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372-09-8,MFCD00002677
Catalog No.:AA0034KB

372-09-8 | Cyanoacetic acid

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5g
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25g
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100g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0034KB
Chemical Name:
Cyanoacetic acid
CAS Number:
372-09-8
Molecular Formula:
C3H3NO2
Molecular Weight:
85.0614
MDL Number:
MFCD00002677
SMILES:
OC(=O)CC#N
NSC Number:
5571
UN Number:
1759
Properties
Properties
 
BP:
108 °C0.15 mm Hg(lit.)  
Form:
Solid  
MP:
65 °C  
Refractive Index:
1.3764 (estimate)  
Solubility:
H2O: soluble50mg/mL, clear, colorless to very faintly yellow  
Stability:
Hygroscopic  
Storage:
Room Temperature;  

Computed Properties
 
Complexity:
98.6  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
-0.8  

Literature

Title: A star-shaped oligothiophene end-capped with alkyl cyanoacetate groups for solution-processed organic solar cells.

Journal: Chemical communications (Cambridge, England) 20121007

Title: A copper(I)-catalyzed reaction of 2-(2-ethynylphenyl)oxirane, sulfonyl azide, with 2-isocyanoacetate.

Journal: Chemical communications (Cambridge, England) 20120914

Title: Constructing organic D-A-π-A-featured sensitizers with a quinoxaline unit for high-efficiency solar cells: the effect of an auxiliary acceptor on the absorption and the energy level alignment.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120625

Title: 2-Aminothiophenes as building blocks in heterocyclic synthesis: synthesis and antimicrobial evaluation of a new class of pyrido[1,2-a]thieno[3,2-e]pyrimidine, quinoline and pyridin-2-one derivatives.

Journal: European journal of medicinal chemistry 20120601

Title: Antitumor activity of novel pyridine, thiophene and thiazole derivatives.

Journal: Archives of pharmacal research 20120601

Title: Studies on 3-oxoalkanenitriles: novel rearrangement reactions observed in studies of the chemistry of 3-heteroaroyl-3-oxoalkanenitriles as novel routes to 2-dialkylaminopyridines.

Journal: Molecules (Basel, Switzerland) 20120118

Title: Synthesis of highly functionalized chiral 3,3'-disubstituted oxindoles via an organocatalytic enantioselective Michael addition of nitroalkanes to indolylidenecyanoacetates.

Journal: Organic letters 20120106

Title: Analysis of the peptidoglycan hydrolase complement of Lactobacillus casei and characterization of the major γ-D-glutamyl-L-lysyl-endopeptidase.

Journal: PloS one 20120101

Title: Antiprotozoal and Antimycobacterial Activities of Pure Compounds from Aristolochia elegans Rhizomes.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Antidiabetic Effect of an Active Components Group from Ilex kudingcha and Its Chemical Composition.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Synthesis and mesomorphic properties of calamitic malonates and cyanoacetates tethered to 4-cyanobiphenyls.

Journal: Beilstein journal of organic chemistry 20120101

Title: Catalytically active bovine serum amine oxidase bound to fluorescent and magnetically drivable nanoparticles.

Journal: International journal of nanomedicine 20120101

Title: Stabilization of bilateral progressive rheumatoid corneal melt with infliximab.

Journal: Case reports in ophthalmological medicine 20120101

Title: (E)-2-Cyano-3-(2,3-dimeth-oxy-phen-yl)acrylic acid.

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Multifunctional conjugated polymers with main-chain donors and side-chain acceptors for dye sensitized solar cells (DSSCs) and organic photovoltaic cells (OPVs).

Journal: Macromolecular rapid communications 20111115

Title: Tandem reactions of 1,2-allenic ketones leading to substituted benzenes and α,β-unsaturated nitriles.

Journal: Organic letters 20111007

Title: Selegiline-functionalized, PEGylated poly(alkyl cyanoacrylate) nanoparticles: Investigation of interaction with amyloid-β peptide and surface reorganization.

Journal: International journal of pharmaceutics 20110920

Title: Validation of a UHPLC-FLD analytical method for the simultaneous quantification of aflatoxin B1 and ochratoxin a in rat plasma, liver and kidney.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110915

Title: Application of poly(3-hexylthiophene) functionalized with an anchoring group in dye-sensitized solar cells.

