Welcome to LookChem.com Sign In|Join Free

CAS

  • or

15206-55-0

Post Buying Request

15206-55-0 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

15206-55-0 Usage

Description

Methyl benzoylformate, also known as the methyl ester of phenylglyoxylic acid with methanol, is a clear yellow liquid that serves as a metabolite observed in cancer metabolism. It is a useful research chemical with potential applications in various industries.

Uses

1. Research Chemical:
Methyl benzoylformate is used as a research chemical for studying its properties and potential applications in different fields.
2. Chemistry-Resistant Tin Ink for Printed Circuit Board Industry:
Methyl benzoylformate is used as a key component in the preparation of strong chemistry-resistant tin ink for printed circuit boards. Its chemical properties contribute to the ink's durability and performance in various electronic applications.
3. Cancer Metabolism Research:
In the field of cancer metabolism, methyl benzoylformate is used as a metabolite to study its role and interactions within the metabolic processes of cancer cells. This research could potentially lead to the development of new therapeutic strategies for cancer treatment.

Flammability and Explosibility

Notclassified

Purification Methods

Purify the ester by radial chromatography (diethyl ether/hexane, 1:1), and dry it at 110-112o/6mm. [Meyers & Oppenlaender J Am Chem Soc 108 1989 1986, Beilstein 10 IV 2738.]

Check Digit Verification of cas no

The CAS Registry Mumber 15206-55-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,2,0 and 6 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 15206-55:
(7*1)+(6*5)+(5*2)+(4*0)+(3*6)+(2*5)+(1*5)=80
80 % 10 = 0
So 15206-55-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H8O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6H,1H3

15206-55-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl phenylglyoxalate

1.2 Other means of identification

Product number -
Other names Methyl benzoylformate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15206-55-0 SDS

15206-55-0Synthetic 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%

15206-55-0Related news

Understanding the kinetics and molecular mechanism of unimolecular gas phase thermal decomposition of the α-ketoester Methyl benzoylformate (cas 15206-55-0) using RRKM and BET theories07/27/2019

The RRKM calculation and bonding evolution theory analysis coupled with quantum theory of atoms in molecules have been used to investigate kinetics and molecular mechanism of gas phase thermal decomposition of methyl benzoylformate. The pressure-dependent rate coefficients, by applying different...detailed

15206-55-0Relevant articles and documents

Rhodium catalysed synthesis of seleno-ketals: Via carbene transfer reactions of diazoesters

Jana, Sripati,Aseeva, Polina,Koenigs, Rene M.

, p. 12825 - 12828 (2019)

Herein, we report on rhodium catalysed carbene transfer reactions of diazoesters with diselenides that result in the formal insertion reaction of the carbene fragment into the Se-Se bond to give seleno-ketals in up to 96% yield (35 examples) via an ionic mechanism.

-

Ohno et al.

, p. 21,26 (1977)

-

HALIDE-DIRECTED NITRILE HYDROLYSYS

Photis, James M.

, p. 3539 - 3540 (1980)

Sodium bromide is an effective catalyst for promoting the hydrolysis of aroyl cyanides such that loss of the cyano group is greatly minimized.

Oxidations of Dihydroxyalkanoates to Vicinal Tricarbonyl Compounds with a 4-BzoTEMPO-Sodium Bromite System or by Indirect Electrolysis Using 4-BzoTEMPO and Bromide Ion

Inokuchi, Tsutomu,Liu, Ping,Torii, Sigeru

, p. 1411 - 1414 (1994)

An efficient access to vicinal dioxoalkanoates, one of structural elements of potent competitive inhibitors of hydrolytic enzyme, from 2,3-dihydroxyalkanoates has been developed, which features an one-step procedure with a mild oxidizing system using recyclable 2, 2, 6, 6-tetramethylpiperidine-1-oxyl in combination with NaBrO2*3H2O or electrogenerated active bromine species as a real oxidant.

A novel method for synthesis of α-keto esters with phenyliodine(III) diacetate

Xie, Yuanyuan,Liu, Jiwei,Huang, Yingyi,Yao, Lixia

, p. 3793 - 3795 (2015)

A rapid and efficient synthesis of α-keto esters from β-ketonitriles using phenyliodine(III) diacetate is reported. This protocol gave α-keto esters in good yields. This is the first time to report the application of hypervalent iodine(III) reagents in the synthesis of α-keto esters. A plausible reaction mechanism is proposed.

