25491-42-3

Basic information

• Product Name: Ethyl 2-benzoyl-2-Methylpropionate
• Synonyms: Ethyl 2-benzoyl-2-Methylpropionate;Isobutyric acid, a-benzoyl-, ethyl ester;ethyl 2,2-dimethyl-3-oxo-3-phenylpropanoate
• CAS NO: 25491-42-3
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26434
• Mol File: 25491-42-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 290.6°Cat760mmHg
• Flash Point: 122.8°C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 0.00205mmHg at 25°C
• Refractive Index: 1.502
• CAS DataBase Reference: Ethyl 2-benzoyl-2-Methylpropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-benzoyl-2-Methylpropionate(25491-42-3)
• EPA Substance Registry System: Ethyl 2-benzoyl-2-Methylpropionate(25491-42-3)

Safety Data

• Hazardous Substances Data: 25491-42-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 95, p. 582, 1973 DOI: 10.1021/ja00783a045Organic Syntheses, Coll. Vol. 2, p. 268, 1943

InChI:InChI=1/C13H16O3/c1-4-16-12(15)13(2,3)11(14)10-8-6-5-7-9-10/h5-9H,4H2,1-3H3

Upstream product

• 600-00-0 ethyl 2-bromoisobutyrate 
• 93-99-2 benzoic acid phenyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 74-88-4 methyl iodide 
• 100-47-0 benzonitrile 
• 108349-20-8 ethyl 2-benzoyl-2-iodomethylpropionate 
• 1585-45-1 N-(diphenylmethylene)benzamide 
• 108-88-3 toluene 
• 71-43-2 benzene 
• 100-52-7 benzaldehyde 
• 801301-34-8 2-dimethylstibanyl-2-methylpropionic acid ethyl ester 
• 98-88-4 benzoyl chloride 
• 10488-87-6 ethyl 2-benzoylpropionate 
• 97-62-1 Ethyl isobutyrate 

Downstream Products

• 4447-64-7 ethyl 2,2,4-trimethyl-3-oxopentanoate 
• 93-89-0 benzoic acid ethyl ester 
• 52178-65-1 ethyl 3-hydroxy-2,2-dimethyl-3-phenylpropanoate 
• 1590412-57-9 (E)-4-methyl-1,3-diphenyl-2-azapenta-1,3-diene 
• 1590412-70-6 (E)-1-(4-methoxyphenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-71-7 (E)-4-methyl-3-phenyl-1-(4-trifluoromethylphenyl)-2-azapenta-1,3-diene 
• 1590412-72-8 (E)-1-(4-chlorophenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-73-9 (E)-1-(4-methoxycarbonylphenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-74-0 (E)-1-(4-cyanophenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-75-1 (E)-1-(4dimethylaminophenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-76-2 (E)-1-(4-nitrophenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-77-3 (E)-1-(2-methylphenyl)-4-methyl-3-phenyl-2-azapenta-1,3-diene 
• 1590412-78-4 (E)-4-methyl-1-(naphthalen-2-yl)-3-phenyl-2-azapenta-1,3-diene 
• 1590412-79-5 (E)-4-methyl-3-phenyl-1-(2-thienyl)-2-azapenta-1,3-diene 

Relevant articles and documents

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Structural insights into the desymmetrization of bulky 1,2-dicarbonyls through enzymatic monoreduction

Benzil reductases are dehydrogenases preferentially active on aromatic 1,2-diketones, but the reasons for this peculiar substrate recognition have not yet been clarified. The benzil reductase (KRED1-Pglu) from the non-conventional yeast Pichia glucozyma showed excellent activity and stereoselectivity in the monoreduction of space-demanding aromatic 1,2-dicarbonyls, making this enzyme attractive as biocatalyst in organic chemistry. Structural insights into the stereoselective monoreduction of 1,2-diketones catalyzed by KRED1-Pglu were investigated starting from its 1.77 ? resolution crystal structure, followed by QM and classical calculations; this study allowed for the identification and characterization of the KRED1-Pglu reactive site. Once identified the recognition elements involved in the stereoselective desymmetrization of bulky 1,2-dicarbonyls mediated by KRED1-Pglu, a mechanism was proposed together with an in silico prediction of substrates reactivity.

Domino Aryne Annulation via a Nucleophilic-Ene Process

1,2-Benzdiyne equivalents possess the unique property that they can react with two arynophiles through iteratively generated 1,2- and 2,3-aryne intermediates. Upon rational modification on the second leaving group of these aryne precursors, a domino aryne annulation approach was developed through a nucleophilic-ene reaction sequence. Various benzo-fused N-heterocyclic frameworks were achievable under transition metal-free conditions with a broad substrate scope.