Journal: Macromolecular rapid communications 20110803

Title: Urinary biomarkers of prenatal atrazine exposure and adverse birth outcomes in the PELAGIE birth cohort.

Journal: Environmental health perspectives 20110701

Title: Copper-catalyzed 1,4-addition of organoboronates to alkylidene cyanoacetates: mechanistic insight and application to asymmetric catalysis.

Journal: Angewandte Chemie (International ed. in English) 20110606

Title: Palladium-catalyzed decarboxylative arylation of potassium cyanoacetate: synthesis of α-diaryl nitriles from aryl halides.

Journal: Organic letters 20110603

Title: Regiospecific quenching of a photoexcited platinum(II) complex at acidic and basic sites.

Journal: Inorganic chemistry 20110516

Title: Simultaneous determination of nine tyrosine kinase inhibitors by 96-well solid-phase extraction and ultra performance LC/MS-MS.

Journal: Clinica chimica acta; international journal of clinical chemistry 20110512

Title: Acylation of heteroaromatic amines: facile and efficient synthesis of a new class of 1,2,3-triazolo[4,5-b]pyridine and pyrazolo[4,3-b]pyridine derivatives.

Journal: Molecules (Basel, Switzerland) 20110504

Title: Synthesis of α-aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates.

Journal: Angewandte Chemie (International ed. in English) 20110502

Title: Applications of 2-arylhydrazononitriles in synthesis: preparation of new indole containing 1,2,3-triazole, pyrazole and pyrazolo[1,5-a]pyrimidine derivatives and evaluation of their antimicrobial activities.

Journal: European journal of medicinal chemistry 20110501

Title: Investigation of the one-pot synthesis of quinolin-2-(1H)-ones and the discovery of a variation of the three-component Ugi reaction.

Journal: Organic & biomolecular chemistry 20110307

Title: Electron attachment to dye-sensitized solar cell components: cyanoacetic acid.

Journal: The journal of physical chemistry. A 20110217

Title: The Gewald multicomponent reaction.

Journal: Molecular diversity 20110201

Title: The lipoxygenase-dependent oxygenation of lipid body membranes is promoted by a patatin-type phospholipase in cucumber cotyledons.

Journal: Journal of experimental botany 20110101

Title: High abundance proteins depletion vs low abundance proteins enrichment: comparison of methods to reduce the plasma proteome complexity.

Journal: PloS one 20110101

Title: In vitro and in vivo evaluation of folate receptor-targeting amphiphilic copolymer-modified liposomes loaded with docetaxel.

Journal: International journal of nanomedicine 20110101

Title: Preparation and characterization of chelating fibers based on natural wool for removal of Hg(II), Cu(II) and Co(II) metal ions from aqueous solutions.

Journal: Journal of hazardous materials 20101215

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: Isocyanoacetate derivatives: synthesis, reactivity, and application.

Journal: Chemical reviews 20100908

Title: The Haemophilus influenzae HMW1C protein is a glycosyltransferase that transfers hexose residues to asparagine sites in the HMW1 adhesin.

Journal: PLoS pathogens 20100501

Title: Determination and toxicokinetics comparison of ketamine and S(+)-ketamine in dog plasma by HPLC-MS method.

Journal: Biomedical chromatography : BMC 20100301

Title: Design of a versatile multicomponent reaction leading to 2-amino-5-ketoaryl pyrroles.

Journal: Chemical biology & drug design 20100301

Title: Bandgap modulation in efficient n-thiophene absorbers for dye solar cell sensitization.

Journal: Chemphyschem : a European journal of chemical physics and physical chemistry 20100118

Title: Broad spectrum drug screening using liquid chromatography-hybrid triple quadrupole linear ion trap mass spectrometry.

Journal: Methods in molecular biology (Clifton, N.J.) 20100101

Title: Synthesis and characterization of organic dyes containing various donors and acceptors.

Journal: International journal of molecular sciences 20100101

Title: Fabrication and Optical Behaviors of Core-Shell ZnS Nanostructures.