An efficient method for synthesis of α-keto acid esters from terminal alkynes

Li, Lian-Sheng,Wu, Yu-Lin

, p. 2427 - 2430 (2002)

α-Keto acid esters can be easily prepared in high yields in two steps from terminal alkynes via bromination and oxidation. This strategy provides a versatile access to the synthesis of biologically important natural products with an α-keto acid moiety.

5,10,15,20-Tetraphenylporphyrinatorhodium(III) iodide catalyzed cyclopropanation reactions of alkenes using glycine ester hydrochloride

Barrett, Anthony G. M.,Braddock, D. Christopher,Lenoir, Isabelle,Tone, Hitoshi

, p. 8260 - 8263 (2001)

-

Reactivity of methyl mandelate-Ti(IV)-enediolate: Oxidative homocoupling versus aldol and direct Mannich-type syn-diastereoselective condensation

Clerici, Angelo,Pastori, Nadia,Porta, Ombretta

, p. 4174 - 4176 (2005)

Methyl mandelate undergoes quantitative oxidative homocoupling on treatment with TiCl4/amine at room temperature. In the presence of ArCHO, quantitative syn-diastereo-selective aldol condensation takes over the dimerization, whereas exclusive M

-

Baer,Kates

, p. 1482 (1945)

-

Amine degradation by 4,5-epoxy-2-decenal in model systems

Zamora, Rosario,Gallardo, Emerenciana,Hidalgo, Francisco J.

, p. 2398 - 2404 (2006)

The reactions of 4,5-epoxy-2-decenal with octylamine, benzylamine, and 2-phenylglycine methyl ester were studied to investigate if amines may suffer a Strecker type degradation by epoxyalkenals analogously to amino acids. In addition to other reactions, the studied amines were converted into their corresponding Strecker aldehydes (octanal, benzaldehyde, and methyl 2-oxo-2-phenylacetate, respectively) to an extent that depended on the pH, the temperature, the amount of epoxyalkenal, and the amine involved. Each amine exhibited an optimum pH for the reaction, but the corresponding Strecker aldehydes were produced to a significant extent within a broad pH range. In addition, the temperature mostly influenced the reaction rate, which was increased between 6.5 and 9.5 times when the reaction was carried out at 60°C than when it took place at 37°C. Furthermore, Strecker aldehyde formation was linearly correlated with the amount of the epoxyalkenal present in the reaction mixture. Nevertheless, the reaction yield mostly depended on the amine involved. Thus, octylamine only produced trace amounts of octanal, benzylamine was converted into benzaldehyde with a yield of 4.3%, and 2-phenylglycine methyl ester was converted into methyl 2-oxo-2-phenylacetate with a reaction yield of 49%. All of these results suggest that suitable amines can be degraded by epoxyalkenals to their corresponding Strecker aldehydes to a significant extent.

Mechanistic Investigation of the Oxidation of the Carbanion of Methyl 2-Methoxy-2-phenylacetate by an Isoalloxazine

Novak, Michael,Bruice, Thomas C.

, p. 372 - 374 (1980)

Evidence from product studies and radical trapping experiments indicates that the mechanism of the oxidation of the carbanion of methyl 2-methoxy-2-phenylacetate by a model flavin compound in basic methanol is free radical in nature.

Benzylic and allylic oxidations with bis(trifluoroacetoxyiodo)benzene and tert -butyl hydroperoxide

Catir, Mustafa,Kilic, Hamdullah

, p. 1319 - 1322 (2010)

Oxidation of benzylic and allylic substrates with a bis(trifluoroacetoxyiodo)benzene/tert-butyl hydroperoxide system to the corresponding ,-unsaturated enones was investigated. The scope and reaction mechanism are discussed. Georg Thieme Verlag Stuttgart New York.

Oxidative Decarboxylation of Propiolic Acids

Cohen, Mark J.,McNelis, Edward

, p. 515 - 518 (1984)

The combination of iodine and iodine pentoxide in methanol was used to convert phenylpropiolic acid and 2-hexynoic acid to the corresponding ketal esters of one less carbon.In both cases, iodoacetylenic compounds were shown to be intermediates.In the case of the phenylpropiolic acid, a diiodoalkene was isolated and shown to be a second intermediate.

