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105-56-6,MFCD00001940
Catalog No.:AA00389C

105-56-6 | Ethyl cyanoacetate

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500g
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA00389C
Chemical Name:
Ethyl cyanoacetate
CAS Number:
105-56-6
Molecular Formula:
C5H7NO2
Molecular Weight:
113.1146
MDL Number:
MFCD00001940
SMILES:
CCOC(=O)CC#N
NSC Number:
8844
Properties
Computed Properties
 
Complexity:
122  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
3  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
1  
XLogP3:
0.4  

Literature

Title: Schiff base structured acid-base cooperative dual sites in an ionic solid catalyst lead to efficient heterogeneous knoevenagel condensations.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20121001

Title: Design, synthesis, antimicrobial, anti-inflammatory and analgesic activity of novel isoxazolyl pyrimido[4,5-b]quinolines and isoxazolyl chromeno[2,3-d]pyrimidin-4-ones.

Journal: European journal of medicinal chemistry 20120901

Title: Synthesis of some novel biologically active disperse dyes derived from 4-methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydro-pyridine-3-carbonitrile as coupling component and their colour assessment on polyester fabrics.

Journal: Molecules (Basel, Switzerland) 20120725

Title: Ultrasound-promoted one-pot, three-component synthesis of spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] derivatives.

Journal: Molecules (Basel, Switzerland) 20120723

Title: Condensation reactions of 3-oxo-2-arylhydrazonopropanals with active methylene reagents: formation of 2-hydroxy- and 2-amino-6-substituted-5-arylazonicotinates and pyrido[3,2-c]cinnolines via 6π-electrocyclization reactions.

Journal: Molecules (Basel, Switzerland) 20120530

Title: Four-component synthesis of 1,2-dihydropyridine derivatives and their evaluation as anticancer agents.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20120501

Title: (E)-Ethyl 2-cyano-3-(furan-2-yl)acrylate.

Journal: Acta crystallographica. Section E, Structure reports online 20120501

Title: Synthesis, anticancer activity and radiosensitizing evaluation of some new 2-pyridone derivatives.

Journal: Arzneimittel-Forschung 20120301

Title: 6-(2-Methyl-prop-yl)-4-oxo-2-sulfanyl-idene-1,2,3,4-tetra-hydro-pyrimidine-5-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Ethyl 5-amino-3-(pyridin-4-yl)-1-(2,4,6-tri-chloro-phen-yl)-1H-pyrazole-4-carb-oxyl-ate dimethyl sulfoxide hemisolvate.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Rapid and efficient ultrasound-assisted method for the combinatorial synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazole] derivatives.

Journal: ACS combinatorial science 20120109

Title: Highly regio- and stereoselective Diels-Alder cycloadditions via two-step and multicomponent reactions promoted by infrared irradiation under solvent-free conditions.

Journal: International journal of molecular sciences 20120101

Title: Synthesis of substituted isoquinolines via Pd-catalyzed cross-coupling approaches.

Journal: Organic letters 20111202

Title: Synthesis and in vitro EGFR (ErbB1) tyrosine kinase inhibitory activity of 4-N-substituted 6-aryl-7H-pyrrolo[2,3-d]pyrimidine-4-amines.

Journal: European journal of medicinal chemistry 20111201

Title: (E)-Ethyl 2-cyano-3-(2,4-dimeth-oxy-phen-yl)prop-2-enoate.

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: 2-Amino-4-phenyl-5,6-dihydro-benzo[h]quinoline-3-carbonitrile-3-amino-1-phenyl-9,10-dihydro-phenanthrene-2,4-dicarbonitrile (5/3).

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: 2-Amino-4-(3,4-dimeth-oxy-phen-yl)-5,6-dihydro-benzo[h]quinoline-3-carbo-nitrile-3-amino-1-(3,4-dimeth-oxy-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile (1/19).

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: 2-Amino-4-(4-chloro-phen-yl)-5,6-dihydro-benzo[h]quinoline-3-carbonitrile-3-amino-1-(4-chloro-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile (1/4).

