Methyl pyruvate - ≥97%(GC) , CAS No.600-22-6

CAS: 600-22-6 Cat. No.: M136953 Molecular Weight: 102.09 Beilstein Registry Number: 3616 EC Number: 209-987-4

GRADE & PURITY ≥97%(GC)

Synonyms

QSPL 174 | F1905-6998 | InChI=1/C4H6O3/c1-3(5)4(6)7-2/h1-2H | 2-oxopropionic acid methyl ester | 2-oxo-propionic acid methyl ester | Tox21_202853 | PYRORACEMIC ACID METHYL ESTER | NCGC00260399-01 | pyruvic acid methylester | Pyruvic acid, methyl ester | A

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Description:
Methyl pyruvate is a pyruvic ester. Surface conditions during Pt/silica EUROPT-1 modified by cinchonidine catalyzed by enantioselective hydrogenation of methyl pyruvate to R-(+)-methyl lactate were investigated. Enantioselective hydrogenation of methyl pyruvate over finely dispersed polyvinylpyrrolidone-stabilized and the corresponding alumina-supported iridium clusters modified with cinchonidine was studied. The molecular orientation and conformation of methyl pyruvate on Ni(111) surface has been investigated in the temperature range 105-220K. Methyl pyruvate is reported to stimulate insulin secretion in vitro and in vivo.

Application:

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.

Specifications

Synonyms

QSPL 174 | F1905-6998 | InChI=1/C4H6O3/c1-3(5)4(6)7-2/h1-2H | 2-oxopropionic acid methyl ester | 2-oxo-propionic acid methyl ester | Tox21_202853 | PYRORACEMIC ACID METHYL ESTER | NCGC00260399-01 | pyruvic acid methylester | Pyruvic acid, methyl ester | A

Specifications & Purity

≥97%(GC)

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%(GC)

Names and Identifiers

• Pubchem Sid: 504752189
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752189
• Canonical Smiles: CC(=O)C(=O)OC
• IUPAC Name: methyl 2-oxopropanoate
• InChIKey: CWKLZLBVOJRSOM-UHFFFAOYSA-N
• INCHI: 1S/C4H6O3/c1-3(5)4(6)7-2/h1-2H3
• Isomeric SMILES: CC(=O)C(=O)OC
• Molecular Weight: 102.09
• Beilstein: 3616
• Reaxy-Rn: 1361953
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1361953&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Keto acids and derivatives
      • Subclass Alpha-keto acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Keto acids and derivatives
• Subclass: Alpha-keto acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Alpha-keto acids and derivatives
• Alternative Parents: Methyl esters Ketones Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-keto acid - Methyl ester - Ketone - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
• External Descriptors: an ester

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water, ether, alcohol, methanol, and chloroform.
• Sensitivity: Moisture & heat sensitiv
• Refractive Index: 1.4
• Flash Point(°F): 39°C(lit.)
• Flash Point(°C): 39°C(lit.)
• Boil Point(°C): 138 °C
• Molecular Weight: 102.090 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 102.032 Da
• Monoisotopic Mass: 102.032 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 95.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Ziyue Zhou, Renjiang Li, Ke Li, Kai Zong, Dongshun Deng.  (2022)  Efficient and reversible absorption of low pressure NH3 by functional type V deep eutectic solvents based on phenol and hydroxypyridine.  NEW JOURNAL OF CHEMISTRY,  46  (45): (21730-21736).  [PMID:] [10.1039/D2NJ04409A]

2. Peilan Luo, Menglin Ye, Wenli Zhou, Pingping Wan, Zhongyun Ma, Zhongxian Qiu, Jilin Zhang, Ru-Shi Liu, Shixun Lian.  (2022)  Simultaneous construction of impermeable dual-shell stabilizing fluoride phosphors for white light-emitting diodes.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.134951]

3. Jifan Li, Duo Li, Chun-Ling Liu, Chunli Xu, Wen-Sheng Dong.  (2019)  The conversion of glycerol to methyl lactate catalyzed by tin-exchanged montmorillonite-supported gold catalysts.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  94  (6): (1958-1967).  [PMID:] [10.1002/jctb.5979]

4. Aiyun Li, Qun Liu, Qiang Li, Baolin Liu, Yang Yang, Ning Zhang.  (2018)  Berberine Reduces Pyruvate-driven Hepatic Glucose Production by Limiting Mitochondrial Import of Pyruvate through Mitochondrial Pyruvate Carrier 1.  EBioMedicine,      [PMID:30093307] [10.1016/j.ebiom.2018.07.039]

5. He Liu, Shixi Wang, Meng Xu, Kaiyue Zhang, Qian Gao, Hualei Wang, Dongzhi Wei.  (2024)  Engineering an (R)-selective transaminase for asymmetric synthesis of (R)-3-aminobutanol.  BIOORGANIC CHEMISTRY,      [PMID:38492494] [10.1016/j.bioorg.2024.107264]