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 分子式: C₅H₈O₃ 分子量: 116.12 Beilstein Registry Number: 1071466 EC番号: 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

概要

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

同義語

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

仕様と純度

Moligand™, ≥98%

申し込み

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.

保管条件

Store at 2-8°C,Argon charged

入荷

Wet ice

この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。

等級

Moligand™

アクションタイプ

INHIBITOR

純度

≥98%

名前と識別子

• パブケム・シド: 508811714
• カノニカル・スマイル: 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
• 異性体SMILES: CCOC(=O)C(=O)C
• WGKドイツ: 3
• UN番号: 3272
• 分子量: 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
    • 分類 Keto acids and derivatives
      • Subclass Alpha-keto acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• 分類: 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
• 説明: 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

作用メカニズム

化学的性質と物理的性質

• 溶解度: Miscible with water, ethanol and ether.
• 感度: Moisture & heat sensitive.
• 屈折率: 1.4052
• 引火点（°F）: 114.8 °F
• 引火点（°C）: 45℃
• 沸点（°C）: 155°C
• 融点（°C）: -50°C
• 分子量: 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

参考文献

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]