58784-42-2

Basic information

• Product Name: 4-methoxyphenylketene
• Synonyms: 4-methoxyphenylketene
• CAS NO: 58784-42-2
• Molecular Weight: 148.161
• Mol File: 58784-42-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-methoxyphenylketene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methoxyphenylketene(58784-42-2)
• EPA Substance Registry System: 4-methoxyphenylketene(58784-42-2)

Safety Data

• Hazardous Substances Data: 58784-42-2(Hazardous Substances Data)

Upstream product

• 206358-99-8 C₉H₁₀O₂ 
• 6832-17-3 2-diazo-1-(4-methoxyphenyl)ethanone 
• 35665-96-4 4-nitrophenyl 2-(4'-methoxyphenyl)acetate 
• 31706-15-7 3-(4-methoxy-phenyl)-3-oxo-propionaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 1497283-38-1 C₁₃H₁₉NO₂ 
• 115348-15-7 N,N-diethyl-2-(4-methoxyphenyl)acetamide 
• 104-01-8 4-Methoxyphenylacetic acid 

Relevant articles and documents

Gold nanoparticles supported on supramolecular ionic liquid grafted graphene: A bifunctional catalyst for the selective aerobic oxidation of alcohols

Gold nanoparticles supported on supramolecular ionic liquid grafted graphene have been synthesized and used as a bifunctional, efficient and recyclable heterogeneous catalyst for the aerobic oxidation of various primary and secondary aliphatic and aromatic alcohols to the corresponding aldehyde and ketone derivatives in water as a green solvent at room temperature. The Royal Society of Chemistry 2013.

Aminoxyl radical addition to arylketenes

Kinetic studies of the addition of the aminoxyl radical TEMPO (2,2,6,6-tetramethylpiperidinylaminoxyl, TO) to the 4-substituted phenylketenes 8 (4-RC6H4CH=C=O, R=NO2, CN, Cl, H, CH 3, CH3O) and to 3-p

Spectroscopy and absolute reactivity of ketenes in acetonitrile studied by laser flash photolysis with time-resolved infrared detection

Laser flash photolysis with time-resolved infrared detection of transients (LFP-TRIR) has been used to study the IR spectroscopy and reactivity of a number of substituted ketenes, prepared by the 308-nm photolysis of α-diazocarbonyl precursors in acetonitrile solution at room temperature. The correlation of the experimental ketene asymmetric stretching frequency to the Swain-Lupton field (F) and resonance (R) effect substituent parameters was unsatisfactory, whereas the correlation to the inductive substituent parameter (σ1) of Charton gave excellent results. This suggests that the asymmetric stretching frequency of substituted ketenes depends mainly on the inductive (i.e., field) effect of the substituents. The mechanism and kinetics of the reactions of these ketenes with various amines in acetonitrile were also studied. An intermediate species identified as either zwitterionic ylide or amide enol formed in the nucleophilic addition of the secondary amine to the C(α) of the ketene is observed by TRIR. The decay of this species is assisted by the amine and is concomitant with the formation of an amide, the final product of the reaction. Our kinetic data on ketene amine reactions show a general trend, indicating a much higher reactivity (ca. 3 orders of magnitude difference in the corresponding rate constants) of secondary amines compared with that of tertiary amines. Secondary diethylamine shows reactivity similar to those observed for primary amines, while secondary piperidine seems to be, in general, somewhat more reactive. The observed trend is rationalized in terms of the steric effects exerted by both amine and ketene substituents. Our data on para-substituted phenyl ketenes provide support for the negative charge development on the ketene moiety in the transition state, with electron-withdrawing substituents accelerating and electron-releasing substituents slowing down the addition reaction.