89438-78-8

Basic information

• Product Name: Phosphine oxide, ethenylmethylphenyl-, (S)-
• CAS NO: 89438-78-8
• Molecular Formula: C9H11OP
• Molecular Weight: 166.159
• Mol File: 89438-78-8.mol

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, ethenylmethylphenyl-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, ethenylmethylphenyl-, (S)-(89438-78-8)
• EPA Substance Registry System: Phosphine oxide, ethenylmethylphenyl-, (S)-(89438-78-8)

Safety Data

• Hazardous Substances Data: 89438-78-8(Hazardous Substances Data)

Upstream product

• 122768-21-2 Dimethyl-[2-((S)-methyl-phenyl-phosphinoyl)-ethyl]-amine 
• 77085-89-3 (-)-(S_P)-<(menthoxycarbonyl)methyl>phenylvinylphosphine oxide 
• 1826-67-1 vinyl magnesium bromide 
• 185855-11-2 (R)-1,2:5,6-di-O-cyclohexylidene-D-glucose methyl phenyl phosphinate 
• 6389-79-3 methyl methylphenylphosphinate 
• 5761-97-7 methyl(phenyl)phosphinic chloride 
• 77085-88-2 butoxy(phenyl)(vinyl)phosphine 
• 19315-13-0 methyl(phenyl)phosphineoxide 
• 120963-25-9 racemic methylphenylvinylphosphine oxide 

Downstream Products

• 134929-94-5 (2R,3aR)-6,6-Dimethyl-2-((R)-methyl-phenyl-phosphinoyl)-hexahydro-pyrrolo[1,2-b]isoxazole 
• 134929-95-6 (2S,3aS)-6,6-Dimethyl-2-((R)-methyl-phenyl-phosphinoyl)-hexahydro-pyrrolo[1,2-b]isoxazole 
• 119987-39-2 [(S)-(3,5-Dimethyl-hexyl)-methyl-phosphinoyl]-benzene 
• 119987-39-2 [(S)-(3,5-Dimethyl-hexyl)-methyl-phosphinoyl]-benzene 
• 123473-96-1 {(S)-[2-(Dihexyl-phosphinoyl)-ethyl]-methyl-phosphinoyl}-benzene 
• 153279-10-8 1-Bromo-3-[(E)-2-((S)-methyl-phenyl-phosphinoyl)-vinyl]-benzene 
• 124329-01-7 (β-menthoxyethyl)methylphenylphosphine oxide 
• 38234-89-8 C₁₆H₂₀O₂P₂ 
• 7617-40-5 (S,S)-1,2-Ethanediylbis(methylphenylphosphine oxide) 
• 123473-98-3 C₂₃H₂₆O₂P₂ 
• 119987-38-1 [(S)-Methyl-(3-methyl-pentyl)-phosphinoyl]-benzene 
• 123473-89-2 N,N,N'-Trimethyl-N'-[2-((S)-methyl-phenyl-phosphinoyl)-ethyl]-ethane-1,2-diamine 
• 123473-92-7 N¹-[2-((S)-Methyl-phenyl-phosphinoyl)-ethyl]-ethane-1,2-diamine 
• 89438-80-2 methyl(4-nonen-1-yl)phenylphosphine oxide 

Relevant articles and documents

Stereoselective catalytic synthesis of P-stereogenic oxides via hydrogenative kinetic resolution

A highly stereoselective catalytic method for the preparation of structurally diverse P-stereogenic oxides has been developed. The approach relies on the ability of rhodium complexes derived from an enantiopure P-OP ligand to kinetically resolve racemic α,β-unsaturated phosphane oxides by hydrogenation of the C= C motif and formation of highly enantioenriched (or even enantiopure) P-stereogenic oxides. The practicality of the methodology has been demonstrated by the preparation of potentially functional P-chiral molecules for catalytic enantioselective synthesis.

Practical synthesis of chiral vinylphosphine oxides by direct nucleophilic substitution. Stereodivergent synthesis of aminophosphine ligands

A practical synthesis of optically pure alkylphenylvinylphosphine oxides is described, utilizing a nucleophilic displacement at phosphorus to install the vinyl moiety. The products were used to prepare classes of P-stereogenic aminophosphine (PN) and aminohydroxyphosphine (PNO) ligands. Stereocontrol can be exerted at various stages of the synthesis, to provide specific combinations of chirality in the final product. The effect of the stereogenic phosphorus and match-mismatch of chiralities of PNO ligands were examined in the asymmetric ruthenium-catalyzed hydrogen transfer reduction of three aryl ketones.

Enantioselective catalysis, XVIII [1] the influence of non-coordinated stereocenters on the enantioselective hydrogenation

3,4-Bis{[2-(methyl-phenyl-oxophosphanyl)-ethyl]phenyl-phosphanyl} pyrrolidines have been synthesized by Michael Addition from the corresponding methyl-phenyl-vinyl-phosphane oxides and 3,4-bis(phenylphosphino)pyrrolidines. For purification of the ligands palladium complexes were used and with the enantiomerically pure ligands Rh complexes have been prepared. The catalyst has 6 stereogenic centers. In the hydrogenation of Z-α-acetamidocinnamic acid all six stereogenic centers have an influence on the enantioselectivity. The influence is strongest from the C stereocenters of the pyrrolidine ring. Less important are the stereogenic centers on the coordinated P atoms. The influence of the stereocenters on the non-coordinated P=O groups is the least, but it is not negligible. The ee values obtained with the ligands containing P=O groups are much lower than those obtained with ligands which are substituted only with aryl groups. Ketones are hydrogenated with only low ee's.

OPTICALLY ACTIVE PHOSPHINE OXIDES. 5. P-CHIRAL 2-AMINOETHYL PHOSPHINE OXIDES

Homochiral 2-aminoethyl phosphine oxides are expeditiously prepared by thermal addition of primary and secondary amines to (-)-(S)-methylphenylvinylphosphine oxide.Their transformation into optically active 2-aminoethyl phosphines and 2-aminoethyl phosphi

Optically Active Phosphine Oxides. 2. Novel Approach to Enantiomeric Dialkylphenylphosphine Oxides

New routes to optically active tertiary phosphine oxides of known configuration and of virtually 100percent enantiomeric purity have been developed.Alkylation of (-)-(SP)-ethyl((menthoxycarbonyl)methyl)phenylphosphine oxide (2) by treatment wit