7148-01-8

Basic information

• Product Name: methyl 4-(4-chlorophenyl)-4-oxobutanoate
• Synonyms: Benzenebutanoic acid, 4-chloro-gamma-oxo-, methyl ester; Methyl 4-(4-chlorophenyl)-4-oxobutanoate
• CAS NO: 7148-01-8
• Molecular Formula: C₁₁H₁₁ClO₃
• Molecular Weight: 226.6562
• Mol File: 7148-01-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 344.9°C at 760 mmHg
• Flash Point: 145.4°C
• Density: 1.219g/cm³
• Vapor Pressure: 6.38E-05mmHg at 25°C
• Refractive Index: 1.523
• CAS DataBase Reference: methyl 4-(4-chlorophenyl)-4-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(4-chlorophenyl)-4-oxobutanoate(7148-01-8)
• EPA Substance Registry System: methyl 4-(4-chlorophenyl)-4-oxobutanoate(7148-01-8)

Safety Data

• Hazardous Substances Data: 7148-01-8(Hazardous Substances Data)

Upstream product

• 3984-34-7 4-(4-chlorophenyl)-4-oxobutanoic acid 
• 2674-04-6 diphenyl cadmium 
• 1490-25-1 succinic acid monomethylester chloride 
• 77-78-1 dimethyl sulfate 
• 104-88-1 4-chlorobenzaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 108-90-7 chlorobenzene 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 58824-54-7 p-chlorophenylvinylcarbinol 
• 922-67-8 propynoic acid methyl ester 
• 32149-26-1 (E)-methyl 4-(4-chlorophenyl)-4-oxobut-2-enoate 
• 29582-39-6 (E)-4-oxo-4-(4-chloro-phenyl)-but-2-enoic acid 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 1079-73-8 6-(4-chlorophenyl)-4,5-dihydro-3(2H)-pyridazinone 
• 138745-86-5 methyl 4-(4-chlorophenyl)-4-hydroxybutanoate 
• 99822-65-8 C₁₁H₉ClO₃ 
• 1578230-26-8 (S)-methyl 4-(4-chlorophenyl)-2-(2,3-dioxoindolin-1-yl)-4-oxobutanoate 
• 1609986-11-9 methyl 4-(4-chlorophenyl)-2-(2,3-dioxoindolin-1-yl)-4-oxobutanoate 
• 18410-18-9 γ-(4-chlorophenyl)-γ-butyrolactone 

Relevant articles and documents

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Biocatalytic Asymmetric Reduction of γ-Keto Esters to Access Optically Active γ-Aryl-γ-butyrolactones

An efficient stereoselective syntheses of a series of functionalized optically active γ-aryl-γ-butyrolactones is achieved by enzymatic asymmetric reduction of the corresponding sterically demanding γ-keto esters employing wild-type and recombinant alcohol dehydrogenases. The best stereoselectivities for the reduction via hydrogen transfer was obtained with two short chain dehydrogenases (SDRs) of complementary stereospecificity from Aromatoleum aromaticum, namely the Prelog-specific NADH-dependent (S)-1-phenylethanol dehydrogenase [(S)-PED] and the anti-Prelog-specific (R)-1-(4-hydroxyphenyl)-ethanol dehydrogenase [(R)-HPED], respectively.Biotransformations catalyzed by both enzymes, followed by TFA-catalyzed cyclization of the resulting γ-hydroxy esters, furnished the respective (S)- and (R)-configured products with exquisite optical purity (up to >99% ee). The synthetic value was demonstrated on preparative scale for the asymmetric bioreduction of the model compound, methyl 4-oxo-4-phenylbutanoate, affording optically pure (S)-γ-phenyl-γ-butyrolactone (>99% ee) in 67–74% isolated yield at 89–95% conversion depending on the applied scale. (Figure presented.).

Synthesis of Novel C 2-Symmetric Sulfur-Based Catalysts: Asymmetric Formation of Halo- and Seleno-Functionalized Normal- and Medium-Sized Rings

The synthesis of novel, highly functionalized, C 2 -symmetric sulfur-based catalysts is developed and their catalytic applications are explored in asymmetric bromo-, iodo- and seleno-functionalizations of alkenoic acids. This protocol provides