60585-76-4

Basic information

• Product Name: Phosphonic acid, [(1E)-2-(4-bromophenyl)ethenyl]-, diethyl ester
• CAS NO: 60585-76-4
• Molecular Formula: C12H16BrO3P
• Molecular Weight: 319.135
• Mol File: 60585-76-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [(1E)-2-(4-bromophenyl)ethenyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [(1E)-2-(4-bromophenyl)ethenyl]-, diethyl ester(60585-76-4)
• EPA Substance Registry System: Phosphonic acid, [(1E)-2-(4-bromophenyl)ethenyl]-, diethyl ester(60585-76-4)

Safety Data

• Hazardous Substances Data: 60585-76-4(Hazardous Substances Data)

Upstream product

• 3156-37-4 4-bromo-β-nitrostyrene 
• 762-04-9 phosphonic acid diethyl ester 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 3156-37-4 (E)-1-bromo-4-(2-nitrovinyl)benzene 
• 589-87-7 1,4-bromoiodobenzene 
• 682-30-4 Diethyl vinylphosphonate 
• 1122-91-4 4-bromo-benzaldehyde 
• 3095-95-2 diethylphosphonoacetic acid 
• 873061-60-0 (E)-2-diethoxyphosphoryl-3-(4-bromophenyl)acrylic acid 
• 1660-94-2 Tetraethyl methylenediphosphonate 

Downstream Products

• 3343-45-1 4-bromo-2-hydroxyacetophenone 
• 97006-84-3 [2-(4-Bromo-phenyl)-1,2-dihydroxy-ethyl]-phosphonic acid diethyl ester 

Relevant articles and documents

Cu(i)/Fe(III)-Catalyzed C-P cross-coupling of styrenes with H-phosphine oxides: A facile and selective synthesis of alkenylphosphine oxides and β-ketophosphonates

Cu(i)/Fe(iii)-Catalyzed phosphorylation and oxyphosphorylation of styrenes with H-phosphonates which can be controlled by varying the reaction temperature are developed. This study offers a new and expedient strategy for the synthesis of useful alkenylphosphine oxides and β-ketophosphonates in satisfactory yields. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.

Cross-metathesis reaction of functionalized and substituted olefins using group 8 transition metal carbene complexes as metathesis catalysts

The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.

Manganese(iii)-mediated alkenyl Csp2-P bond formation from the reaction of β-nitrostyrenes with dialkyl phosphites

Mn(OAc)3-mediated tandem phosphonyl radical addition to β-nitrostyrenes followed by denitration to form (E)-2-alkenyl phosphonates in good yield is described.