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: 3-Amino-1-(4-bromo-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20111001

Title: 4-(4-Chloro-phen-yl)-8-methyl-2-oxo-1,2,3,4,4a,5,6,7-octa-hydro-quinoline-3-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20111001

Title: 4-(4-Chloro-phen-yl)-8-methyl-2-oxo-1,2,5,6,7,8-hexa-hydro-quinoline-3-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20111001

Title: Ethyl (2E)-2-cyano-3-(1-methyl-1H-pyrrol-2-yl)prop-2-enoate.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: Ethyl 6-amino-8-(4-chloro-phen-yl)-9-nitro-2,3,4,8-tetra-hydro-pyrido[2,1-b][1,3]thia-zine-7-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 3-Amino-1-(2H-1,3-benzodioxol-5-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 3-Amino-1-(4-meth-oxy-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 4-(4-Meth-oxy-phen-yl)-2-oxo-1,2,5,6-tetra-hydro-benzo[h]quinoline-3-carbo-nitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 4-(1,3-Benzodioxol-5-yl)-2-oxo-1,2,5,6-tetra-hydro-benzo[h]quinoline-3-carbo-nitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 4-(4-Bromo-phen-yl)-2-oxo-1,2,5,6-tetra-hydro-benzo[h]quinoline-3-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 2-Oxo-4-(thio-phen-2-yl)-1,2,5,6-tetra-hydro-benzo[h]quinoline-3-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: 2-Oxo-4-phenyl-1,2,5,6-tetra-hydro-benzo[h]quinoline-3-carbonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20110901

Title: Ethyl 2-amino-4-phenyl-4H-1-benzo-thieno[3,2-b]pyran-3-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20110801

Title: (E)-Ethyl 2-cyano-3-(1H-pyrrol-2-yl)acrylate.

Journal: Acta crystallographica. Section E, Structure reports online 20110801

Title: (Z)-Ethyl 2-cyano-2-{2-[5,6-dimethyl-4-(thio-phen-2-yl)-1H-pyrazolo-[3,4-b]pyridin-3-yl]hydrazinylidene}acetate.

Journal: Acta crystallographica. Section E, Structure reports online 20110801

Title: Synthesis of functionalized 2-aminohydropyridines and 2-pyridinones via domino reactions of arylamines, methyl propiolate, aromatic aldehydes, and substituted acetonitriles.

Journal: ACS combinatorial science 20110711

Title: Synthesis, antitumor and antimicrobial activities of 4-(4-chlorophenyl)-3-cyano-2-(β-O-glycosyloxy)-6-(thien-2-yl)-nicotinonitrile.

Journal: European journal of medicinal chemistry 20110701

Title: Synthesis of some novel pyrazolo[1,5-a]pyrimidine derivatives and their application as disperse dyes.

Journal: Molecules (Basel, Switzerland) 20110622

Title: Synthesis and antimicrobial evaluation of some 6-aryl-5-cyano-2-thiouracil derivatives.

Journal: Acta pharmaceutica (Zagreb, Croatia) 20110601

Title: Synthesis of pyridin-2(1H)-one derivatives via enamine cyclization.

Journal: The Journal of organic chemistry 20110520

Title: Synthesis and biological evaluation of 4-styrylcoumarin derivatives as inhibitors of TNF-α and IL-6 with anti-tubercular activity.

Journal: Bioorganic & medicinal chemistry letters 20110415

Title: (E)-Ethyl 2-cyano-3-[4-(4,5-diphenyl-1H-imidazol-2-yl)phen-yl]acrylate dihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20110301

Title: Convenient synthesis of polyfunctional dihydrothiophenes with tandem reaction of 1,3-thiazolidinedione, aldehyde, arylamine and ethyl cyanoacetate.

Journal: Molecular diversity 20110201

Title: Synthesis and biological activity of pyrazolothienotetrahydroisoquinoline and [1,2,4]triazolo[3,4-a]thienotetrahydroisoquinoline derivatives.

Journal: European journal of medicinal chemistry 20110201

Title: Ethyl 2-amino-6-benzyl-4,5,6,7-tetra-hydro-thieno[2,3-c]pyridine-3-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: Synthesis of new pyrimidine derivatives with evaluation of their anti-inflammatory and analgesic activities.

Journal: Acta poloniae pharmaceutica 20110101

Title: Novel benzimidazole derivatives as expected anticancer agents.

Journal: Acta poloniae pharmaceutica 20110101

Title: Design, Synthesis and Biological Evaluation of Novel Pyrimido[4,5-d]pyrimidine CDK2 Inhibitors as Anti-Tumor Agents.

