tuning the reactivity of phosphorus hydrides, the use of microwaves and horner-wadsworth-emmons-type reactions

The reactivity of phosphorus hydrides in radical addition reactions are compared, and the substituents on phosphorus are shown to affect the efficiency of the reactions. The change in reactivity is attributed to the different bond dissociation energies of the P-H bonds, which have been calculated. Phosphorus hydrides with particularly weak P-H bonds are shown to undergo radical additions by microwave irradiation, in the absence of conventional initiators. These radical addition reactions produce phosphonothioates, phosphinothioates and phosphane sulfides, which react in HWE-type reactions, to afford substituted alkenes. copy; Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

PHOSPHORVERBINDUNGEN UNGEWOEHNLICHER KOORDINATION,6. ABFANGVERSUCHE VON PHENYL-THIOXO- UND PHENYL-SELENOXOPHOSPHAN MIT PROTISCHEN NUKLEOPHILEN

The thioxophosphole 6 undergoes Diels-Alder reaction with the triazolindiones 7a and b to the adducts 8a and b.Analogously 11a and b are formed from the selenoxophosphole 9 and the maleic acid derivatives 10a and b.The triazolindion reactions of 6, 9 and also of 12 suffer considerably under the presence of water.Apart from elemental sulfur and selenium on the one hand phosphole oxides (15) such as secondary products and triazolidindiones (19) on the other hand are formed.Thermolysis of the Diels-Alder adducts 8a and b in toluene proceeds under cycloreversion to 20 and phenyl thioxophosphan (21) which is trapped by alcohols (22,24) under production of phosphinothioates (23,25).Phenyl selenoxophosphane (27) is generated by photochemical decomposition of 11a and b.The trapping reaction with methanol leads to the phosphinoselenoate 29 which is transformed into the phosphonoselenoate 28 under the conditions of the photolysis.