32804-77-6

Basic information

• Product Name: 2-Ethoxyethyl cyanoacetate
• Synonyms: ETHOXYETHYL CYANOACETATE;CYANOACETIC ACID 2-ETHOXYETHYL ESTER;2-ethoxyethyl 2-cyanoacetate;2-ETHOXYETHYL CYANOACETATE;2-EECA;acetic acid,cyano-,2-ethoxyethy ester;2-Ethoxyethylcyanacetate;2-Cyanoacetic acid 2-ethoxyethyl ester
• CAS NO: 32804-77-6
• Molecular Formula: C₇H₁₁NO₃
• Molecular Weight: 157.17
• EINECS: 251-228-4
• Mol File: 32804-77-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 277.219 °C at 760 mmHg
• Flash Point: 144°C
• Appearance: /
• Density: 1.067 g/cm³
• Vapor Pressure: 0.00458mmHg at 25°C
• Refractive Index: 1.4320-1.4360
• PKA: 2.76±0.10(Predicted)
• Water Solubility: Insoluble in water
• CAS DataBase Reference: 2-Ethoxyethyl cyanoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethoxyethyl cyanoacetate(32804-77-6)
• EPA Substance Registry System: 2-Ethoxyethyl cyanoacetate(32804-77-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 32804-77-6(Hazardous Substances Data)

Usage

General Description

2-Ethoxyethyl cyanoacetate is a chemical compound with the molecular formula C7H11NO3. It is a colorless liquid with a fruity odor, commonly used as an intermediate in the production of pharmaceuticals, pesticides, and other organic compounds. It is a versatile substance that can be used in various chemical reactions, including nucleophilic substitution, esterification, and condensation. 2-Ethoxyethyl cyanoacetate is known for its high reactivity and ability to form stable complexes with various metal ions, making it a valuable component in the synthesis of coordination complexes and organometallic compounds. It is also used as a solvent and as a stabilizer in some formulations. This chemical is considered to be potentially harmful if ingested, inhaled, or if it comes into contact with the skin, and proper safety precautions should be taken when handling it.

InChI:InChI=1/C7H11NO3/c1-2-10-5-6-11-7(9)3-4-8/h2-3,5-6H2,1H3

Upstream product

• 60682-94-2 chloro-acetic acid-(2-ethoxy-ethyl ester) 
• 151-50-8 potassium cyanide 
• 110-80-5 2-ethoxy-ethanol 
• 372-09-8 cyanoacetic acid 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 21982-43-4 2-ethoxyethyl 2-cyanoacrylate 
• 3695-84-9 methyl benzylidenecyanoacetate 
• 1419401-88-9 2-ethoxyethyl (2Z)-cyano{3-[(3-methoxypropyl)amino] cyclohex-2-en-1-ylidene}ethanoate 
• 1419401-77-6 2-ethoxyethyl (2Z)-cyano-{3-[(3-methoxypropyl)amino]cyclohex-2-en-1-ylidene}ethanoate 
• 1202935-24-7 C₂₂H₃₃N₂O₈PS 
• 1202935-46-3 C₂₄H₃₆FN₂O₈PS 
• 1202935-38-3 C₂₄H₃₇N₂O₈PS 
• 1202935-31-6 C₂₂H₃₂FN₂O₈PS 
• 40674-32-6 {(E)-4-[Bis-(2-chloro-ethyl)-amino]-phenylimino}-cyano-acetic acid 2-ethoxy-ethyl ester 

Relevant articles and documents

Synthesis and antiviral bioactivities of 2-cyano-3-substitutedamino(phenyl) methylphosphonylacrylates (Acrylamides) containing alkoxyethyl moieties

An efficient reaction under microwave irradiation has been developed for the synthesis of a series of novel 2-cyano-3-substituted-amino(phenyl) methylphosphonylacrylates (acrylamides) II. The products obtained in shorter reaction time with moderate yields are fully characterized by elemental analysis, IR, 1H, 13C, and 31P NMR spectral data. The role of introducing various substituents and the effect of incorporating a-aminophosphonates with an alkoxyethyl moiety into the parent cyanoacrylate (acrylamide) structure are investigated. Among the studied compounds, both II-17 and II-24 displayed good in vivo curative, protection, and inactivation effects, which were comparable to those of the commercial reference ningnanmycin (inhibitory rates of 58.8, 60.2, 78.9% and 60.0, 58.9, 85.5%, respectively, at 500 mg/L against TMV). To the best of the authors' knowledge, this is the first report on the synthesis and antiviral activity of the title compounds II.

Synthesis and Herbicidal Activity of 2-Cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates

A series of 2-cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates were synthesized as herbicidal inhibitors of PSII electron transport. All of these compounds exhibited good herbicidal activities. In particular, (Z)-ethoxyethyl 2-cyano-3-isopropyl-3-(2-chlorothiazol-5-yl)methylaminoacrylate showed excellent herbicidal activities even at a dose of 75 g/ha. A suitable group at the 3-position of acrylate was essential for high herbicidal activity. 2-Cyanoacrylates containing a 2-chloro-5-thiazolyl group are a novel class of herbicides and display herbicidal activities comparable to existing analogues bearing chloropyridyl or chlorophenyl.