Journal: Scientia pharmaceutica 20110101

Title: Novel synthesis and antitumor evaluation of polyfunctionally substituted heterocyclic compounds derived from 2-cyano-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)-acetamide.

Journal: Molecules (Basel, Switzerland) 20101227

Title: (E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen-yl]acrylate.

Journal: Acta crystallographica. Section E, Structure reports online 20101001

Title: Green one pot solvent-free synthesis of pyrano[2,3-c]-pyrazoles and pyrazolo[1,5-a]pyrimidines.

Journal: Molecules (Basel, Switzerland) 20100920

Title: L-Histidine and L-arginine promote Knoevenagel reaction in water.

Journal: Amino acids 20100801

Title: Mono(NCN-pincer palladium)-metalloporphyrin catalysts: evidence for supramolecular bimetallic catalysis.

Journal: Dalton transactions (Cambridge, England : 2003) 20100721

Title: One-pot synthesis of 4,6-diaryl-2-oxo(imino)-1,2-dihydropyridine-3-carbonitrile; a New Scaffold for p38alpha MAP kinase inhibition.

Journal: Journal of combinatorial chemistry 20100712

Title: A convenient one-pot synthesis of 3-amino-2, 5-dihydropyridazine and pyrimidine derivatives in the presence of high surface area MgO as a highly effective heterogeneous base catalyst.

Journal: Molecular diversity 20100501

Title: Microwave-assisted and efficient solvent-free knoevenagel condensation. A sustainable protocol using porous calcium hydroxyapatite as catalyst.

Journal: Molecules (Basel, Switzerland) 20100204

Title: Ethyl 2-amino-7,7-dimethyl-2',5-dioxo-spiro-[5,6,7,8-tetra-hydro-4H-chromene-4,3'(2'H)-1H-indole]-3-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20100201

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Journal: Ultrasonics sonochemistry 20100101

Title: Discovery of colon tumor cell growth inhibitory agents through a combinatorial approach.

Journal: European journal of medicinal chemistry 20100101

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Journal: Acta poloniae pharmaceutica 20100101

Title: A new and facile synthetic approach to substituted 2-thioxoquinazolin-4-ones by the annulation of a pyrimidine derivative.

Journal: Beilstein journal of organic chemistry 20100101

Title: New pyridone, thioxopyridine, pyrazolopyridine and pyridine derivatives that modulate inflammatory mediators in stimulated RAW 264.7 murine macrophage.

Journal: European journal of medicinal chemistry 20091101

Title: (E)-Ethyl 3-(3-bromo-phen-yl)-2-cyano-acrylate.

Journal: Acta crystallographica. Section E, Structure reports online 20091101

Title: (E)-Ethyl 2-cyano-3-(3,4-dihydr-oxy-5-nitro-phen-yl)acrylate.

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Journal: Ultrasonics sonochemistry 20090801

Title: A novel and efficient one step synthesis of 2-amino-5-cyano-6-hydroxy-4-aryl pyrimidines and their anti-bacterial activity.

Journal: European journal of medicinal chemistry 20090601

Title: Ethyl 3-amino-1-phenyl-1H-benzo[f]chromene-2-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20090401

Title: Synthesis of new 2-substituted pyrido[2,3-d]pyrimidin-4(1H)-ones and their antibacterial activity.

Journal: European journal of medicinal chemistry 20090301

Title: Inorganic zinc salts catalyzed Knoevenagel condensation at room temperature without solvent.

Journal: Preparative biochemistry & biotechnology 20090101

Title: Antiviral and antischistosomal evaluation of newly synthesized thioglycosides and their acyclic analogues.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20090101

Title: Novel 3-(p-substituted phenyl)-6-bromo-4(3H)-quinazolinone derivatives of promising antiinflammatory and analgesic properties.

Journal: Acta poloniae pharmaceutica 20090101

Title: Hydroxyapatite supported caesium carbonate as a new recyclable solid base catalyst for the Knoevenagel condensation in water.

Journal: Beilstein journal of organic chemistry 20090101

Title: Ethyl 5-amino-3-methyl-sulfan-yl-1H-pyrazole-4-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20081201

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Journal: Acta crystallographica. Section E, Structure reports online 20081001

Title: Synthesis of new 3-pyridinecarboxylates of potential vasodilation properties.

