Ethyl benzoylacetate - technical grade, ≥90% , CAS No.94-02-0

CAS: 94-02-0 Cat. No.: E434596 Fórmula: C₁₁H₁₂O₃ Peso molecular: 192.21 Beilstein Registry Number: 389944 Número EC: 202-295-3

GRADE & PURITY Technical grade, ≥90%

Synonyms

STR00545 | K8CHJ4MKM0 | W-100219 | CAS-94-02-0 | DTXSID4047094 | BRN 0389944 | Q27282091 | 3-oxo-3-phenylpropionic acid ethyl ester | 3-oxo-3-phenyl-propionic acid ethyl ester | Ethyl benzoylacetate, redist., >=97.0% (HPLC) | NSC 227214 | 3-OXO-3-PHENYLPR

Storage

Room temperature

Descripción general

General Description

Ethyl benzoylacetate is an ester. It undergoes microbial reduction by bakers′ yeast ( Saccharomyces cerevisiae ), Beauveria sulfurescens or Geotrichum candidum to afford ethyl ( S )-3-hydroxy-3-phenylpropionate. It undergoes Claisen condensation reaction with malononitrile to afford 2-cyano-5-phenyl-3,5-dioxopentanonitrile which on cyclization followed by coupling with diazonium salts yields azo derivatives.

Application

Ethyl benzoylacetate was sed in the preparation of: triazipinones ethyl 2-fluoro-2-benzolyacetate 1,2,4-triazolo[1,5- a ]pyrimidine antibiotic essramycin benzo[ c ]furan-4,7-diones iodonium ylides

Specifications

Sinónimos

STR00545 | K8CHJ4MKM0 | W-100219 | CAS-94-02-0 | DTXSID4047094 | BRN 0389944 | Q27282091 | 3-oxo-3-phenylpropionic acid ethyl ester | 3-oxo-3-phenyl-propionic acid ethyl ester | Ethyl benzoylacetate, redist., >=97.0% (HPLC) | NSC 227214 | 3-OXO-3-PHENYLPR

Especificaciones y pureza

technical grade, ≥90%

Condiciones de almacenamiento de almacenamiento

Room temperature

Grado

Grado técnico

Pureza

≥90%

Nombres e identificadores

• Sonrisas canónicas: CCOC(=O)CC(=O)C1=CC=CC=C1
• IUPAC Name: ethyl 3-oxo-3-phenylpropanoate
• InChIKey: GKKZMYDNDDMXSE-UHFFFAOYSA-N
• INCHI: 1S/C11H12O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3
• Isómeros SMILES: CCOC(=O)CC(=O)C1=CC=CC=C1
• WGK Alemania: 2
• RTECS: AF4878000
• Peso molecular: 192.21
• Beilstein: 389944
• Reaxy-Rn: 389944
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=389944&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Benzoyl derivatives Aryl alkyl ketones Fatty acid esters Beta-keto acids and derivatives 1,3-dicarbonyl compounds Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Benzoyl - Aryl alkyl ketone - Beta-keto acid - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Benzenoid - 1,3-dicarbonyl compound - Keto acid - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Not available

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: alcohol: miscible; diethyl ether: miscible; water: insoluble
• Índice de refracción: 1.52
• Punto de inflamación (°F): 284 °F
• Punto de inflamación (°C): 140℃
• Punto de ebullición (°C): 265-270°C
• Peso molecular: 192.210 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 192.079 Da
• Monoisotopic Mass: 192.079 Da
• Topological Polar Surface Area: 43.400 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 205.000
• 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. Junyi Tang, Yuanyuan Ren, Jiachun Feng.  (2022)  Fluorescence-color-changing biomimetic tough films with simultaneous shape-deformation triggered by pH.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.135932]

2. Zixu Zhang, Zikun Wang, Hongliang Mu, Xin Wang, Yunhui Li, Jingling Yan, Zhen Wang.  (2017)  A novel approach to 1,2,3-triazole grafted chitosans via modified Wolff’s cyclocondensation.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2017.11.047]

3. Xinyue Guo, Qiyue Zhou, Xuefeng Fan, Qinyan Zhu, Ming Jin.  (2024)  Heteroatom/Heterocycle-Substituted Ketone Dyes as Efficient Photoinitiators in Visible Light-Emitting Diode/Near Infrared Light Photopolymerization with Enhanced Two-Photon Lithography Capability.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.4c00932]