Methyl benzoylformate

Base Information

• Chemical Name: Methyl benzoylformate
• CAS No.: 15206-55-0
• Deprecated CAS: 71833-42-6,301543-54-4
• Molecular Formula: C9H8O3
• Molecular Weight: 164.161
• Hs Code.: 2915.13
• European Community (EC) Number: 239-263-3
• NSC Number: 409881,171206
• UNII: 23F2045STG
• DSSTox Substance ID: DTXSID9065867
• Nikkaji Number: J60.885H
• Wikidata: Q27157623
• Mol file: 15206-55-0.mol

Synonyms:Methyl benzoylformate;15206-55-0;methyl 2-oxo-2-phenylacetate;Methyl phenylglyoxalate;Methyl oxophenylacetate;Methyl phenylglyoxylate;Benzoylformic acid methyl ester;Methylbenzoylformate;Phenylglyoxylic acid methyl ester;Phenylglyoxylic acid, methyl ester;Benzeneacetic acid, .alpha.-oxo-, methyl ester;Vicure 55;methyl oxo(phenyl)acetate;Glyoxylic acid, phenyl-, methyl ester;NSC 171206;alpha-oxobenzeneacetic acid methyl ester;UNII-23F2045STG;81065-82-9;23F2045STG;EINECS 239-263-3;MFCD00008443;Benzeneacetic acid, methyl-alpha-oxo-;NSC-171206;NSC-409881;2-Oxo-2-phenylacetic acid methyl ester;AI3-07037;Benzeneacetic acid, alpha-oxo-, methyl ester;EC 239-263-3;methyl benzoyl formate;Methybenzoylformate;methyl benzoylformic acid;Benzoylformic acid methyl;Benzoylformate methyl ester;Methyl oxophenylacetic acid;Methyl phenylglyoxalic acid;methyl2-oxo-2-phenylacetate;Methyl benzoylformate, 98%;Phenylglyoxylate methyl ester;SCHEMBL42428;METHYL PHENYLOXOACETATE;a-Oxobenzeneacetate methyl ester;benzoyl-formic acid methyl ester;DTXSID9065867;CHEBI:84256;Methyl 2-oxo-2-phenylacetic acid;alpha-Oxobenzeneacetate methyl ester;METHOXYCARBONYL PHENYL KETONE;oxo-phenyl-acetic acid methyl ester;a-Oxobenzeneacetic acid methyl ester;METHYL BENZOYLFORMATE [INCI];NSC171206;NSC409881;METHYL 2-PHENYL-2-OXOACETATE;AKOS015960585;METHYL .ALPHA.-OXOBENZENEACETATE;METHYL PHENYL-.ALPHA.-OXOACETATE;ANGC-15206-55-0;AC-23668;Methyl benzoylformate, analytical standard;SY014788;.alpha.-Oxobenzeneacetic acid methyl ester;B1033;CS-0030595;FT-0637200;EN300-1239558;J-802241;W-108055;Methyl 2-oxo-2-Phenylacetate (Methyl Benzoylformate);Q27157623;F0001-0544;Z3234965409

Chemical Property of Methyl benzoylformate

Chemical Property:

• Appearance/Colour: light yellow liquid
• Vapor Pressure: 0.0263mmHg at 25°C
• Melting Point: 16 °C
• Refractive Index: 1.5260
• Boiling Point: 247 °C at 760 mmHg
• Flash Point: 103.8 °C
• PSA: 43.37000
• Density: 1.164 g/cm³
• LogP: 1.04230
• Storage Temp.: Store below +30°C.
• Water Solubility.: 2g/L at 20℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 164.047344113
• Heavy Atom Count: 12
• Complexity: 180

Purity/Quality:

＞99% ^*data from raw suppliers

Methyl2-oxo-2-phenylacetate 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=O)C1=CC=CC=C1
• Uses: Methyl benzoylformate is a useful research chemical. Methyl Benzoylformate is used in preparation of strong chemistry-resistant tin ink for printed circuit board.

Technology Process of Methyl benzoylformate

There total 268 articles about Methyl benzoylformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

di-isopropyl azodicarboxylate (2446-83-5) + N-benzyloxyphenylglycine (120225-99-2) → methyl 2-oxo-2-phenylacetate (15206-55-0) + O-benzyloxime of phenolglyoxalic acid methyl ester (120226-05-3) + benzaldehyde (100-52-7)

Guidance literature:

With triphenylphosphine;

DOI:10.1016/S0040-4039(00)80574-2

Reference yield: 62.1%

phenylacetaldehyde (122-78-1) → methyl 2-oxo-2-phenylacetate (15206-55-0) + benzaldehyde (100-52-7) + Benzoylformic acid (611-73-4) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With pyridine; water; oxygen; triethylamine; pyridine; compound with copper (II)-nitrate; In methanol; at 25 ℃; for 12h; under 1748 Torr; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1021/jo00297a013

Reference yield: 58.3%

3-phenyl-propionaldehyde (104-53-0) → methyl 2-oxo-2-phenylacetate (15206-55-0) + benzaldehyde (100-52-7) + Benzoylformic acid (611-73-4) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With pyridine; water; oxygen; triethylamine; pyridine; compound with copper (II)-nitrate; In methanol; at 25 ℃; for 12h; under 1748 Torr; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1021/jo00297a013

upstream raw materials:

benzoyl cyanide

methanol

(RS)-methyl mandelate

methyl 2-methoxy-2-phenylacetate

Downstream raw materials:

3-cyano-2-hydroxy-2-phenyl-succinic acid dimethyl ester

methyl benzoylformate semicarbazone

Benzoylformic acid

methyl benzoyl formate phenylhydrazone

Refernces

ZnO nanoparticles: An efficient catalyst for transesterification reaction of α-keto carboxylic esters

10.1016/j.cattod.2019.08.053

The research focuses on the synthesis and application of pure ZnO nanoparticles as an efficient catalyst for the transesterification reaction of α-keto carboxylic esters. The ZnO nanoparticles were prepared through a sustainable precipitation method using zinc nitrate and sodium hydroxide at room temperature, and characterized using various techniques including X-ray diffraction (XRD), scanning electron microscopy (SEM-EDX), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FTIR), ultraviolet-visible spectroscopy (UV–vis), and Brunauer-Emmett-Teller (BET) analysis. The catalytic activity of the ZnO nanoparticles was evaluated for the transesterification of different carboxylic esters with various alcohols, with a particular emphasis on α-keto carboxylic ester (methyl benzoylformate), achieving high selectivity and a product yield of approximately 97% within 24 hours. The study involved optimizing reaction conditions such as temperature, reaction time, catalyst amount, and alcohol type, and analyzing the product mixture using 1H-NMR spectroscopy to determine the yield of the ester products.