Journal: European journal of medicinal chemistry 20080901

Title: Synthesis and antimicrobial activity of some new pyrazole, fused pyrazolo[3,4-d]-pyrimidine and pyrazolo[4,3-e][1,2,4]-triazolo[1,5-c]pyrimidine derivatives.

Journal: Molecules (Basel, Switzerland) 20080729

Title: Ethyl 5-acetyl-2-amino-4-methyl-thio-phene-3-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20080601

Title: Application of beta-(2-chloroaroyl) thioacetanilides in synthesis: an unusual and highly efficient access to thiochromeno[2,3-b]pyridine derivatives.

Journal: The Journal of organic chemistry 20080307

Title: Ethyl 3'-cyano-1'-methyl-2-oxo-4'-phenylspiro-[acenaphthene-1,2'-pyrrolidine]-3'-carboxyl-ate.

Journal: Acta crystallographica. Section E, Structure reports online 20080201

Title: Diethyl 5,5'-thio-bis[2-amino-4-(4-fluoro-phen-yl)-1-phenyl-1H-pyrrole-3-carboxyl-ate].

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Ethyl (E)-3-anilino-2-cyano-3-mercaptoacrylate.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

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Journal: Beilstein journal of organic chemistry 20070101

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Journal: Journal of enzyme inhibition and medicinal chemistry 20061201

Title: Synthesis of multisubstituted quinolines from Baylis-Hillman adducts obtained from substituted 2-chloronicotinaldehydes and their antimicrobial activity.

Journal: Bioorganic & medicinal chemistry 20060701

Title: A new N-type organic semiconductor synthesized by knoevenagel condensation of truxenone and ethyl cyanoacetate.

Journal: Organic letters 20060608

Title: Synthesis and molluscicidal activity of some 1,3,4-triaryl-5-chloropyrazole, pyrano[2,3-c]pyrazole, pyrazolylphthalazine and pyrano[2,3-d]thiazole derivatives.

Journal: Archiv der Pharmazie 20060601

Title: ATR-IR spectroscopy of pendant NH2 groups on silica involved in the Knoevenagel condensation.

Journal: Langmuir : the ACS journal of surfaces and colloids 20060411

Title: Synthesis and evaluation of 2,6-piperidinedione derivatives as potentially novel compounds with analgesic and other CNS activities.

Journal: Inflammopharmacology 20060301

Title: Lanthanide(III) and Yttrium(III) Complexes of Benzimidazole-2-Acetic Acid: Synthesis, Characterisation and Effect of La(III) Complex on Germination of Wheat.

Journal: Bioinorganic chemistry and applications 20060101

Title: Novel milrinone analogs of pyridine-3-carbonitrile derivatives as promising cardiotonic agents.

Journal: European journal of medicinal chemistry 20051201

Title: Synthesis and antiviral activity of novel chiral cyanoacrylate derivatives.

Journal: Journal of agricultural and food chemistry 20051005

Title: Synthesis, tautomeric states and crystal structure of (Z)-ethyl 2-cyano-2-(3H-quinazoline-4-ylidene) acetate and (Z)-ethyl 2-cyano-2-(2-methyl-3H-quinazoline-4-ylidene) acetate.

Journal: Molecules (Basel, Switzerland) 20050930

Title: Synthesis of 1,1-disubstituted-2,6-diarylcyclohexane-4-ones catalyzed by KF/basic Al2O3 under ultrasound.

Journal: Ultrasonics sonochemistry 20050801

Title: Direct organocatalytic and highly enantio- and diastereoselective Mannich reactions of alpha-substituted alpha-cyanoacetates.

Journal: Angewandte Chemie (International ed. in English) 20050506

Title: Knoevenagel reaction in water catalyzed by amine supported on silica gel.

Journal: Molecular diversity 20050101

Title: Highly efficient and mild copper-catalyzed N- and C-arylations with aryl bromides and iodides.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20041105

Title: Microwave assisted synthesis of 2-(4-substituted piperazin-1-yl)-1,8-naphthyridine-3-carbonitrile as a new class of serotonin 5-HT3 receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20041018

Title: Solvent-free reactions of C60 with active methylene compounds, either with or without carbon tetrabromide, in the presence of bases under high-speed vibration milling conditions.

Journal: Organic & biomolecular chemistry 20040621

Title: Selective addition to [60]fullerene of two different radicals generated from Mn(III)-based radical reaction.