Journal: Nanoscale research letters 20100101

Title: Comparison of octyl-2-cyanoacrylate and conventional sutures in facial skin closure.

Journal: National journal of maxillofacial surgery 20100101

Title: Assembly of indole-2-carboxylic acid esters through a ligand-free copper-catalysed cascade process.

Journal: Chemical communications (Cambridge, England) 20091228

Title: High-performance liquid chromatography-mass spectroscopy/mass spectroscopy method for simultaneous quantification of total or free fraction of mycophenolic acid and its glucuronide metabolites.

Journal: Therapeutic drug monitoring 20091201

Title: Synthesis and antibacterial activity of some new thiazole and thiophene derivatives.

Journal: European journal of medicinal chemistry 20091101

Title: A Triphenylamine-Based Conjugated Polymer with Donor-π-Acceptor Architecture as Organic Sensitizer for Dye-Sensitized Solar Cells.

Journal: Macromolecular rapid communications 20090917

Title: Mild and efficient DBU-catalyzed amidation of cyanoacetates.

Journal: Organic letters 20090507

Title: 2-(1H-indol-3-ylcarbon-yl)acetonitrile.

Journal: Acta crystallographica. Section E, Structure reports online 20090301

Title: Cyanoacetamide multicomponent reaction (I): Parallel synthesis of cyanoacetamides.

Journal: Journal of combinatorial chemistry 20090101

Title: Antibacterial properties of cyanoacrylate tissue adhesive: Does the polymerization reaction play a role?

Journal: Indian journal of ophthalmology 20090101

Title: Pre-radiotherapy plasma carotenoids and markers of oxidative stress are associated with survival in head and neck squamous cell carcinoma patients: a prospective study.

Journal: BMC cancer 20090101

Title: Quantitative analysis of phenibut in rat brain tissue extracts by liquid chromatography-tandem mass spectrometry.

Journal: Biomedical chromatography : BMC 20081201

Title: 4,4'-Bipyridine-cyano-acetic acid (1/2).

Journal: Acta crystallographica. Section E, Structure reports online 20081101

Title: Analysis of total caffeine and other xanthines in specialty coffees using mixed mode solid-phase extraction and liquid chromatography-diode-array detection after microwave digestion.

Journal: Journal of analytical toxicology 20081001

Title: Are the genes nadA and norB involved in formation of aflatoxin G(1)?

Journal: International journal of molecular sciences 20080901

Title: Comprehensive screening and quantification of veterinary drugs in milk using UPLC-ToF-MS.

Journal: Analytical and bioanalytical chemistry 20080701

Title: Starburst triarylamine based dyes for efficient dye-sensitized solar cells.

Journal: The Journal of organic chemistry 20080516

Title: The simultaneous determination of chloride, nitrate and sulphate by isotachophoresis using bromide as a leading ion.

Journal: Talanta 20080515

Title: Simultaneous determination of amitraz and its metabolite in human serum by monolithic silica spin column extraction and liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080501

Title: Synthesis and characterization of 3-cyano- and 3-nitroformazans, nitrogen-rich analogues of beta-diketimine ligands.

Journal: Inorganic chemistry 20080218

Title: Synthesis of diazatricyclic core of Madangamines from cis-perhydroisoquinolines.

Journal: The Journal of organic chemistry 20080118

Title: Glycosyltransferase efficiently controls phenylpropanoid pathway.

Journal: BMC biotechnology 20080101

Title: Protein profiling of the dimorphic, pathogenic fungus, Penicillium marneffei.

Journal: Proteome science 20080101

Title: Versatile three-component procedure for combinatorial synthesis of 2-aminospiro[(3'H)-indol-3',4-(4H)-pyrans].

Journal: Journal of combinatorial chemistry 20080101

Title: Development and validation of a liquid chromatographic/tandem mass spectrometric method for determination of tetracycline in human plasma: application to bioequivalence study.

Journal: Journal of AOAC International 20080101

Title: Determination of chloramphenicol residues in bee pollen by liquid chromatography/tandem mass spectrometry.

Journal: Journal of AOAC International 20080101

Title: Tuning the HOMO and LUMO energy levels of organic chromophores for dye sensitized solar cells.

