4202-12-4

Basic information

• Product Name: Phosphoric acid dimethyl=1-phenylvinyl ester
• Synonyms: Phosphoric acid dimethyl=1-phenylvinyl ester
• CAS NO: 4202-12-4
• Molecular Formula: C₁₀H₁₃O₄P
• Molecular Weight: 228.181581
• Mol File: 4202-12-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Phosphoric acid dimethyl=1-phenylvinyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphoric acid dimethyl=1-phenylvinyl ester(4202-12-4)
• EPA Substance Registry System: Phosphoric acid dimethyl=1-phenylvinyl ester(4202-12-4)

Safety Data

• Hazardous Substances Data: 4202-12-4(Hazardous Substances Data)

Upstream product

• 532-27-4 1-chloroacetophenone 
• 121-45-9 phosphorous acid trimethyl ester 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 28531-58-0 (2-oxo-2-phenylethyl)mercury chloride 
• 96-36-6 methyl phosphite 
• 51463-65-1 dimethyl 1-oxopropylphosphonate 
• 70-11-1 α-bromoacetophenone 
• 2243-35-8 2-acetoxyacetophenone 
• 868-85-9 Dimethyl phosphite 
• 721-04-0 2-phenoxy-1-phenylethanone 
• 18859-48-8 2-(4-chlorophenoxy)-1-phenylethanone 
• 18064-99-8 2-(3-methoxy-phenoxy)-1-phenyl-ethanone 
• 14385-49-0 8-(4'-methoxyphenoxy)acetophenone 
• 14538-45-5 2-(4-methylphenoxy)acetophenone 

Downstream Products

• 70334-78-0 monoanilinium 1-phenylethenyl hydrogen phosphate 
• 75040-66-3 cyclohexylammonium α-phenylvinyl methylphosphate 
• 98-86-2 acetophenone 
• 132170-15-1 2-<(dimethoxyphosphinyl)oxy>-2-phenyloxirane 
• 57222-17-0 Bis-(trimethylsilyl)-1-phenyl-vinylphosphat 

Relevant articles and documents

Selective Alkenylation and Hydroalkenylation of Enol Phosphates through Direct C-H Functionalization

An efficient and selective Rh-catalyzed direct C-H functionalization reaction of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and leads to the formation of various valuable alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The versatility and utility of the coupling products were demonstrated through further transformations into synthetically useful building blocks. P points the way: A direct C-H functionalization of enol phosphates was developed. The method is applicable to a variety of coupling partners, including activated alkenes, alkynes, and allenes, and it leads to the formation of alkenylated and hydroalkenylated enol phosphates through the action of the phosphate directing group. The utility of the coupling products are demonstrated by further transformations into synthetically useful building blocks.

Darzens reaction of acyl phosphonates with α-bromo ketones: Selective synthesis of cis- and trans-epoxyphosphonates

(Chemical Equation Presented) Acyl phosphonates with α-halo ketones in the presence of bases at room temperature afford cis- and trans-epoxyphosphonates in good chemical yields and high selectivities using different bases. The diastereoselectivity of this reaction is easily controlled by changing the base. Changing the base from Cs2CO3 to DBU changed the diastereomeric ratio (transieis) from 3/2 to 9/1. Moreover, the treatment of the trans isomer with DBU showed a complete conversion to the corresponding cis isomer.

Radical and Ionic Reactions of (Benzoylmethyl)mercurials

Photolysis of PhCOCH2HgCl or (PhCOCH2)2Hg yields benzoylmethyl radicals which can be trapped by anions such as Me2C=NO2-, RC(CO2Et)2-, RC(O-)=CH2 or by other electron-rich systems such as (RO)3P, N-methylpyrrole, enamines, or norbornene.Electron transfer from the adduct radicals to the mercurials yields PhCOCH2A from the anions A-, PhCOCH2P(O)(OR)2 from P(OR)3, and the phenacyl derivative from N-methylpyrrole or enamines.Easily oxidized anions such as PhCOCPh2- or PhC(CH3)=NO2- react with PhCOCH2* by electron transfer to yield the dimer derived from the anion.Addition of PhCOCH2* to norbornene yields a substituted 3-benzoylpropyl radical which cyclizes at the ortho position of the benzoyl group to give the α-tetralone derivative.