Ethyl cyanoacetate - ≥99% , CAS No.105-56-6

CAS: 105-56-6 Cat. No.: E105739 Formula: C₅H₇NO₂ Peso molecolare: 113.11 Beilstein Registry Number: 605871 Numero EC: 203-309-0

GRADE & PURITY ≥99%

Synonyms

Ethyl 2-cyanoacetate;Cyanoacetic acid ethyl ester | ACETIC ACID,CYANO,ETHYL ESTER | EC 203-309-0 | ETHYL CYANOACETATE [MI] | C90336 | DTXCID506718 | ETHYLCYANOACETATE | ethyl-cyanoacetate | F0001-0108 | Q-201084 | Ethyl2-Cyanoacetate-13C15N | Ethylester k

Storage

Room temperature

Shipped In

FedEx DG Service

Panoramica

Ethyl cyanoacetate is an ester. Knoevenagel condensation of ethyl cyanoacetate with aldehyde is reported. Microwave enhanced Knoevenegal condensation reaction of ethyl cyanoacetate with an aldehyde, P2O5, piperidine and chlorobenzene is reported.

Specifications

Sinonimi

Ethyl 2-cyanoacetate;Cyanoacetic acid ethyl ester | ACETIC ACID,CYANO,ETHYL ESTER | EC 203-309-0 | ETHYL CYANOACETATE [MI] | C90336 | DTXCID506718 | ETHYLCYANOACETATE | ethyl-cyanoacetate | F0001-0108 | Q-201084 | Ethyl2-Cyanoacetate-13C15N | Ethylester k

Specifiche e purezza

≥99%

Condizioni di conservazione di stoccaggio

Room temperature

Spedito in

FedEx DG Service

Purezza

≥99%

Nomi e identificatori

• Pubchem Sid: 488180558
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180558
• Sorrisi canonici: CCOC(=O)CC#N
• IUPAC Name: ethyl 2-cyanoacetate
• InChIKey: ZIUSEGSNTOUIPT-UHFFFAOYSA-N
• INCHI: 1S/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3
• Isomeri SMILES: CCOC(=O)CC#N
• WGK Germania: 1
• RTECS: AG4110000
• Numero UN: 3276
• Gruppo di imballaggio: I
• Peso molecolare: 113.11
• Beilstein: 605871
• Reaxy-Rn: 605871
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=605871&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Carboxylic acid esters
• Alternative Parents: Nitriles Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Carboxylic acid ester - Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Descrizione: This compound belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester 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

Proprietà chimiche e fisiche

• Solubilità: It is slightly soluble in water. Mostly soluble in organic solvents such as chloroform, ethyl acetate.
• Sensibilità: Light sensitive
• Indice di rifrazione: 1.417-1.419
• Punto di infiammabilità (°C): 110℃
• Punto di ebollizione (°C): 206～208°C
• Punto di fusione (°C): -22.5°C
• Peso molecolare: 113.110 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 113.048 Da
• Monoisotopic Mass: 113.048 Da
• Topological Polar Surface Area: 50.100 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 122.000
• 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

Riferimenti

1. Wei Guo, Ben Li, Haijun Chi, Zhongliang Jiang, Liu Qing Wei, Edward D. Ramsey.  (2023)  On-line SFC-UV/Vis-MS using flow selection interfaces to monitor continuous flow single and sequential stage organic reactions in supercritical carbon dioxide.  JOURNAL OF SUPERCRITICAL FLUIDS,      [PMID:] [10.1016/j.supflu.2023.105957]

2. Yuqing Shen, Chaoping Yuan, Xianyi Zhu, Qin Chen, Shenjun Lu, Haibo Xie.  (2021)  Engineering cellulose into water soluble poly(protic ionic liquid) electrolytes in the DBU/CO2/DMSO solvent system as an organocatalyst for the Knoevenagel condensation reaction.  GREEN CHEMISTRY,  23  (24): (9922-9934).  [PMID:] [10.1039/D1GC03148A]

3. Zhongqiu Liu, Yuanyuan Yu, Shengnan Li, Yaqi Liu, Guoqiang Zhang, Long Han, Yujing Liu, Jinmao You, Anguo Ying.  (2021)  Collaborative fabrication of poly(L-proline)s with well-defined mesopores and hydrophobicity: Synergistic effect of mesoporous confinement and hydrophobic micro-environment on organic transformations.  JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY,      [PMID:] [10.1016/j.jiec.2021.09.006]

