38868-16-5

Basic information

• Product Name: Phosphine oxide, 1-cyclohexen-1-yldiphenyl-
• CAS NO: 38868-16-5
• Molecular Formula: C18H19OP
• Molecular Weight: 282.322
• Mol File: 38868-16-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, 1-cyclohexen-1-yldiphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, 1-cyclohexen-1-yldiphenyl-(38868-16-5)
• EPA Substance Registry System: Phosphine oxide, 1-cyclohexen-1-yldiphenyl-(38868-16-5)

Safety Data

• Hazardous Substances Data: 38868-16-5(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 65005-76-7 cyclohex-1-en-1-yl(triphenyl)phosphonium bromide 
• 1079-66-9 chloro-diphenylphosphine 
• 2044-08-8 1-bromocyclohex-1-ene 
• 4559-70-0 Diphenylphosphine oxide 
• 332402-27-4 dibromo(1-cyclohexenyl)phosphine 
• 13697-98-8 2-bromo-1-(dibromophosphino)cyclohexane 
• 110-83-8 cyclohexene 
• 61835-95-8 cyclohexanone 2,4,6-triisopropylbenzenesulphonylhydrazone 
• 603-35-0 triphenylphosphine 
• 75-89-8 2,2,2-trifluoroethanol 
• 82201-23-8 (1-cyclohexenyl)diphenylphosphine 

Downstream Products

• 69452-55-7 1,2-dibromocyclohexyl(diphenyl)phosphine oxide 
• 2321-87-1 Diphenyl-<2-hydroxy-cyclohexyl>-phosphinoxyd 
• 113954-77-1 1-(Diphenyl-phosphinoyl)-7-oxa-bicyclo[4.1.0]heptane 
• 13689-20-8 (cyclohexyl)diphenylphosphane oxide 

Relevant articles and documents

Copper-Catalyzed C?P Cross-Coupling of (Cyclo)alkenyl/Aryl Bromides and Secondary Phosphine Oxides with in situ Halogen Exchange

An efficient protocol for concurrent tandem halogen exchange/C?P cross-coupling of cycloalkenyl bromides and secondary phosphine oxides has been developed. The catalytic system is based on cheap and air-stable copper(I) iodide as the precatalyst, commercially available N,N’-dimethylethylenediamine as the ligand, and Cs2CO3 or K2CO3 as the base. The use of sodium iodide as an additive reduces the excessive use of organic bromides to near-stoichiometric by promoting the in situ transformation to the corresponding iodides. Diarylphosphine oxides undergo cycloalkenylation with 35–99 % yields and dicyclohexylphosphine oxide with 30–53 % yields. In the case of acyclic alkenyl bromides the cross-coupling products undergo conjugate addition of diphenylphosphine oxide and satisfying yields are observed only for internal olefins. In the case of aryl bromides satisfying yields (43–72 %) are observed only for sterically unhindered arenes or arenes possessing an ortho-directing group. Cycloalkenylphosphine oxides prepared in the cross-coupling reaction undergo base-catalyzed and base-promoted conjugate addition to give bis(phosphinoyl)cycloalkanes.

Synthesis of trivalent phosphorus derivatives by light-induced dibromophosphination of akenes

Light-induced dibromophosphination of alkenes was studied. Dehydrobromination of the synthesized bromoalkylphosphonous dibromides gave the corresponding dibromophosphinoalkenes which were converted into alkenylphosphonous acids and their cyclic esters, benzo[1,3,2]dioxaphospholes.

Reaction of Olefins with Dimethyl(methylthio)sulfonium Salts in the Presence of Triphenylphosphine. Preparation of Vinylphosphonium Salts

Olefins were effectively converted into the corresponding (2-methylthioalkyl)triphenylphosphonium salts by the reaction with dimethyl(methylthio)sulfonium salts in the presence of triphenylphosphine. 2-Triphenylphosphonioalkyldimethylsulfonium salts, synt