Product Name

  • Name

    Methyl benzoylformate

  • EINECS 239-263-3
  • CAS No. 15206-55-0
  • Article Data291
  • CAS DataBase
  • Density 1.164 g/cm3
  • Solubility 2g/L at 20℃
  • Melting Point 16 °C
  • Formula C9H8O3
  • Boiling Point 247 °C at 760 mmHg
  • Molecular Weight 164.161
  • Flash Point 103.8 °C
  • Transport Information
  • Appearance light yellow liquid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 15206-55-0 (Methyl benzoylformate)
  • Hazard Symbols
  • Synonyms Benzeneacetic acid,R-oxo-,methyl ester;Phenylglyoxylic acid, methyl ester;methyl 2-oxo-2-phenyl-acetate;Benzeneacetic acid, .alpha.-oxo-, methyl ester;Glyoxylic acid, phenyl-, methyl ester;Methyl-α-oxo-phenylacetate;Vicure 55;
  • PSA 43.37000
  • LogP 1.04230

Synthetic route

(RS)-methyl mandelate
4358-87-6

(RS)-methyl mandelate

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; copper(I) bromide dimethylsulfide complex In chlorobenzene at 90℃; for 7h;100%
With sodium hydrogencarbonate; sodium bromide In dichloromethane at 20℃; Electrochemical reaction;99%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; calcium methylate In acetonitrile at 0 - 20℃;99%
2-phenoxy-1-phenylethanol
4249-72-3

2-phenoxy-1-phenylethanol

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With oxygen In methanol at 80 - 120℃;A 66%
B 34%
C 100%
methanol
67-56-1

methanol

2-(4-methoxyphenyl)-4-phenyl-1,3-dithiol-1-ium-5-olate
21132-27-4

2-(4-methoxyphenyl)-4-phenyl-1,3-dithiol-1-ium-5-olate

A

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

B

4-methoxybenzoic dithioperoxyanhydride
15088-73-0

4-methoxybenzoic dithioperoxyanhydride

Conditions
ConditionsYield
With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; oxygen In methanol; benzene for 1h; Irradiation;A 43%
B 99%
methanol
67-56-1

methanol

2,5-diphenyl-1,3-dithiolylium-4-olate
20850-89-9

2,5-diphenyl-1,3-dithiolylium-4-olate

A

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

B

dibenzoyl disulfide
644-32-6

dibenzoyl disulfide

Conditions
ConditionsYield
With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; oxygen In methanol; benzene at 10℃; for 1.25h; Irradiation;A 28%
B 99%
2-(4-methoxyphenyl)-4-phenyl-1,3-dithiol-1-ium-5-olate
21132-27-4

2-(4-methoxyphenyl)-4-phenyl-1,3-dithiol-1-ium-5-olate

A

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

B

4-methoxybenzoic dithioperoxyanhydride
15088-73-0

4-methoxybenzoic dithioperoxyanhydride

Conditions
ConditionsYield
With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; oxygen In methanol; benzene for 1h; Irradiation;A 43%
B 99%
2,5-diphenyl-1,3-dithiolylium-4-olate
20850-89-9

2,5-diphenyl-1,3-dithiolylium-4-olate

A

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

B

dibenzoyl disulfide
644-32-6

dibenzoyl disulfide

Conditions
ConditionsYield
With 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt; oxygen In methanol; benzene at 10℃; for 1.25h; Irradiation;A 28%
B 99%
methyl 3-oxo-3-phenylpropionate
614-27-7

methyl 3-oxo-3-phenylpropionate

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With aluminum (III) chloride; Oxone In water at 20℃; for 24h;98%
With iodine; dimethyl sulfoxide; copper(ll) bromide for 8h; Schlenk technique; Heating;81%
(diethoxyphosphoryl)-phenyl-acetic acid methyl ester
51863-47-9