4. Wenjie Deng, Jie Yao, Lei Shi, Wensheng Wei, Fei Chen, Guangwen Xu.  (2021)  A newfound ionic liquid with unprecedented activity for multiple base-catalyzed reactions.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.131955]

5. Guanglei Lv, Yunze Xu, Jiajia Yang, Wenhui Li, Chunxia Li, Anyang Sun.  (2020)  Novel D–π-A type near-infrared fluorescent probes for the detection of Aβ40 aggregates.  ANALYST,  145  (20): (6579-6585).  [PMID:32780031] [10.1039/D0AN01180K]

6. Boru Zhang, Heng Li, Huitong Luo, Junpeng Zhao.  (2020)  Ring-opening alternating copolymerization of epichlorohydrin and cyclic anhydrides using single- and two-component metal-free catalysts.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2020.109820]

7. Bin Xie, Yingjie Xu, Xiaochen Tang, Hegang Shu, Tingting Chen, Xiao Zhu.  (2018)  Comparison of the alkalinity of hydroxypyridine anion-based protic ionic liquids and their catalytic performance for Knoevenagel reaction: The effect of the type of cation and the position of nitrogen atom of anion.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2018.07.094]

8. Weigang Li, Gang Li, Dan Liu.  (2016)  Synthesis and application of core–shell magnetic metal–organic framework composites Fe3O4/IRMOF-3.  RSC Advances,  6  (96): (94113-94118).  [PMID:] [10.1039/C6RA17824C]

9. Xiaoming Jiang, Junchao Xu, Youlai Zhang, Hongying Wang, Lintao Zeng, Yue Zhang.  (2016)  A colorimetric and ratiometric fluorescent probe for the rapid and sensitive detection of sulfite in sugar.  Analytical Methods,  8  (7): (1572-1576).  [PMID:] [10.1039/C5AY02983J]

10. Jin Zhao, Jun Xie, Chak-Tong Au, Shuang-Feng Yin.  (2013)  One-pot synthesis of potassium-loaded MgAl oxide as solid superbase catalyst for Knoevenagel condensation.  APPLIED CATALYSIS A-GENERAL,      [PMID:] [10.1016/j.apcata.2013.06.054]

11. Zhang Shu-Guo, Yin Shuang-Feng, Wei Yu-Dan, Luo Sheng-Lian, Au Chak-Tong.  (2012)  Novel MgO–SnO2 Solid Superbase as a High-Efficiency Catalyst for One-Pot Solvent-Free Synthesis of Polyfunctionalized 4H-pyran Derivatives.  CATALYSIS LETTERS,  142  (5): (608-614).  [PMID:] [10.1007/s10562-012-0805-5]

12. Yudan Wei, Shuguo Zhang, Shuangfeng Yin, Chang Zhao, Shenglian Luo, Chak-tong Au.  (2011)  Solid superbase derived from lanthanum–magnesium composite oxide and its catalytic performance in the knoevenagel condensation under solvent-free condition.  CATALYSIS COMMUNICATIONS,      [PMID:] [10.1016/j.catcom.2011.05.010]

13. Wei Liu, Yu-Qing Zhang, Zhen-Lin Dong, Zi-Xuan Chen, Lei Li, Xin-Yuan Zhao, Yang Wu, Yu-Yang Zhang.  (2024)  An Efficient Bifunctional Core-Shell ZIF-90@ZIF-67 Composite as a Stable Pickering Interfacial Catalyst for the Deacetalization–Knoevenagel Tandem Reaction.  CHEMISTRY-A EUROPEAN JOURNAL,      [PMID:39498512] [10.1002/chem.202403363]

14. Zhaoqi Ye, Yang Zhao, Hongbin Zhang, Yahong Zhang, Yi Tang.  (2020)  Co-hydrolysis and Seed-Induced Synthesis of Basic Mesoporous ZSM-5 Zeolites with Enhanced Catalytic Performance.  CHEMISTRY-A EUROPEAN JOURNAL,  26  (28): (6147-6157).  [PMID:31909848] [10.1002/chem.201904807]

15. Fei Yuan, Jiahui Wang, Shufen Zhang.  (2026)  Modulating the molecular structure of azo-pyridone dyes via morpholine and pyridine substituents to enhance their high-performance in color filters.  COLORATION TECHNOLOGY,      [PMID:] [10.1111/cote.70086]

Domande frequenti

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product is classified as dangerous goods and ships via FedEx DG Service. Ground and other economy services are not available, and delivery to some destinations or address types may be restricted.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 105-56-6, the molecular formula is C5H7NO2, and the molecular weight is 113.11 g/mol. InChIKey ZIUSEGSNTOUIPT-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.