Journal: Organic & biomolecular chemistry 20040421

Title: Synthesis and some reactions of 3-chloro-2-(cyanomethylene)-1,2-dihydroquinoxalines.

Journal: Molecules (Basel, Switzerland) 20040331

Title: Synthesis and biological testing of novel analogues of sydnone as potential antibacterial agents.

Journal: Archiv der Pharmazie 20040301

Title: Reaction of [60]fullerene with free radicals generated from active methylene compounds by manganese(III) acetate dihydrate.

Journal: Organic & biomolecular chemistry 20031221

Title: Synthesis of some new thiazole derivatives of pharmaceutical interest.

Journal: Bollettino chimico farmaceutico 20031101

Title: P(i-BuNCH2CH2)3N: an efficient ligand for the direct alpha-arylation of nitriles with aryl bromides.

Journal: The Journal of organic chemistry 20031017

Title: Electrophilicity parameters for benzylidenemalononitriles.

Journal: The Journal of organic chemistry 20030905

Title: Ultrasound promoted synthesis of 2-aroyl-1,3,5-triaryl-4-carbethoxy-4-cyanocyclohexanols.

Journal: Ultrasonics sonochemistry 20030501

Title: Synthesis and properties of new substituted 1,2,4-triazoles: potential antitumor agents.

Journal: Bioorganic & medicinal chemistry 20030417

Title: Synthesis and cytotoxicity evaluation of 2-amino- and 2-hidroxy-3-ethoxycarbonyl-N-substituted-benzo[f]indole-4,9-dione derivatives.

Journal: Bioorganic & medicinal chemistry 20030403

Title: Synthesis of 5-substituted 2-methylbenzimidazoles with anticancer activity.

Journal: Archiv der Pharmazie 20030301

Title: Synthesis of vanillin ethers from 4-(bromomethyl) coumarins as anti-inflammatory agents.

Journal: European journal of medicinal chemistry 20030301

Title: Knoevenagel condensation reaction in a membrane microreactor.

Journal: Chemical communications (Cambridge, England) 20030121

Title: Non-classical antifolates, 5-(N-phenylpyrrolidin-3-yl)-2,4,6-triaminopyrimidines and 2,4-Diamino-6(5H)-oxopyrimidines, synthesis and antitumor studies.

Journal: Bioorganic & medicinal chemistry 20030102

Title: A one-pot microwave-assisted synthesis of pyrido[2,3-d]pyrimidines.

Journal: Molecular diversity 20030101

Title: Synthesis and antibacterial activity of fused 1, 2, 4-triazolo[4, 3-a]quinoxaline and oxopyrimido[2', 1':5, 1]-1, 2, 4-triazolo[4, 3-a]quinoxaline derivatives.

Journal: Archiv der Pharmazie 20020801

Title: Synthesis of ethyl alpha-cyanocinnamates catalyzed by KF-Al2O3 under ultrasound irradiation.

Journal: Ultrasonics sonochemistry 20020701

Title: Pyrido[2, 3-d]pyrimidines and pyrimido[5',4':5, 6]pyrido[2, 3-d]pyrimidines as new antiviral agents: synthesis and biological activity.

Journal: Archiv der Pharmazie 20020601

Title: Pyrrolo[2,1-c][1,2,4]triazines from 2-diazopyrroles: synthesis and antiproliferative activity.

Journal: European journal of medicinal chemistry 20020301

Title: Palladium-catalyzed arylation of malonates and cyanoesters using sterically hindered trialkyl- and ferrocenyldialkylphosphine ligands.

Journal: The Journal of organic chemistry 20020125

Title: Synthesis of 1-(2-naphthylsulfonyl)pyrazole-C-glycosides.

Journal: Nucleosides, nucleotides & nucleic acids 20020101

Title: Palladium-catalyzed arylation of ethyl cyanoacetate. Fluorescence resonance energy transfer as a tool for reaction discovery.

Journal: Journal of the American Chemical Society 20010516

Title: Synthesis of ethyl alkylidene alpha cyanoacetates under ultrasound irradiation.

Journal: Ultrasonics sonochemistry 20010401

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Tags:105-56-6 Molecular Formula|105-56-6 MDL|105-56-6 SMILES|105-56-6 Ethyl cyanoacetate |Organic_Building_Blocks