302912-31-8

Basic information

• Product Name: ETHYL 4-CYANOBENZOYLFORMATE
• Synonyms: 4-CYANO-PHENYLGLYOXYLIC ACID ETHYL ESTER;ETHYL 4-CYANOBENZOYLFORMATE;ethyl 2-(4-cyanophenyl)-2-oxoacetate;Ethyl 4-cyanobenzoylforMate 95%;4-Cyano-a-oxo-benzeneacetic acid ethyl ester
• CAS NO: 302912-31-8
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Product Categories: C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 302912-31-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 313 °C(lit.)
• Flash Point: 230 °F
• Appearance: /
• Density: 1.18 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.43E-05mmHg at 25°C
• Refractive Index: n20/D 1.537(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: ETHYL 4-CYANOBENZOYLFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-CYANOBENZOYLFORMATE(302912-31-8)
• EPA Substance Registry System: ETHYL 4-CYANOBENZOYLFORMATE(302912-31-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 302912-31-8(Hazardous Substances Data)

Usage

General Description

Ethyl 4-cyanobenzoylformate is a chemical compound with the molecular formula C11H9NO3. It is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. This chemical is a clear, colorless liquid with a slightly sweet odor. It is flammable and should be handled with care. Ethyl 4-cyanobenzoylformate is primarily used as a reagent in organic chemistry reactions, including the synthesis of various heterocyclic compounds. It is an important building block in the production of pharmaceuticals and other complex organic molecules.

InChI:InChI=1/C11H9NO3/c1-2-15-11(14)10(13)9-5-3-8(7-12)4-6-9/h3-6H,2H2,1H3

Upstream product

• 25309-65-3 4-ethylbenzonitrile 
• 141-78-6 ethyl acetate 
• 623-00-7 4-bromobenzenecarbonitrile 
• 95-92-1 oxalic acid diethyl ester 
• 64-17-5 ethanol 
• 3032-92-6 4-cyanophenylacetylene 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 450844-51-6 (4-cyanophenyl)-2-oxo-acetic acid (1R,2S,5R)-menthyl ester 
• 854778-09-9 (4-formylphenyl)-hydroxy-acetic acid ethyl ester 
• 854767-38-7 ethyl {4-[({3-[3-benzoyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}(hydroxy)acetate 
• 854767-40-1 ethyl {4-[({3-[3-benzoyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}amino)methyl]phenyl}(difluoro)acetate 

Relevant articles and documents

Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide

A tris(pentafluorophenyl)borane-catalyzed oxidation reaction of α-diazoesters (α-diazo amides) with dimethyl sulfoxide has been developed. The reaction proceeds under metal free conditions to afford a series α-ketoesters and α-ketoamides. The synthetic utility of this protocol is demonstrated through synthetic transformations and scaled-up synthesis. (Figure presented.).

Ambient and aerobic carbon-carbon bond cleavage toward α-ketoester synthesis by transition-metal-free photocatalysis

The α-oxoesterification of the CC double bond in readily available enaminones enabling efficient synthesis of α-ketoesters is developed. The reactions showing general tolerance to the reactions of primary and secondary alcohols proceed well under air via Rose Bengal (RB)-based photocatalysis. Particularly, this mild synthetic method has been discovered to tolerate various polyhydroxylated substrates such as phenolic alcohol, diols and triols with an excellent selectivity of mono-oxoesterification. What is more noteworthy is that α-ketoester functionalized 16-dehydropregnenolone acetate resulting from the elaboration on a natural product has been obtained practically.

Reactions of organolithiums with dialkyl oxalates. A flow microreactor approach to synthesis of functionalized α-keto esters

Reactions of functionalized aryllithiums with dialkyl oxalates were achieved using a flow microreactor to obtain α-keto esters with high selectivity by virtue of fast 1:1 micromixing.