479582-18-8

Basic information

• Product Name: β-(4-methoxyphenyl)-γ-butyrolactone
• Synonyms: β-(4-methoxyphenyl)-γ-butyrolactone
• CAS NO: 479582-18-8
• Molecular Weight: 192.214
• Mol File: 479582-18-8.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: β-(4-methoxyphenyl)-γ-butyrolactone(CAS DataBase Reference)
• NIST Chemistry Reference: β-(4-methoxyphenyl)-γ-butyrolactone(479582-18-8)
• EPA Substance Registry System: β-(4-methoxyphenyl)-γ-butyrolactone(479582-18-8)

Safety Data

• Hazardous Substances Data: 479582-18-8(Hazardous Substances Data)

Upstream product

• 6388-72-3 2-(4-methoxyphenyl)oxirane 
• 105-53-3 diethyl malonate 
• 52498-02-9 3-(p-methoxyphenyl)cyclobutanone 
• 117825-92-0 trans-3-p-methoxyphenyl-5-(trimethylsilyl)-cyclohexanone 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 201230-82-2 carbon monoxide 
• 1401878-45-2 3-(4-methoxyphenyl)oxetane 
• 89619-03-4 2-(4-methoxyphenyl)allylalcohol 
• 118527-81-4 (4R,6S)-4-(4-Methoxy-phenyl)-6-trimethylsilanyl-oxepan-2-one 
• 118527-95-0 methyl 5-oxo-3-(4-methoxyphenyl)hexanoate 
• 118527-88-1 methyl 3-(4-methoxyphenyl)hex-5-enoate 
• 153867-11-9 5-(4-Methoxy-phenyl)-2,2-dimethyl-4,5-dihydro-[1,3]dioxepine 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 696-62-8 para-iodoanisole 

Downstream Products

• 42509-34-2 4-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-1-(4-fluoro-phenyl)-3-(4-methoxy-phenyl)-butan-1-one 
• 80775-78-6 4-(4-chlorophenyl)-4-hydroxy-1-<4-<2-(2,4,6-trimethylphenyl)cyclopropan-1-ylcarbonyl>phenyl>piperidine 
• 80775-69-5 2-<3-chloro-2-(4-fluorophenyl)propyl>-2-(2,4,6-trimethylphenyl)-1,3-dioxolane 
• 80775-68-4 2-<3-chloro-2-(4-fluorophenyl)propyl>-2-(4-methoxyphenyl)-1,3-dioxolane 
• 80775-65-1 4-chloro-1-(4-fluorophenyl)-3-(2,4,6-trimethylphenyl)-1-butanone 
• 80775-64-0 4-chloro-1-(4-fluorophenyl)-3-(4-methoxyphenyl)-1-butanone 
• 80775-77-5 trans-1-(4-fluorobenzoyl)-2-(2,4,6-trimethylphenyl)cyclopropane 
• 80775-79-7 (4-fluorophenyl)-[2-(4-methoxyphenyl)cyclopropyl]methanone 
• 185342-37-4 5-Bromo-4-(4-methoxy-phenyl)-5H-furan-2-one 
• 3516-65-2 4-(4-methoxyphenyl)furan-2(5H)-one 

Relevant articles and documents

Efficient Synthesis of γ-Lactones by Cobalt-Catalyzed Carbonylative Ring Expansion of Oxetanes under Syngas Atmosphere

A practical route from oxetane or thietane to γ-(thio)butyrolactone via solvated-proton-assisted cobalt-catalyzed carbonylative ring expansion under syngas atmosphere has been established. A wide variety of γ-(thio)butyrolactones can be afforded in good to excellent yields. The versatility of this method has been well demonstrated in the synthesis of intermediates towards the natural product Arctigenin as well as the pharmaceuticals Baclofen and Montelukast. The observed promoting effect of glycol ether solvent has been rationally interpreted.

Silyl peroxides as effective oxidants in the Baeyer-Villiger reaction with chloroaluminate(III) ionic liquids as catalysts

A new application of silyl peroxides as oxidants in the Baeyer-Villiger oxidation of cyclic ketones in chloroaluminate(III) ionic liquids is described. Among the silyl peroxides, the reactivity of two groups of peroxides was studied: bis(silyl) and t-butyl silyl peroxides possessing different structured substituents attached to the Si atom. It was shown that the acidic 1-hexyl-3-methylimidazolium chloroaluminate(III) ionic liquid (molar ratio of AlCl3 in ionic liquid: 0.67) present in the oxidation of cyclic ketones with bis(silyl) peroxides acts as the catalyst. In this variant of the reaction, the reactivities of bis(silyl) peroxides decrease in the following order: bis(trimethylsilyl) peroxide > bis(vinyldimethylsilyl) peroxide > bis(phenyldimethylsilyl) peroxide > bis(diphenylmethylsilyl) peroxide. A variety of cyclic ketones such as cyclobutanone, 3-substituted cyclobutanones, cyclopentanone, cyclohexanone, 2-methylcyclohexanone, 4-methylcyclohexanone, 2-adamantanone and norcamphor were oxidised to their corresponding lactones with high yields (49-100%). When t-butyl silyl peroxides and neutral chloroaluminate(III) ionic liquids (molar ratio of AlCl3 in ionic liquid: 0.5) were utilised in the Baeyer-Villiger oxidation, the studied ionic liquid acted as the reagent. Here, phenyldimethyl(t-butylperoxy)silane was the most efficient oxidant in the oxidation of cyclobutanone to γ- butyrolactone (70% yield). Other peroxides, including trimethyl(t-butylperoxy) silane, vinyldimethyl(t-butylperoxy)silane and diphenylmethyl-(t-butylperoxy) silane, were less reactive oxidants. Two variants of the Baeyer-Villiger reaction mechanism are postulated.

Enantioselective baeyer-villiger oxidation: Desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones

Catalytic enantioselective Baeyer-Villiger (BV) oxidations of racemic and meso cyclic ketones were achieved in the presence of chiral N,N'-dioxide-Sc III complex catalysts. The BV oxidations of prochiral cyclohexanones and cyclobutanones afforded series of optically active μ- and γ-lactones, respectively, in up to 99% yield and 95% ee. Meanwhile, the kinetic resolution of racemic 2-arylcyclohexanones was also realized via an abnormal BV oxidation. Enantioenriched 3-aryloxepan-2-ones, whose formation is counter to the migratory aptitude, were obtained preferentially. Both the lactones and the unreacted ketones were obtained with high ee values.