(diethoxyphosphoryl)-phenyl-acetic acid methyl ester

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
Stage #1: (diethoxyphosphoryl)-phenyl-acetic acid methyl ester With sodium t-butanolate In N,N-dimethyl-formamide at 25℃; for 0.0833333h; Inert atmosphere;
Stage #2: With oxygen In N,N-dimethyl-formamide at 25℃; for 8h; stereoselective reaction;
96%
methanol
67-56-1

methanol

Benzoylformic acid
611-73-4

Benzoylformic acid

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With hydrogen-type cation exchange resin at 80℃; under 675.068 Torr; for 2h; Pressure; Temperature;95.5%
With sulphate-doped anatase In cyclohexane Concentration; Reflux; Industrial scale;92.5%
With chloro-trimethyl-silane In tetrahydrofuran at 22℃; for 72h;89%
benzoyl cyanide
613-90-1

benzoyl cyanide

methanol
67-56-1

methanol

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
Stage #1: benzoyl cyanide With sulfuric acid; tetrabutylammomium bromide; ammonium chloride In para-xylene at 20 - 40℃; for 2h;
Stage #2: methanol In para-xylene at 40 - 90℃; for 3.5h; Reagent/catalyst; Temperature; Solvent;
95%
With hydrogenchloride Behandeln mit Wasser;
With sulfuric acid; acetic anhydride; sodium bromide 1.) 70 deg C; Yield given. Multistep reaction;
at 55 - 65℃; for 1h;449 g
methanol
67-56-1

methanol

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With iodine; potassium carbonate In toluene at 20℃; for 1h; Green chemistry;95%
With 2-Picolinic acid; copper(l) iodide; oxygen at 20℃; for 12h; Irradiation;90%
With 2,2,6,6-tetramethyl-piperidine; 4-nitro-phenol; oxygen; potassium iodide for 11.5h; Electrochemical reaction;67%
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide In acetonitrile at 80℃; for 8h;56%
With 1,3-bis(2,4,6-trimethylphenyl)imidazolinium-2-carboxylate; carbon dioxide In tetrahydrofuran at -70 - 60℃; under 7500.75 Torr; Product distribution / selectivity; Inert atmosphere; Sealed tube;31%
methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With 2-azatricyclo[3.3.1.13,7]dec-2-yloxidanyl; sodium nitrite In aq. phosphate buffer; water; acetonitrile at 25℃; for 2h; chemoselective reaction;95%
methanol
67-56-1

methanol

1-phenyl-2-hydroxyethanone
582-24-1

1-phenyl-2-hydroxyethanone

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With oxygen at 70℃; for 12h; Schlenk technique; Sealed tube;95%
4-methoxyl-phenylacetylene
32569-87-2

4-methoxyl-phenylacetylene

methyl 2-oxo-2-phenylacetate
15206-55-0

methyl 2-oxo-2-phenylacetate

Conditions
ConditionsYield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); 2,3-dichloropyridine N-oxide at 20℃; for 10.1667h;95%
methanol
67-56-1

methanol

Conditions
ConditionsYield
With pyridine In benzene at 0℃; for 0.5h;94%

Methyl benzoylformate Chemical Properties

Structure of Methyl benzoylformate (CAS NO.15206-55-0):

IUPAC Name: methyl 2-oxo-2-phenylacetate 
Empirical Formula: C9H8O3
Molecular Weight: 164.158 
EINECS: 239-263-3 
Index of Refraction: 1.517
Molar Refractivity: 42.68 cm3
Molar Volume: 140.9 cm3
Polarizability: 16.92×10-24cm3
Surface Tension: 41.1 dyne/cm
Density: 1.164 g/cm3
Flash Point: 103.8 °C
Enthalpy of Vaporization: 48.41 kJ/mol 
Melting Point: 16°C
Boiling Point: 247 °C at 760 mmHg
Vapour Pressure: 0.0263 mmHg at 25°C
Physical Appearance: clear yellow liquid
Product Categories: Aromatic Esters 
Synonyms of Methyl benzoylformate (CAS NO.15206-55-0): Benzeneacetic acid, alpha-oxo-, methyl ester ; Glyoxylic acid, phenyl-, methyl ester ; Methyl oxophenylacetate ; Methyl phenylglyoxylate ; Phenylglyoxylic acid, methyl ester

Methyl benzoylformate Safety Profile

Safety Statements: 24/25 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 1
HS Code: 29183000 

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