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 분자식: C₅H₈O₃ 분자량: 116.12 Beilstein Registry Number: 1071466 EC 번호: 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

개요

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

동의어

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

사양 및 순도

Moligand™, ≥98%

애플리케이션

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.

보관 조건

Store at 2-8°C,Argon charged

배송

Wet ice

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등급

Moligand™

작업 유형

INHIBITOR

순수함

≥98%

이름과 식별자

• Pubchem Sid: 508811714
• 정식 스마일: 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
• 이성체 SMILES: CCOC(=O)C(=O)C
• WGK 독일: 3
• UN 번호: 3272
• 분자량: 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
    • 분류 Keto acids and derivatives
      • Subclass Alpha-keto acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• 분류: 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
• 설명: 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

작용 메커니즘

화학 및 물리적 특성

• 용해성: Miscible with water, ethanol and ether.
• 감도: Moisture & heat sensitive.
• 굴절률: 1.4052
• 발화점(°F): 114.8 °F
• 발화점(°C): 45℃
• 끓는점(°C): 155°C
• 녹는점(°C): -50°C
• 분자량: 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

참고 문헌

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]