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Methyl pyruvate

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Name

Methyl pyruvate

EINECS 209-987-4
CAS No. 600-22-6 Density 1.072 g/cm3
PSA 43.37000 LogP -0.25160
Solubility Soluble in chloroform, methanol, ether, alcohol. Slightly soluble in water. Melting Point -22 °C
Formula C4H6O3 Boiling Point 135.5 °C at 760 mmHg
Molecular Weight 102.09 Flash Point 39.4 °C
Transport Information UN 3272 3/PG 3 Appearance Clear colourless to yellow liquid
Safety 16 Risk Codes 10
Molecular Structure Molecular Structure of 600-22-6 (Methyl pyruvate) Hazard Symbols R10:;
Synonyms

Pyruvicacid, methyl ester (6CI,7CI,8CI);2-Oxo-propionic acid methyl ester;2-Oxopropanoic acid methyl ester;Methyl 2-oxopropanoate;Methyl2-oxopropionate;Methyl acetoformate;Methyl pyroracemate;Methyl pyruvate;Methylglyoxylic acid methyl ester;NSC 65430;Pyroracemic acid methyl ester;

Article Data 72

Methyl pyruvate Synthetic route

547-64-8

methyl lactate

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) nitrate; hydroxylamine hydrochloride; oxygen; copper(II) nitrate; sodium hydroxide at 100℃; under 75.0075 Torr; for 8h; Molecular sieve; Autoclave; Green chemistry;98.9%
With p-methoxybenzenetellurinic acid anhydride In neat (no solvent) at 130℃; for 1h;90%
With hydrogenchloride; sodium hypobromide In dichloromethane; water at 25℃; for 5h;90%
67-56-1

methanol

127-17-3

2-oxo-propionic acid

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 83℃; Temperature;76.38%
With ethanesulfonic acid; 1,2-dichloro-ethane
80-62-6

methacrylic acid methyl ester

A

50-00-0

formaldehyd

B

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid at 24.84℃; under 760.051 Torr; Kinetics; Mechanism; UV-irradiation;A n/a
B 76%
With ozone at 20.84℃; under 760 Torr; Kinetics; Darkness;A 55%
B 69%
480-96-6

benzofurazan oxide

2605-68-7

methyl 2-(triphenylphosphoranylidene)propionate

A

273-09-6

benzofurazan

B

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
In benzene for 6h; Heating;A 45%
B n/a
80-62-6

methacrylic acid methyl ester

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With dihydrogen peroxide; triethylamine; chromium(VI) oxide In acetonitrile at 40℃; for 20h; Product distribution; variation of catalyst, reagent, temperature, time;41%
With dihydrogen peroxide; triethylamine; chromium(VI) oxide In acetonitrile at 40℃; for 20h;41%
Stage #1: methacrylic acid methyl ester With cis-[Ru(2,9-Me2phen)2(OH2)2](PF6)2 In acetonitrile at 55℃; for 0.5h;
Stage #2: With dihydrogen peroxide In acetonitrile for 8h;
67-56-1

methanol

78-98-8

2-oxopropanal

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With carbon dioxide; 1,3-bis[2,6-di(propan-2-yl)phenyl]-2-methoxyimidazolidine In tetrahydrofuran at 20℃; for 8h; Inert atmosphere; Sealed tube;10%
67-56-1

methanol

107-02-8

acrolein

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With selenium(IV) oxide
35356-70-8

Methyl 2-acetamidoacrylate

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
With hydrogen bromide In chloroform
91765-79-6

1,4-Bis-methoxycarbonyl-1,2,3,4-tetramethyl-butadien-1,3

600-22-6

pyruvic acid methyl ester

Conditions
ConditionsYield
(i) O3, MeOH, (ii) H2, Pd-C; Multistep reaction;
62163-16-0

silver pyruvate

74-88-4

methyl iodide

600-22-6

pyruvic acid methyl ester

Methyl pyruvate Specification

The Propanoic acid, 2-oxo-,methyl ester, with the CAS registry number 600-22-6, is also known as 2-Oxopropanoic acid methyl ester. It belongs to the product category of Pyruvic Acid Series. Its EINECS number is 209-987-4. This chemical's molecular formula is C4H6O3 and molecular weight is 102.09. What's more, its systematic name is methyl 2-oxopropanoate. It can be used in organic synthesis. It should be sealed and stored in a cool and dry place. 

Physical properties of Propanoic acid, 2-oxo-,methyl ester are: (1)ACD/LogP: -0.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.48; (4)ACD/LogD (pH 7.4): -0.48; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13.01; (8)ACD/KOC (pH 7.4): 13.01; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.386; (14)Molar Refractivity: 22.38 cm3; (15)Molar Volume: 95.1 cm3; (16)Polarizability: 8.87×10-24cm3; (17)Surface Tension: 29.1 dyne/cm; (18)Density: 1.072 g/cm3; (19)Flash Point: 39.4 °C; (20)Enthalpy of Vaporization: 37.29 kJ/mol; (21)Boiling Point: 135.5 °C at 760 mmHg; (22)Vapour Pressure: 7.7 mmHg at 25°C.

Preparation: this chemical can be prepared by lactic acid methyl ester at the temperature of 25 °C. This reaction will need reagents NaOBr, HCl and solvents CH2Cl2, H2O with the reaction time of 5 hours. The yield is about 90%.

Propanoic acid, 2-oxo-,methyl ester can be prepared by lactic acid methyl ester at the temperature of 25 °C

Uses of Propanoic acid, 2-oxo-,methyl ester: it can be used to produce 2-piperidin-1-yl-acrylic acid methyl ester. It will need reagent AsCl3 and solvent diethyl ether with the reaction time of 10 min. The yield is about 73%.

Propanoic acid, 2-oxo-,methyl ester can be used to produce 2-piperidin-1-yl-acrylic acid methyl ester

When you are using this chemical, please be cautious about it as the following:
It is flammable, so you should keep it away from sources of ignition - No smoking. You must not breathe vapour. When using it, you need avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(C(=O)OC)C
(2)Std. InChI: InChI=1S/C4H6O3/c1-3(5)4(6)7-2/h1-2H3
(3)Std. InChIKey: CWKLZLBVOJRSOM-UHFFFAOYSA-N

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