16849-87-9

Basic information

• Product Name: Ethyl 2-cyano-3-(dimethylamino)acrylate
• Synonyms: ETHYL 2-CYANO-3-(DIMETHYLAMINO)ACRYLATE;Ethyl dimethylaminomethylenecyanoacetate;2-Cyano-3-(dimethylamino)-acrylic acid ethyl ester;ETHYL 2-CYANO-3-DIMETHYLAMINOPROPENOATE
• CAS NO: 16849-87-9
• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.19
• Mol File: 16849-87-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 76-78°C
• Boiling Point: 340°Cat760mmHg
• Flash Point: 159.4°C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 8.84E-05mmHg at 25°C
• Refractive Index: 1.473
• CAS DataBase Reference: Ethyl 2-cyano-3-(dimethylamino)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-cyano-3-(dimethylamino)acrylate(16849-87-9)
• EPA Substance Registry System: Ethyl 2-cyano-3-(dimethylamino)acrylate(16849-87-9)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 16849-87-9(Hazardous Substances Data)

Usage

General Description

Ethyl 2-cyano-3-(dimethylamino)acrylate is a chemical compound with the molecular formula C9H12N2O2. It is also known by its IUPAC name as Ethyl 2-cyano-3-dimethylaminoprop-2-enoate. Ethyl 2-cyano-3-(dimethylamino)acrylate falls under the category of both acrylates and nitriles. Acrylates are organic compounds that are derived from acrylic acid and nitriles are any organic compounds that contain a -C≡N functional group. It is generally used for various chemical synthesis processes due to its reactivity. As a laboratory reagent, it may be used in the preparation of polymerizable monomers. However, like many chemicals, it might be hazardous on skin contact, inhalation, or if swallowed, thus requiring proper handling and storage.

InChI:InChI=1/C8H12N2O2/c1-4-12-8(11)7(5-9)6-10(2)3/h6H,4H2,1-3H3/b7-6+

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 105-56-6 ethyl 2-cyanoacetate 
• 2214-82-6 Bis(dimethylamino)acetonitrile 
• 20353-93-9 Gold's reagent 
• 75654-15-8 N,N-Dimethyl-N'-(trimethoxyacetyl)formamidin 
• 31128-07-1 ethyl α-cyano-β-dimethylaminoacrylate 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 7144-24-3 Benzylaminomethylen-cyanessigsaeure-aethylester 
• 61679-83-2 ethyl ureidomethylene cyanoacetate 
• 5327-29-7 ethyl (E)-2-cyano-3-(N'-methylureido)-2-propenoate 
• 92673-40-0 ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate 
• 58046-50-7 N-hydroxyethyl-5-amino-1H-pyrazole-4-carboxylic acid 

Relevant articles and documents

X-ray crystallographic, spectroscopic and quantum chemical studies on ethyl 2-cyano-3-N,N-dimethyl amino acrylate

Structural and spectral characteristics of ethyl 2-cyano-3-N,N-dimethyl amino acrylate have been studied by methods of X-ray crystallography, infrared spectroscopy and quantum chemistry. The compound crystallizes in monoclinic space group P21/n

SUBSTITUTED BICYCLIC HETEROCYCLIC COMPOUNDS AS NADPH OXIDASE INHIBITORS

The present application relates to substituted fused heteroaryl and heterocyclic compounds, useful as nicotinamide adenine dinucleotide phosphate oxidase inhibitors (NADPH oxidase inhibitors), processes for their preparation, pharmaceutical compositions comprising the compounds, and the use of the compounds or the compositions in the treatment or prevention of various diseases, conditions and/or disorders mediated by NADPH oxidase. (Formula I)

REACTION OF GOLD'S REAGENT WITH ACTIVATED METHYLENE GROUPS DERIVED FROM ESTERS AND NITROARENES

A series of esters and nitrotoluenes were reacted with Gold's reagent under basic conditions and were found to produce the corresponding dimethylamino methyleneated product in both cases.