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Ethyl cyanoacetate - 99%, high purity , CAS No.105-56-6
Basic Description
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
Specifications & Purity
≥99%
Shipped In
Normal
Product Description
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.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic acids and derivatives
Class
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
Description
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.
Names and Identifiers
Pubchem Sid
488180558
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488180558
IUPAC Name
ethyl 2-cyanoacetate
INCHI
InChI=1S/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3
InChIKey
ZIUSEGSNTOUIPT-UHFFFAOYSA-N
Smiles
CCOC(=O)CC#N
Isomeric SMILES
CCOC(=O)CC#N
WGK Germany
1
RTECS
AG4110000
UN Number
3276
Packing Group
I
Molecular Weight
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=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
It is slightly soluble in water. Mostly soluble in organic solvents such as chloroform, ethyl acetate.
Sensitivity
Light sensitive
Refractive Index
1.417-1.419
Flash Point(°C)
110℃
Boil Point(°C)
206～208°C
Melt Point(°C)
-22.5°C
Molecular Weight
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
Citations of This Product
1.
Zhaoqi Ye,Yang Zhao,Hongbin Zhang,Yahong Zhang,Yi Tang.
(2020-01-08)
Co-hydrolysis and Seed-Induced Synthesis of Basic Mesoporous ZSM-5 Zeolites with Enhanced Catalytic Performance.. Chemistry (Weinheim an der Bergstrasse, Germany),
26
((28)):
(6147-6157).
2.
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,
199
(105957).
3.
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).
4.
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,
104
(592).
5.
Wenjie Deng, Jie Yao, Lei Shi, Wensheng Wei, Fei Chen, Guangwen Xu.
(2022)
A newfound ionic liquid with unprecedented activity for multiple base-catalyzed reactions. CHEMICAL ENGINEERING JOURNAL,
427
(131955).
6.
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).
7.
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,
134
(109820).
8.
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,
268
(610).
9.
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).
10.
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).
11.
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,
467
(33).
12.
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).
13.
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,
12
(1333).
14.
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,
(e202403363).
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14 Citations
F2520162