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Cyanoacetic acid

Base Information Edit
  • Chemical Name:Cyanoacetic acid
  • CAS No.:372-09-8
  • Molecular Formula:C3H3NO2
  • Molecular Weight:85.0623
  • Hs Code.:2926 90 70
  • European Community (EC) Number:206-743-9
  • NSC Number:5571
  • UN Number:1759
  • UNII:QZT550H2Y9
  • DSSTox Substance ID:DTXSID0027149
  • Nikkaji Number:J2.581J
  • Wikipedia:Cyanoacetic_acid
  • Wikidata:Q1146963
  • Metabolomics Workbench ID:57948
  • ChEMBL ID:CHEMBL3185860
  • Mol file:372-09-8.mol
Cyanoacetic acid

Synonyms:cyanoacetic acid;cyanoacetic acid, copper (+2) salt

Suppliers and Price of Cyanoacetic acid
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Cyanoacetic Acid
  • 250 g
  • $ 165.00
  • TCI Chemical
  • Cyanoacetic Acid >98.0%(T)
  • 25g
  • $ 20.00
  • TCI Chemical
  • Cyanoacetic Acid >98.0%(T)
  • 500g
  • $ 152.00
  • Sigma-Aldrich
  • Cyanoacetic acid 99%
  • 500g
  • $ 104.00
  • Sigma-Aldrich
  • Cyanoacetic acid for synthesis. CAS 372-09-8, chemical formula NCCH COOH., for synthesis
  • 8002521000
  • $ 97.70
  • Sigma-Aldrich
  • Cyanoacetic acid 99%
  • 1kg
  • $ 164.00
  • Sigma-Aldrich
  • Cyanoacetic acid for synthesis. CAS 372-09-8, chemical formula NCCH COOH., for synthesis
  • 8002520250
  • $ 47.60
  • Sigma-Aldrich
  • Cyanoacetic acid for synthesis
  • 250 g
  • $ 45.60
  • Sigma-Aldrich
  • Cyanoacetic acid for synthesis
  • 1 kg
  • $ 93.42
  • Sigma-Aldrich
  • Cyanoacetic acid 99%
  • 25g
  • $ 58.20
Total 41 raw suppliers
Chemical Property of Cyanoacetic acid Edit
Chemical Property:
  • Appearance/Colour:yellow-brown liquid with an unpleasant odor 
  • Vapor Pressure:0.1 mm Hg ( 100 °C) 
  • Melting Point:65 °C 
  • Refractive Index:1.3764 (estimate) 
  • Boiling Point:318.5 °C at 760 mmHg 
  • PKA:2.45(at 25℃) 
  • Flash Point:107.8 °C 
  • PSA:61.09000 
  • Density:1.287 g/cm3 
  • LogP:-0.01532 
  • Storage Temp.:Store at 0-5°C 
  • Sensitive.:Hygroscopic 
  • Solubility.:H2O: soluble50mg/mL, clear, colorless to very faintly yellow 
  • Water Solubility.:1000 g/L (20 ºC) 
  • XLogP3:-0.8
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:1
  • Exact Mass:85.016378338
  • Heavy Atom Count:6
  • Complexity:98.6
  • Transport DOT Label:Corrosive
Purity/Quality:

99% *data from raw suppliers

Cyanoacetic Acid *data from reagent suppliers

Safty Information:
  • Pictogram(s): Corrosive
  • Hazard Codes:
  • Statements: 22-31-34-52/53-20/22 
  • Safety Statements: 26-36/37/39-45-61-20 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Organic Acids
  • Canonical SMILES:C(C#N)C(=O)O
  • Description Cyanoacetic acid is an organic compound. It is a white, hygroscopic solid. The compound contains two functional groups, a nitrile (C≡N) and a carboxylic acid. It is a precursor to cyanoacrylates, components of adhesives.Cyanoacetic acid is used in pharmaceutical industry for producing vitamin B6 and caffeine. It is also used in making dyes, agricultural chemicals, and in the synthesis of phenylacetic acid esters. It acts as a precursor cyanoacrylates viz. ethyl cyanoacrylate.
  • Uses Cyanoacetic acid was used in the synthesis of N-piperidine-cyanacetamide and N-morpholyl-cyanacetamide. It was also used in the preparation of a panchromatic dye for dye-sensitized solar cells. Synthesis of intermediates; manufacture of barbital. Cyanoacetic acid is used in pharmaceutical industry for producing vitamin B6 and caffeine. It is also used in making dyes, agricultural chemicals, and in the synthesis of phenylacetic acid esters. It acts as a precursor cyanoacrylates viz. ethyl cyanoacrylate.
Technology Process of Cyanoacetic acid

There total 52 articles about Cyanoacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With sodium hydrogencarbonate; In water; at 20 - 80 ℃; for 16h;
DOI:10.1002/chem.201805077
Guidance literature:
With sodium hydroxide; trichloroisocyanuric acid; at 25 ℃; for 1h;
DOI:10.1055/s-2004-830896
Guidance literature:
With potassium phosphate buffer; nitrilase from Alcaligenes faecalis ATCC8750; at 30 ℃; for 51h; pH=7.3;
DOI:10.1021/jf048827q
Refernces Edit

Molecular engineering of organic dyes containing N-aryl carbazole moiety for solar cell

10.1016/j.tet.2006.12.082

The research focuses on the molecular engineering of organic dyes containing the N-aryl carbazole moiety for application in solar cells, specifically dye-sensitized solar cells (DSSCs). The purpose of this study was to design and synthesize novel organic dyes that could overcome the limitations of low conversion efficiency and operational stability often associated with organic dyes in DSSCs, as compared to metal-based complexes. The researchers aimed to develop alternative, highly efficient organic dyes that could potentially rival the performance of ruthenium complexes, which are known for their high efficiency but are prohibitively expensive. In the process, various chemicals were used, including 2-iodo-9,9-dimethylfluorene, 3-iodocarbazole, 1-bromo-4-(2,2-diphenylvinyl)benzene, and (2-thienylmethyl)triphenylphosphonium bromide, which were synthesized using modified procedures from previous references. Other chemicals involved in the synthesis steps included tributyl(thiophen-2-yl)stannane, Pd(PPh3)4, copper bronze, potassium carbonate, 18-crown-6, n-butyl lithium, cyanoacetic acid, piperidine, rhodanine-3-acetic acid, and ammonium acetate, among others. These chemicals were utilized in a series of reactions such as coupling, lithiation, and condensation to synthesize the target dyes, which were then tested for their photovoltaic performance in DSSCs.

Phosphinate selective hosts and importance of C–H hydrogen bonding for affinity modulation toward anion guests

10.1016/j.tetlet.2018.03.066

The research aims to develop selective anion receptors that utilize weak C-H hydrogen bonds, with a focus on phosphinate receptors. Phosphinates are significant in nature due to their association with metabolic diseases and conditions like obesity, NASH, hypercholesterolemia, and diabetes. The researchers designed and synthesized three receptors (1, 2, and 3) that utilize both amide N-H and alpha C-H (Cα-H) to the carbonyl group, differing in the substituent group attached to the alpha carbon, which affects the polarity of the CαH bond and thus the strength of association with anion guests. The study concluded that host 3, with a positively charged pyridinium group, showed the highest binding affinity due to the increased polarity of the Cα-H bond, demonstrating the importance of C-H hydrogen bonding as a modulating element for anionic recognition. Key chemicals used in the synthesis include 1,2-phenylenediamine, acetic acid, cyanoacetic acid, chloroacetyl chloride, pyridine, and various anions for testing, such as dimethyl phosphinate, benzoate, nitrite, and others.

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