31197-63-4

Basic information

• Product Name: Benzeneacetic acid, a-oxo-, propyl ester
• CAS NO: 31197-63-4
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Mol File: 31197-63-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, a-oxo-, propyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, a-oxo-, propyl ester(31197-63-4)
• EPA Substance Registry System: Benzeneacetic acid, a-oxo-, propyl ester(31197-63-4)

Safety Data

• Hazardous Substances Data: 31197-63-4(Hazardous Substances Data)

Upstream product

• 613-90-1 benzoyl cyanide 
• 71-23-8 propan-1-ol 
• 611-73-4 Benzoylformic acid 
• 25726-04-9 phenylglyoxylyl chloride 
• 7402-45-1 α,α,α-tribromoacetophenone 
• 5413-58-1 propyl 2-hydroxy-2-phenylacetate 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 64-17-5 ethanol 
• 2720-67-4 potassium propylxanthate 
• 98-86-2 acetophenone 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 536-74-3 phenylacetylene 
• 93-56-1 phenylethane 1,2-diol 

Downstream Products

• 100-52-7 benzaldehyde 
• 123-38-6 propionaldehyde 

Relevant articles and documents

Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters

A novel and efficient oxidative esterification for the selective synthesis of α-ketoesters and esters has been developed under metal-free conditions. In the protocol, various α-ketoesters and esters are available in high yields from commercially available ketones and potassium xanthates. Mechanistic studies have proven that potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction, which involves the cleavage and reconstruction of C-O bonds.

Controllable chemoselectivity in the coupling of bromoalkynes with alcohols under visible-light irradiation without additives: Synthesis of propargyl alcohols and α-ketoesters

The chemoselectivity of visible-light-induced coupling reactions of bromoalkynes with alcohols can be controlled by simple changes to the reaction atmosphere (N2 or O2). A N2 atmosphere favours propargyl alcohols via a direct C-C coupling process, whereas an O2 atmosphere results in the generation of α-ketoesters through the oxidative CC/C-O coupling pathway.

Exploiting Cofactor Versatility to Convert a FAD-Dependent Baeyer–Villiger Monooxygenase into a Ketoreductase

Cyclohexanone monooxygenases (CHMOs) show very high catalytic specificity for natural Baeyer–Villiger (BV) reactions and promiscuous reduction reactions have not been reported to date. Wild-type CHMO from Acinetobacter sp. NCIMB 9871 was found to possess an innate, promiscuous ability to reduce an aromatic α-keto ester, but with poor yield and stereoselectivity. Structure-guided, site-directed mutagenesis drastically improved the catalytic carbonyl-reduction activity (yield up to 99 %) and stereoselectivity (ee up to 99 %), thereby converting this CHMO into a ketoreductase, which can reduce a range of differently substituted aromatic α-keto esters. The improved, promiscuous reduction activity of the mutant enzyme in comparison to the wild-type enzyme results from a decrease in the distance between the carbonyl moiety of the substrate and the hydrogen atom on N5 of the reduced flavin adenine dinucleotide (FAD) cofactor, as confirmed using docking and molecular dynamics simulations.