Methyl pyruvate

Base Information

• Chemical Name: Methyl pyruvate
• CAS No.: 600-22-6
• Molecular Formula: C4H6O3
• Molecular Weight: 102.09
• Hs Code.: H3 MOL WT. 102.09
• European Community (EC) Number: 209-987-4
• NSC Number: 65430
• UNII: 3KJM65G5XL
• DSSTox Substance ID: DTXSID9049326
• Nikkaji Number: J483I
• Wikipedia: Methyl_pyruvate
• Wikidata: Q27122826
• Metabolomics Workbench ID: 57925
• ChEMBL ID: CHEMBL3185405
• Mol file: 600-22-6.mol

Synonyms:methyl pyruvate

Chemical Property of Methyl pyruvate

Chemical Property:

• Appearance/Colour: Clear colourless to yellow liquid
• Vapor Pressure: 7.7mmHg at 25°C
• Melting Point: -22 °C
• Refractive Index: 1.404
• Boiling Point: 135.5 °C at 760 mmHg
• Flash Point: 39.4 °C
• PSA: 43.37000
• Density: 1.072 g/cm³
• LogP: -0.25160
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble1.1g/10 mL, clear, colorless to almost colorless
• Water Solubility.: Soluble in chloroform, methanol, ether, alcohol. Slightly soluble in water.
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.031694049
• Heavy Atom Count: 7
• Complexity: 95.1

Purity/Quality:

98%, ^*data from raw suppliers

Methyl Pyruvate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: Xi,F
• Statements: 10
• Safety Statements: 23-24/25-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(=O)OC
• Uses: Methyl Pyruvate acts as a potent secretagogue used in the study of stimulus-secretion coupling. Also used in the preparation of quinoxalines as dual phoosphodiesterase 2/10 (PDE2/10) inhibitors. It increases free calcium ion concentration in the cytosol of pancreatic cells. It is used in the preparation of dimethyl 2,3-dimethylenebutanedioate. Methyl pyruvate may be used to investigate the adsorption and reactivity of methyl pyruvate on Pt{111}. It may be used in the preparation of dimethyl 2,3-dimethylenebutanedioate.

Technology Process of Methyl pyruvate

There total 44 articles about Methyl pyruvate 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: 98.9%

methyl lactate (547-64-8,2155-30-8) → pyruvic acid methyl ester (600-22-6)

Guidance literature:

With hydrogenchloride; zinc(II) nitrate; hydroxylamine hydrochloride; oxygen; copper(II) nitrate; sodium hydroxide; at 100 ℃; for 8h; under 75.0075 Torr; Molecular sieve; Autoclave; Green chemistry;

Reference yield: 76.38%

methanol (67-56-1) + 2-oxo-propionic acid (127-17-3) → pyruvic acid methyl ester (600-22-6)

Guidance literature:

With toluene-4-sulfonic acid; at 83 ℃; Temperature;

Reference yield: 76.0%

methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + pyruvic acid methyl ester (600-22-6)

Guidance literature:

With dihydrogen peroxide; acetic acid; at 24.84 ℃; under 760.051 Torr; Kinetics; Mechanism; UV-irradiation;

DOI:10.1021/acs.jpca.5b04273

upstream raw materials:

methyl lactate

methanol

2-oxo-propionic acid

acrolein

Downstream raw materials:

2-(Benzoyl-hydrazono)-propionic acid methyl ester

methyl pyruvate benzoylhydrazone

2-Hydroxy-2-methyl-3-phenyl-pent-4-enoic acid methyl ester

methyl 2-hydroxy-2-methyl-3-phenyl-3-(1-phenylethylamino)propanoate

Refernces

• 1、 Inoue, Masami,Uragaki, Toshitaka,Kashiwagi, Hiroshi,Enomoto, Saburo. "The Oxidation of Methacrylic Acid Esters with H2O2 in the Presence of Chromium Catalysts. A Novel Route to Pyruvic Acid Esters". . p. 99 - 100. Retrieved 1989.
• 2、 Luo, Qianqian,Lu, Tianliang,Xu, Jun,Yang, Xiaomei,Zhou, Lipeng. "Conversion of Dihydroxyacetone to Methyl Pyruvate Catalyzed by Hybrid Molecular Sieves at Low Temperature: A Strategy for the Green Utilization of Glycerol". . p. 1641 - 1649. Retrieved 2019/12/24.
• 3、 -. "Novel synthesis method of alpha-carbonyl acid ester". Paragraph 0016; 0050; 0054-0055. . Retrieved 2020/07/21.