Ethyl pyruvate - Moligand™, ≥98%, used for Ethyl pyruvate can react with nitromethane via an asymmetric Henry reaction to form α-hydroxyβ-nitro ester compounds. It can be used as a model compound for α-keto esters to study enantioselective hydrogenation r

CAS: 617-35-6 Cat. No.: E113332 Peso molecular: 116.12 Beilstein Registry Number: 1071466 Número EC: 210-511-2

GRADE & PURITY Moligand™, ≥98%

Synonyms

Ethyl methylglyoxylate | 2-oxopropanoic acid ethyl ester | Ethyl 2-oxopropanoate | Ethyl 2-oxopropionate | Methyl ethoxycarbonyl ketone | Pyruvic Acid Ethyl Ester

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Descripción general

Soluble in ethanol, diethyl ether, and acetone; slightly soluble in water. Used in organic synthesis.

Applications 

Ethyl pyruvate can react with nitromethane via an asymmetric Henry reaction to form α-hydroxyβ-nitro ester compounds. It can be used as a model compound for α-keto esters to study enantioselective hydrogenation reaction mechanisms.

Specifications

Sinónimos

Ethyl methylglyoxylate | 2-oxopropanoic acid ethyl ester | Ethyl 2-oxopropanoate | Ethyl 2-oxopropionate | Methyl ethoxycarbonyl ketone | Pyruvic Acid Ethyl Ester

Especificaciones y pureza

Moligand™, ≥98%

Aplicación

Ethyl pyruvate can react with nitromethane via an asymmetric Henry reaction to form α-hydroxyβ-nitro ester compounds. It can be used as a model compound for α-keto esters to study enantioselective hydrogenation reaction mechanisms.

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C, Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

INHIBITOR

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CCOC(=O)C(=O)C
• IUPAC Name: ethyl 2-oxopropanoate
• InChIKey: XXRCUYVCPSWGCC-UHFFFAOYSA-N
• INCHI: 1S/C5H8O3/c1-3-8-5(7)4(2)6/h3H2,1-2H3
• Isómeros SMILES: CCOC(=O)C(=O)C
• WGK Alemania: 3
• Número ONU: 3272
• Peso molecular: 116.12
• Beilstein: 1071466
• Reaxy-Rn: 1071466
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1071466&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Keto acids and derivatives
• Subclass: Alpha-keto acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Alpha-keto acids and derivatives
• Alternative Parents: Ketones Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-keto acid - 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
• Descripción: 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: a small molecule

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Miscible with water, ethanol and ether.
• Sensibilidad: Moisture & heat sensitive.
• Índice de refracción: 1.4052
• Punto de inflamación (°F): 114.8 °F
• Punto de inflamación (°C): 45℃
• Punto de ebullición (°C): 155°C
• Punto de fusión (°C): -50°C
• Peso molecular: 116.110 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 116.047 Da
• Monoisotopic Mass: 116.047 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 106.000
• 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

Referencias

1. Chang-Qing Miao, Ni Wang, Yan-Ni Ling, Xia-Qing Ma, Yu-Xin Chen, Rui-Feng Wang, Li-Hua Hou, Yu-Peng Hua, Min-Yan Kang, Ming Fang.  (2022)  LnIII2 compounds constructing by polydentate Schiff base ligand and β-diketonate coligand: structures, magnetocaloric effect and SMMs behaviors.  INORGANICA CHIMICA ACTA,      [PMID:] [10.1016/j.ica.2022.121050]

2. Jiequn Wu, Weiming Hua, Yinghong Yue, Zi Gao.  (2020)  Efficient Aerobic Oxidation of Ethyl Lactate to Ethyl Pyruvate over V2O5/g-C3N4 Catalysts.  ACS Omega,      [PMID:32656442] [10.1021/acsomega.0c01822]

3. Qiong Shi, Yawen Wang, Wenjing Dong, Erqun Song, Yang Song.  (2019)  Polychlorinated biphenyl quinone-induced signaling transition from autophagy to apoptosis is regulated by HMGB1 and p53 in human hepatoma HepG2 cells.  TOXICOLOGY LETTERS,      [PMID:30742880] [10.1016/j.toxlet.2019.02.002]

4. Zonghui Liu, Jing Xu, Zhe Wen, Bing Yan, Bing Xue.  (2024)  Chitin-derived NC support vanadia as highly efficient catalyst for the oxidation of ethyl lactate to ethyl pyruvate.  BIOMASS & BIOENERGY,      [PMID:] [10.1016/j.biombioe.2024.107396]

5. Baoqing Bai, Lanqi Zhang, Ying Zhang, Bin Feng, Tao Bo, Jinhua Zhang, Sanhong Fan, Yukun Yang.  (2024)  Comparative analysis of flavor characteristics of two rounds of Qingxiangxing Baijiu by GC×GC-TOFMS, HS-GC-IMS, GC-E-nose and E-tongue.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.105789]

6. Qi Wei, Fuxia He, Jiangyan Rao, Xiaoxia Xiang, Li Li, Hongyi Qi.  (2024)  Targeting non-classical autophagy-dependent ferroptosis and the subsequent HMGB1/TfR1 feedback loop accounts for alleviating solar dermatitis by Senkyunolide I.  FREE RADICAL BIOLOGY AND MEDICINE,      [PMID:39117049] [10.1016/j.freeradbiomed.2024.08.004]