Journal: The Journal of organic chemistry 20071207

Title: Analysis of abietic acid and dehydroabietic acid in food samples by in-tube solid-phase microextraction coupled with liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. A 20070330

Title: Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki-Miyaura cross-coupling reaction.

Journal: Amino acids 20070101

Title: Structure of alpha-conotoxin BuIA: influences of disulfide connectivity on structural dynamics.

Journal: BMC structural biology 20070101

Title: Protein and synthetic polymer injection for induction of obstructive hydrocephalus in rats.

Journal: Cerebrospinal fluid research 20070101

Title: Potential of CE for the determination of inorganic and acidic anions in cyanoacrylate adhesives.

Journal: Electrophoresis 20061101

Title: Enantioselective construction of quaternary carbon centre catalysed by bifunctional organocatalyst.

Journal: Organic & biomolecular chemistry 20060607

Title: Cyanoacetic acid hydrazones of 3-(and 4-)acetylpyridine and some derived ring systems as potential antitumor and anti-HCV agents.

Journal: Archiv der Pharmazie 20060101

Title: Parallel solution-phase synthesis of acrylonitrile scaffolds carrying L-alpha-amino acidic or D-glycosyl residues.

Journal: Journal of combinatorial chemistry 20060101

Title: Liquid chromatography-electrospray mass spectrometry determination of carbamazepine, oxcarbazepine and eight of their metabolites in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051215

Title: Body distribution and in situ evading of phagocytic uptake by macrophages of long-circulating poly (ethylene glycol) cyanoacrylate-co-n-hexadecyl cyanoacrylate nanoparticles.

Journal: Acta pharmacologica Sinica 20051201

Title: The simultaneous determination of selected flavonol glycosides and aglycones in Ginkgo biloba oral dosage forms by high-performance liquid chromatography-electrospray ionisation-mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20050401

Title: Simultaneous determination of residues of dipyrone and its major metabolites in milk, bovine muscle, and porcine muscle by liquid chromatography/mass spectrometry.

Journal: Journal of AOAC International 20050101

Title: Functionalization of pyrimidine and purine nucleosides at C4 and C6: C-nucleophilic substitution of their C4- and C6-(1,2,4-triazol-1-yl) derivatives.

Journal: Nucleosides, nucleotides & nucleic acids 20050101

Title: High-performance liquid chromatographic determination of selected flavonols in Ginkgo biloba solid oral dosage forms.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20040924

Title: Synthesis and modification of dibenzylglycine derivatives via the Suzuki-Miyaura cross-coupling reaction.

Journal: The journal of peptide research : official journal of the American Peptide Society 20040801

Title: Paired electrosynthesis of cyanoacetic acid.

Journal: The Journal of organic chemistry 20040402

Title: A sensitive, rapid and specific determination of midazolam in human plasma and saliva by liquid chromatography/electrospray mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: Endovascular treatment of congenital arteriovenous fistulae of the internal maxillary artery.

Journal: Neuroradiology 20030701

Title: Structure-toxicity relationships for methyl esters of cyanoacetic acids to Tetrahymena pyriformis.

Journal: Bulletin of environmental contamination and toxicology 20030301

Title: Solid-phase synthesis of a tyrphostin ether library.

Journal: Journal of combinatorial chemistry 20030101

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

Journal: The Journal of organic chemistry 20020125

Title: Nitriles form mixed-coligand complexes with (99m)Tc-HYNIC-peptide.

Journal: Nuclear medicine and biology 20020101

Title: Hydrophilic interaction liquid chromatography/electrospray mass spectrometry determination of acyclovir in pregnant rat plasma and tissues.

Journal: Rapid communications in mass spectrometry : RCM 20020101

Title: The reaction of digitoxin and digoxin with cyanoacetic acid hydrazide: synthesis of coumarin, thiazole, thiophene and pyridine derivatives with potential biological activities.

Journal: Archives of pharmacal research 20011001

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Tags:372-09-8 Molecular Formula|372-09-8 MDL|372-09-8 SMILES|372-09-8 Cyanoacetic acid |Organic_Building_Blocks