Novel effect of zinc nitrate/vanadyl oxalate for selective catalytic oxidation of α-hydroxy esters to α-keto esters with molecular oxygen: An in situ ATR-IR study

Ju, Yongwei,Du, Zhongtian,Xiao, Chuhong,Li, Xingfei,Li, Shuang

, (2019)

Selective oxidation of α-hydroxy esters is one of the most important methods to prepare high value-added α-keto esters. An efficient catalytic system consisting of Zn(NO3)2/VOC2O4 is reported for catalytic oxidation of α-hydroxy esters with molecular oxygen. Up to 99% conversion of methyl DL-mandelate or methyl lactate could be facilely obtained with high selectivity for its corresponding α-keto ester under mild reaction conditions. Zn(NO3)2 exhibited higher catalytic activity in combination with VOC2O4 compared with Fe(NO3)3 and different nitric oxidative gases were detected by situ attenuated total reflection infrared (ATR-IR) spectroscopy. UV-vis and ATR-IR results indicated that coordination complex formed in Zn(NO3)2 in CH3CN solution was quite different from Fe(NO3)3; it is proposed that the charge-transfer from Zn2+ to coordinated nitrate groups might account for the generation of different nitric oxidative gases. The XPS result indicate that nitric oxidative gas derived from the interaction of Zn(NO3)2 with VOC2O4 could be in favor of oxidizing VOC2O4 to generate active vanadium (V) species. It might account for different catalytic activity of Zn(NO3)2 or Fe(NO3)3 combined with VOC2O4. This work contributes to further development of efficient aerobic oxidation under mild reaction conditions.

Unraveling two pathways for NHPI-mediated electrocatalytic oxidation reaction

Xu, Leitao,Yi, Yangjie,Hu, Sideng,Ye, Jiao,Hu, Aixi

, (2021/11/30)

Two pathways for N-hydroxyphthalimide (NHPI)-mediated electrocatalytic oxidation using phenylacetate derivatives as template substrates were first reported for benzylic C[sbnd]H oxidation to oxygenated and non-oxygenated products. DFT calculation indicates that the hydrogen-atom transfer (HAT) process between phthalimido-N-oxyl (PINO) and substrate is a rate-determined step. Aromatic α-keto esters and 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-aryl acetate obtained by cross-coupling between benzylic radical and PINO can be selectively synthesized through controlling the concentration of PINO radical. This method provides a deep understanding for selective weak C[sbnd]H oxidation using NHPI as redox mediator.

Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

Ece, Hamdiye,Tange, Yuji,Yurino, Taiga,Ohkuma, Takeshi

, p. 935 - 939 (2021/02/22)

3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc) 2. Wide varieties of diethyl phosphates derived from N -arylmandelamides were converted almost quantitatively into oxindoles. When N, N -dibenzylamide was used instead of an anilide substrate, a benzo-fused δ-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.

Visible-light photocatalytic selective oxidation of C(sp3)-H bonds by anion-cation dual-metal-site nanoscale localized carbon nitride

Duan, Limei,Li, Peihe,Li, Wanfei,Liu, Jinghai,Liu, Ying,Liu, Zhifei,Lu, Ye,Sarina, Sarina,Wang, Jinghui,Wang, Yin,Wang, Yingying,Zhu, Huaiyong

, p. 4429 - 4438 (2021/07/12)

Selective oxidation of C(sp3)-H bonds to carbonyl groups by abstracting H with a photoinduced highly active oxygen radical is an effective method used to give high value products. Here, we report a heterogeneous photocatalytic alkanes C-H bonds oxidation method under the irradiation of visible light (λ= 425 nm) at ambient temperature using an anion-cation dual-metal-site modulated carbon nitride. The optimized cation (C) of Fe3+or Ni2+, with an anion (A) of phosphotungstate (PW123?) constitutes the nanoscale dual-metal-site (DMS). With a Fe-PW12dual-metal-site as a model (FePW), we demonstrate a A-C DMS nanoscale localized carbon nitride (A-C/g-C3N4) exhibiting a highly enhanced photocatalytic activity with a high product yield (86% conversion), selectivity (up to 99%), and a wide functional group tolerance (52 examples). The carbon nitride performs the roles of both the visible light response, and improves the selectivity for the oxidation of C(sp3)-H bonds to carbonyl groups, along with the function of A-C DMS in promoting product yield. Mechanistic studies indicate that this reaction follows a radical pathway catalyzed by a photogenerated electron and hole on A-C/g-C3N4that is mediated by thetBuO˙ andtBuOO˙ radicals. Notably, a 10 g scale reaction was successfully achieved for alkane photocatalytic oxidation to the corresponding product with a good yield (80% conversion), and high selectivity (95%) under natural sunlight at ambient temperature. In addition, this A-C/g-C3N4photocatalyst is highly robust and can be reused at least six times and the activity is maintained.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 15206-55-0